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The 6-Step Playbook for Building an AI-Powered Startup Without Burning Through Cash

The 6-Step Playbook for Building an AI-Powered Startup Without Burning Through Cash


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • The old “raise big, hire fast” playbook is dead: non-engineers can now run engineering functions with AI, cutting the need for early outside capital.
  • Hire for EQ and range, build B2B products with high switching costs, and treat profitability — not scale — as the north-star metric.

AI has disrupted the business landscape almost overnight. According to Stanford’s 2025 AI Index Report, AI adoption by organizations grew from 55% in 2023 to 78% by late 2024 — a 23% jump in a single year. And it isn’t just penetration that’s growing. The functionality companies are getting out of AI is expanding, too. As the tools evolve, their uses diversify, driving efficiency up and overhead down.

The impact is especially pertinent to tech-enabled startups, where founders operate on lean budgets and every dollar invested is coveted. Startups can now build “AI Lean” — my term for leveraging AI capabilities to reduce overhead and expenses across multiple areas of the organization, thereby requiring less upfront expenditure and, therefore, less external funding. By tapping into AI’s efficiencies, today’s startups can grow organically, keeping resources at a minimum as they scale. Their paths to profitability become more tangible and their need for outside financing less pressing. Founders gain more agency, growing their companies on their own timelines while maintaining significant control throughout the growth lifecycle.

As entrepreneurs leverage AI efficiencies to build the enterprises of the future, here are six key actions to take when building AI Lean.

Conduct an overall AI usability assessment

AI can impact many functions of the organization, eliminating the need for excess resources while making the work of the team you already have more effective. Used well, AI can play a pivotal role in coding, product development, marketing, data analysis, operations and even recruiting — saving critical time and capital. To understand where AI can plug in, founders should conduct an AI assessment that reviews every organizational function and maps out where and when AI can have an impact, along with the benefits and risks of leveraging it in each.

Update the talent rubric and hire accordingly

AI is replacing traditional engineering functions that tech companies once fought tooth and nail to staff. Non-engineers can now leverage AI to manage engineering work, using tools like Claude to operate as their engineering teams. That shift has placed newfound importance on softer, people-led skills. Founders should look to hire teammates with updated superpowers: multi-talented, nimble and able to manage several roles at once. In this new AI-led tech climate, candidates’ EQ (emotional quotient), communication skills and adaptability are the traits AI can’t replace — and the ones founders should weigh most heavily.

Build products with low CAC and high retention

The B2C tech landscape has become extremely crowded. According to SQ Magazine, there are over 1.8 million iOS apps alone, all competing for coveted but limited space on our iPhones. To build beyond the noise, tech creators need to create need goods, not want goods. The most effective way to do that is to move products out of the purely B2C landscape and instead build B2B or B2B2C platforms, where users are themselves businesses that acquire their own customers on your behalf. Once on the platform, businesses face higher switching costs — to leave, they’d have to move themselves and their customer bases to a competitor. The moat becomes far more pronounced.

Focus on autonomy, not just scale

Growth for growth’s sake is, in many cases, an outdated tech model. The new AI lean companies are focused on efficiency as a gateway to autonomy. To build one, founders must intentionally map their paths to profitability while retaining as much control of the company as possible. By leveraging AI to handle most of the engineering and administrative workload, founders can operate leanly and keep overhead low. They also give themselves more runway to reach product-market fit.

Stay lean and nimble with funding

Rapid AI adoption has reduced the need for significant upfront funding at efficient startups. As founders navigate this new environment, keeping the burn rate low is essential. Venture capital can often be replaced with friends-and-family money, especially at the early stage. The best path is frequently the quickest path to profitability: low overhead and purposeful organic growth.

Prioritize lifestyle to avoid burnout

The burnout epidemic is real. Sifted surveyed 138 founders and found 54% had experienced burnout in the past 12 months, 46% described their mental health as “bad” or “very bad” and 75% reported anxiety in the same period. Even more startling: 94% of founders reported some mental health issue in the past year. Sifted noted that “fundraising remains the most common challenge founders face,” which is why the first step to reducing burnout is to operate AI lean — removing the need for significant early outside capital. The second is to prioritize work/life wellness by setting intentional boundaries and creating time and space to decompress. That’s what allows founders and their teams to play the long game and see their startups through to fruition.

The AI lean startup has become the new face of the entrepreneurial world. The once-significant roadblocks of time, funding and resources have been bulldozed, opening paths for technology founders willing to pave roads where, not long ago, there were none. Healthy and nimble have replaced scaled and heavily funded as the north-star metrics, especially in the early stages. AI lean entrepreneurs have a new way to build — this time on their terms.

Key Takeaways

  • The old “raise big, hire fast” playbook is dead: non-engineers can now run engineering functions with AI, cutting the need for early outside capital.
  • Hire for EQ and range, build B2B products with high switching costs, and treat profitability — not scale — as the north-star metric.

AI has disrupted the business landscape almost overnight. According to Stanford’s 2025 AI Index Report, AI adoption by organizations grew from 55% in 2023 to 78% by late 2024 — a 23% jump in a single year. And it isn’t just penetration that’s growing. The functionality companies are getting out of AI is expanding, too. As the tools evolve, their uses diversify, driving efficiency up and overhead down.

The impact is especially pertinent to tech-enabled startups, where founders operate on lean budgets and every dollar invested is coveted. Startups can now build “AI Lean” — my term for leveraging AI capabilities to reduce overhead and expenses across multiple areas of the organization, thereby requiring less upfront expenditure and, therefore, less external funding. By tapping into AI’s efficiencies, today’s startups can grow organically, keeping resources at a minimum as they scale. Their paths to profitability become more tangible and their need for outside financing less pressing. Founders gain more agency, growing their companies on their own timelines while maintaining significant control throughout the growth lifecycle.

As entrepreneurs leverage AI efficiencies to build the enterprises of the future, here are six key actions to take when building AI Lean.



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ChatGPT’s New Work Mode Can Run 95% of a One-Person Business (No Hiring or Coding Required)

ChatGPT’s New Work Mode Can Run 95% of a One-Person Business (No Hiring or Coding Required)


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways:

  • Discover why OpenAI’s brand-new ChatGPT Work is the first tool that has me considering unsubscribing from Claude and Gemini for good.
  • Watch seven full jobs get handed off live, from a content dashboard to a complete 90-day marketing campaign that used to carry a five-figure agency fee.
  • Screenshot the exact one-shot prompts that end the “make it less generic” loop, plus the four tasks you should never let AI finish alone.

OpenAI just launched ChatGPT Work, and it quietly changes the math on every other AI subscription you pay for. If I only had 30 minutes a day to grow my business, I wouldn’t open Claude or Gemini. I’d open this.

Here is why it matters. Normal ChatGPT is a conversation — it tells you how to build the dashboard, then waits for your next line. Work is delegation. It takes your files, completes the steps, checks its own result and comes back only when it needs a decision or the job is done. Same idea Claude has been chasing, except this shipped just a week ago on a brand-new model most people can actually afford.

That is the whole shift the video above walks you through in a rapid-fire format: seven jobs a one-person business can hand off without coding or hiring. I ran every one of them live — a social media content dashboard that finally explains why one video takes off and another dies, a working website built from a plain-English description, a full 90-day marketing campaign, an audit that finds exactly where your qualified leads disappear, a fully SEO-optimized blog draft ready to publish, a Monday business review that replaces twelve dashboards with three decisions, and the move that stops you retraining the same AI assistant every week.

Handing off real work still terrifies most owners, and the market has already moved past them. Upwork’s Q1 2026 survey of 750 small-business leaders found 62% are now “very confident” handing high-stakes tasks to AI agents, and one in three call them mission-critical. Only 3% aren’t considering them at all.

That confidence works only when you know which calls stay yours. In Rule 5 of The Wolf Is at the Door, adaptability is not about learning faster than the market — it is about shortening the loop between what you see and what you launch. Delegation is what collapses that loop, freeing you to make the decisions only you can make instead of copying, formatting and chasing information all day. There is also a short list of jobs I would never hand over completely — the video ends on the exact line I draw before I let it run unsupervised.

Every job, every prompt and the full one-shot brief are walked through in the video above — including the strategist prompt that turns scattered analytics into the five videos you should film next, and the reusable-skill trick that stops you re-explaining how you work every Monday.

The AI Success Kit, available to download free for a limited time, comes with a chapter from my new book, The Wolf Is at the Door — How to Survive and Thrive in an AI-Driven World.

Key Takeaways:

  • Discover why OpenAI’s brand-new ChatGPT Work is the first tool that has me considering unsubscribing from Claude and Gemini for good.
  • Watch seven full jobs get handed off live, from a content dashboard to a complete 90-day marketing campaign that used to carry a five-figure agency fee.
  • Screenshot the exact one-shot prompts that end the “make it less generic” loop, plus the four tasks you should never let AI finish alone.

OpenAI just launched ChatGPT Work, and it quietly changes the math on every other AI subscription you pay for. If I only had 30 minutes a day to grow my business, I wouldn’t open Claude or Gemini. I’d open this.

Here is why it matters. Normal ChatGPT is a conversation — it tells you how to build the dashboard, then waits for your next line. Work is delegation. It takes your files, completes the steps, checks its own result and comes back only when it needs a decision or the job is done. Same idea Claude has been chasing, except this shipped just a week ago on a brand-new model most people can actually afford.



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Why Workplace Injuries Cost More Than You Think

Why Workplace Injuries Cost More Than You Think


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • The highest costs of workplace injuries are often indirect — not medical bills or insurance claims, but lost productivity, higher premiums, hiring and training replacements and operational disruptions.
  • Workplace injuries can damage company culture and reputation. Safety incidents can lower employee morale, increase turnover and hurt recruiting and client relationships.
  • Treating workplace safety as a strategic investment rather than a compliance burden pays off. Prevention is always cheaper than recovery.

Most business owners treat workplace injuries as a rare disruption — something handled by HR, filed with insurance and quietly resolved. But here’s what I’ve seen firsthand: A single incident can set off a chain reaction that quietly bleeds a company dry for years.

The direct costs are just the tip of the iceberg. The real damage hides in places most owners never think to look.

The direct costs (what most businesses expect)

Every business owner knows some costs are unavoidable when an injury happens. These are the ones that show up quickly on your balance sheet.

Medical expenses and compensation:

Immediate treatment, including emergency care, specialist visits and rehabilitation, can run into tens of thousands before you blink. Workers’ compensation payouts pile on top, and if coverage gaps exist, those costs land directly on the business.

Regulatory investigations and OSHA fines aren’t just a possibility; they’re a near-certainty after a serious incident. Understanding workplace injuries that can put you out of business is the first step toward protecting your operation before something goes wrong.

The hidden financial impact

This is where businesses get blindsided. Indirect costs of workplace injuries routinely outpace direct costs by a ratio of four to one, according to data tracked by OSHA’s business case for workplace safety.

Lost productivity:

An injured employee doesn’t just leave a gap; they leave a vacuum. Projects stall, deadlines slip, and the remaining team absorbs extra work at reduced efficiency. That invisible output loss rarely appears on any claim form.

Increased insurance premiums:

File a claim, and watch your experience modification rate climb. Businesses with even a handful of incidents can see their premiums spike significantly over three to five years, a compounding cost that outlasts the injury itself.

Hiring and training replacements:

Replacing a skilled worker costs real money:

  • Temporary staffing agencies typically charge 25-40% above base salary
  • Recruitment and onboarding for permanent replacements averages 50-200% of the departing employee’s annual wage
  • Institutional knowledge (the kind you can’t train in a week) walks out the door entirely

Operational disruptions

Beyond finances, workplace injuries create a ripple through your entire operation that’s harder to quantify but equally damaging.

Workflow interruptions:

A single injury can stall an entire production line, delay client deliverables or derail a product launch. The downstream effects, including missed revenue, penalty clauses and renegotiated contracts, rarely make it into the original cost estimate.

Management time drain:

When an incident happens, your leadership team isn’t running the business; they’re managing incident reports, insurance calls, compliance documentation and internal communications. That’s attention pulled directly away from growth.

Employee morale and workplace culture

Here’s what most business owners miss entirely: Research consistently shows that engaged workers have far fewer safety violations and incidents, which means morale and safety are inseparable issues.

Impact on team confidence:

After an injury, fear quietly spreads through the workforce. Employees who once worked confidently start second-guessing themselves. Anxiety slows output, and motivation erodes in ways no policy document can reverse.

Retention challenges:

Talent leaves unsafe environments. And the employees who leave first are often your best ones, the ones with options. High turnover in the wake of safety incidents creates a self-reinforcing cycle of instability.

Reputation and brand risk

Your employer brand is a business asset. Workplace incidents, especially ones that become public, can do lasting damage to both internal culture and external perception.

Negative reviews on hiring platforms spread fast. Candidates research before accepting offers, and clients do too. A business with a visible safety track record problem signals operational instability, a real concern for enterprise clients weighing long-term partnerships.

Workplace incidents don’t stop at the insurance claim. They can lead to employment disputes, wrongful termination allegations and long-running litigation that ties up resources for years. Understanding how personal injuries can impact your ability to work reveals just how far-reaching these consequences can be, both for the injured employee and for the business responsible for their safety.

Many business owners underestimate how quickly a single incident escalates from a workers’ comp claim into a full employment dispute, especially when documentation gaps or compliance failures come to light during an investigation.

Prevention as a business strategy

Smart operators don’t wait for an incident to act. Familiarizing yourself with workplace safety law and building programs around those requirements pays dividends long before any incident occurs.

Safety culture isn’t a poster on a wall. It requires:

  • Leadership modeling safe behavior visibly and consistently
  • Psychological safety for employees to report near-misses without fear
  • Regular, practical safety training, not annual checkbox exercises
  • Clear accountability structures for managers, not just frontline workers

The ROI of prevention

The math is straightforward. According to OSHA’s analysis of safety program benefits, employers that invest in workplace safety consistently see reductions in workers’ compensation costs, fewer OSHA penalties and measurable gains in productivity and employee retention. Prevention is always cheaper than recovery.

The businesses with the strongest safety records tend to have the lowest turnover, the most stable operations and the best employer reputations in their industries. Knowing how to establish a workplace safety policy is a foundational step every business owner should take before they need it.

Start treating safety like strategy

Workplace injuries carry costs that go far beyond the emergency room bill or the insurance claim. The hidden toll, covering lost productivity, rising premiums, operational disruption, damaged morale and long-term legal exposure, can quietly undermine a business for years after the incident itself is forgotten.

The businesses that win long-term treat safety not as a compliance burden, but as a competitive advantage. They invest proactively, build accountable cultures and protect their people, because protecting people and protecting the business are ultimately the same thing.

Key Takeaways

  • The highest costs of workplace injuries are often indirect — not medical bills or insurance claims, but lost productivity, higher premiums, hiring and training replacements and operational disruptions.
  • Workplace injuries can damage company culture and reputation. Safety incidents can lower employee morale, increase turnover and hurt recruiting and client relationships.
  • Treating workplace safety as a strategic investment rather than a compliance burden pays off. Prevention is always cheaper than recovery.

Most business owners treat workplace injuries as a rare disruption — something handled by HR, filed with insurance and quietly resolved. But here’s what I’ve seen firsthand: A single incident can set off a chain reaction that quietly bleeds a company dry for years.

The direct costs are just the tip of the iceberg. The real damage hides in places most owners never think to look.

The direct costs (what most businesses expect)

Every business owner knows some costs are unavoidable when an injury happens. These are the ones that show up quickly on your balance sheet.



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The Small Shift That Separates Founders Who Stall From Founders Who Scale

The Small Shift That Separates Founders Who Stall From Founders Who Scale


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • The most important business decisions rarely come with complete information — mission and directional signals matter more than certainty.
  • Not every choice deserves the same scrutiny — reversible decisions should be made fast, while irreversible ones deserve real deliberation.

Entrepreneurs are often told to be “data-driven.” In theory, that sounds simple: gather the numbers, analyze the trends and make the most logical decision. But many of the most important decisions happen long before enough data exists to feel confident.

New markets, emerging technologies and innovative products rarely come with a complete roadmap. Leaders often have to decide whether to invest, expand or pivot while facing incomplete information and real consequences for their teams and organizations.

Research from McKinsey reports that while executives spend 40% of their time making decisions, nearly 60% feel that time is poorly used, particularly in an age of urgency and uncertainty.

Over time, I’ve learned that uncertainty is not a weakness in the entrepreneurial process. It is the environment where innovation actually happens. The challenge is learning how to navigate it.

Anchor every decision to your mission and values

When information is incomplete, purpose becomes the most reliable compass. A clear mission provides direction when multiple paths appear equally uncertain. Decisions aligned with long-term vision are far less likely to derail progress, even if the outcome cannot be predicted perfectly.

Across my work under DRC Ventures and expanding health and wellness companies such as The ROOT Brands into international markets, there have been moments when strong scientific direction existed, but long-term market data had not yet developed.

In those situations, the mission became the filter. The most important question was whether the decision aligned with our broader goal of improving health, sustainability and well-being. If the science supported the work and the mission remained clear, that alignment created enough confidence to move forward thoughtfully.

Separate perceived risk from real risk

Uncertainty tends to amplify fear. When leaders don’t have complete information, it is easy to imagine worst-case scenarios. One of the most valuable habits I’ve developed is learning to separate real risk from perceived risk.

Real risk involves measurable factors — financial exposure, regulatory challenges or operational issues that could threaten the company’s stability. Perceived risk often comes from the discomfort of stepping into unfamiliar territory.

Entrepreneurship naturally pushes leaders into spaces where no roadmap exists. But feeling uncomfortable does not necessarily mean something is wrong. In many cases, it means the organization is exploring new ground. By separating emotional reactions from measurable consequences, leaders can evaluate opportunities with greater clarity.

Determine what’s reversible — and what isn’t

Not every decision deserves the same level of analysis. Some choices shape a company’s long-term direction and require careful evaluation. Others are operational or experimental and can be adjusted as new information becomes available.

Understanding this distinction dramatically improves decision-making speed. If a decision is reversible, I am comfortable moving forward quickly and learning from the outcome. Action generates feedback that theoretical planning alone cannot provide.

But if a decision significantly affects partnerships, capital allocation or long-term strategy, it deserves deeper discussion and careful evaluation. Recognizing which decisions are reversible helps maintain momentum while still protecting the long-term health of the organization.

Use directional signals instead of waiting for perfect data

One of the biggest traps in uncertain environments is waiting for perfect information. Perfect information rarely arrives in time to guide innovation. Instead, I’ve learned to interpret directional signals.

These signals can come from emerging trends, customer conversations, early pilot results, scientific research and feedback from trusted advisors. Experience also plays an important role. After working across industries and international markets, patterns begin to emerge — signals that suggest where opportunity may exist or where caution is warranted.

A study in Harvard Business Review reports that organizations that make decisions with roughly 70% of the available information often outperform slower competitors that wait for complete certainty. In fast-moving industries, waiting for perfect clarity often means missing the opportunity entirely.

Create momentum through action and transparent leadership

Momentum creates clarity. Action produces information that analysis alone cannot generate. Moving forward with thoughtful experimentation allows teams to learn quickly, refine strategy and reduce uncertainty over time.

Equally important is how leaders communicate during uncertain periods. In my experience, teams don’t expect leaders to have every answer. What they need is transparency about what is known, honesty about what is still evolving and confidence that the organization has a thoughtful path forward.

When leaders remain steady and focused on solutions, teams are far more likely to stay engaged and productive even when the path ahead is still developing. Confidence does not require pretending to know everything. It requires the courage to move forward responsibly.

Uncertainty is the cost of innovation

Entrepreneurship has never been about having all the answers before taking action. Many of the most impactful companies were built by leaders who moved forward before all variables were understood. Data remains an important tool, but it is not the only guide.

Mission, experience, pattern recognition and thoughtful courage all play critical roles in navigating uncertainty. When leaders anchor decisions to purpose, separate real risk from emotional discomfort, recognize which choices are reversible and act on meaningful signals, uncertainty becomes far less intimidating.

Innovation rarely happens with complete visibility. Usually, the path becomes clear only after leaders take the first step.

Key Takeaways

  • The most important business decisions rarely come with complete information — mission and directional signals matter more than certainty.
  • Not every choice deserves the same scrutiny — reversible decisions should be made fast, while irreversible ones deserve real deliberation.

Entrepreneurs are often told to be “data-driven.” In theory, that sounds simple: gather the numbers, analyze the trends and make the most logical decision. But many of the most important decisions happen long before enough data exists to feel confident.

New markets, emerging technologies and innovative products rarely come with a complete roadmap. Leaders often have to decide whether to invest, expand or pivot while facing incomplete information and real consequences for their teams and organizations.

Research from McKinsey reports that while executives spend 40% of their time making decisions, nearly 60% feel that time is poorly used, particularly in an age of urgency and uncertainty.



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ROMTech CEO Peter Arn on Scaling Home Rehab Care

ROMTech CEO Peter Arn on Scaling Home Rehab Care


Opinions expressed by Entrepreneur contributors are their own.

In 2025, ROMTech had a problem most startups would envy: far more demand than it could immediately fulfill.

The Connecticut-based company makes the PortableConnect, a connected rehabilitation device that lets patients recovering from orthopedic surgery complete therapy at home while clinicians monitor their progress remotely. As orders accelerated, CEO Peter Arn made a decision that runs counter to most growth-stage playbooks:  he made revenue wait.

The company kept growing, but deliberately moderated its expansion while strengthening the operational infrastructure and clinical oversight required for larger scale. It meant leaving some short-term revenue on the table. It also meant giving the service model time to catch up with demand— and as those systems strengthened, patient volume hit record levels, with more than 57,000 patients served in 2025 and 34% year-over-year growth.  

“Sustainable growth in healthcare has to prioritize quality, safety and patient outcomes,” Arn says. “In this industry, growing faster than your ability to deliver isn’t ambition. It’s risk.”

The Home-Care Shift

ROMTech’s bet sits inside a much larger trend. Hospital-at-home programs, remote patient monitoring and virtual physical therapy have all expanded as health systems look to cut costs and patients push for convenience. Rehabilitation is a natural candidate: it’s frequent, repetitive and traditionally requires patients — many of them fresh out of joint-replacement surgery — to travel to a clinic multiple times a week.

The catch is that home-based care only works if clinicians can still see what’s happening. That’s the gap ROMTech is trying to close. The PortableConnect combines an adaptive therapy device with software that captures objective performance data — range of motion, session compliance, progress over time — and feeds it back to the care team.

To date, the company says more than 190,000 patients have used the platform.

Turning Demand Into Scalable Care

Healthcare is famously difficult to change, and for defensible reasons: the cost of getting it wrong is measured in patient outcomes, not churn rates. Arn’s experience building ROMTech reflects that reality. The company’s biggest obstacle wasn’t demand.  Physicians understood the model almost immediately, and health systems were receptive.  The harder work was building the operating discipline required to turn a new care model into a scalable national service while the company was already growing at high speed..

His answer has been to lead with evidence and real-world execution rather than novelty. “Innovation only matters if it solves meaningful problems,” he says. “Healthcare entrepreneurs should spend more time understanding patients and clinicians than chasing the newest technology.”

It’s advice that cuts against the grain in a moment when AI features and flashy demos dominate healthtech pitches. Arn’s version of product development is less flashy and more disciplined: listen, listen, listen; validate with data; improve based on real-world use; repeat.

That disciplined approach has started to earn outside validation. ROMTech was named to The Healthcare Technology Report’s list of top healthcare technology companies for 2026, won a 2026 MedTech Breakthrough Award for best home healthcare solution, and appeared on Fast Company’s Most Innovative Companies list in 2025 and the LexisNexis Top 100 Global Innovators ranking for its intellectual property.

What Comes Next

The more interesting question is how far the model travels. ROMTech is piloting applications beyond orthopedics — cardiology, oncology, metabolic care and post-acute recovery — betting that the same combination of guided movement, remote monitoring and engagement applies wherever recovery depends on patients doing the work at home.

The company’s accumulating rehabilitation data may prove to be the more durable asset. Ultra-dense, real-world recovery data at that scale is rare, and it has opened the door to more personalized protocols and AI-driven prediction, optimization, and mitigation.

The next test is how broadly ROMTech can extend its nationwide platform.  The company is focused on expanding into new diagnoses, provider relationships, and patient populations while maintaining the service consistency, clinical quality, and operating discipline required at scale.

“Building a healthcare technology company requires patience, persistence and the willingness to overcome setbacks,” Arn says. “Success isn’t measured simply by growth. It’s measured by the number of lives you improve.”

In 2025, ROMTech had a problem most startups would envy: far more demand than it could immediately fulfill.

The Connecticut-based company makes the PortableConnect, a connected rehabilitation device that lets patients recovering from orthopedic surgery complete therapy at home while clinicians monitor their progress remotely. As orders accelerated, CEO Peter Arn made a decision that runs counter to most growth-stage playbooks:  he made revenue wait.

The company kept growing, but deliberately moderated its expansion while strengthening the operational infrastructure and clinical oversight required for larger scale. It meant leaving some short-term revenue on the table. It also meant giving the service model time to catch up with demand— and as those systems strengthened, patient volume hit record levels, with more than 57,000 patients served in 2025 and 34% year-over-year growth.  



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Is It Possible to Moonlight Ethically, Especially in Tech?

Is It Possible to Moonlight Ethically, Especially in Tech?


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • Moonlighting isn’t inherently ethical or unethical, and there is no universal answer here. The ethics come down to how you do it.
  • Whatever you decide, don’t let your performance slip at your primary job. That’s the clearest signal to your manager that something is off.

Moonlighting, or working more than one role, is a contested topic in the tech industry. I recently spoke at a human resources retreat and broached it with leaders in the field. Some thought it was ethically okay or even necessary in the current economy. Others thought it was never acceptable, regardless of the circumstances.

Landing a single tech job is becoming increasingly competitive in the current labor market. If you’re lucky enough to land not just one, but multiple roles, how do you do so ethically? I’m a career coach specializing in the tech industry. I’ve helped clients navigate this exact dilemma. Let’s explore the steps to take to ensure you’re working and living in alignment with your values.

1. Review your employment contract

Regardless of your views on moonlighting, reviewing your employment contract is a smart place to start when considering holding more than one role in the tech industry. Many employees sign a heap of documents when joining a company, only to never reference them again. If you’re thinking about moonlighting, you’ll want to review the promises you made.

Moonlighting policies vary dramatically across companies and are often tied to seniority. It’s common for tech firms to require you to sign an agreement stating you won’t simultaneously work for a competitor. It’s less common at junior levels for them to restrict outside employment entirely. That said, at the executive level, it’s possible that any external employment will require company or board approval or be outright barred.

2. Define your goals

Get clear on why you want to work multiple jobs. While increased income is a common reason for moonlighting, and certainly a valid one, it’s not always why people pursue simultaneous employment. Sometimes, they’re looking to gain experience or skills that aren’t available in their current role.

Before pursuing a second position, consider whether you’ve exhausted the opportunities at your current employer. I’ve spoken with countless clients who wanted new exposure and assumed it had to come from outside their company since it was beyond their job description. They eventually spoke with their manager and realized they could get what they needed right where they were. They sold their employer short by assuming they would be denied.

I don’t want you to make the same mistake they did. Clarify your goals first. The exposure you’re looking for might already be within reach.

3. Be intentional about logistics

It’s common for employees to occasionally use their company-issued laptop, phone or Wi-Fi for non-work-related tasks. While that’s already a grey area, the potential for a mix-up can escalate quickly if you use company resources for a second or third job. Think twice before using company-provided technology for anything outside your primary role.

Companies are increasingly using AI and other monitoring tools to track employee activity. The last thing you want is to lose your current job because of a careless oversight. Keep each job digitally and technologically separate.

One of my clients currently holds down four full-time roles. Rather than risk a mix-up, he places four laptops side-by-side to ensure complete separation. He has received praise across all four roles for exceeding performance expectations.

4. Know your limits before you overextend

Taking on multiple roles isn’t just a logistical challenge. It’s also a values question. If you accept a second or third job knowing you don’t have the capacity to perform well in all of them, you’ve already made an unethical choice, regardless of how you choose to frame it.

Before you say yes to another offer, ask yourself: How am I actually performing in my current role? Do I have breathing room in my schedule, or am I stretched thin? What will happen to my mental health if I add more?

My client with four laptops isn’t just an impressive story. He’s also someone who reflected deeply on his capacity before he committed. That self-awareness is what separates successful moonlighting from futile moonlighting.

5. Decide how to handle transparency with your manager

Before making any decisions about transparency, review whether disclosure is required by your employment contract or company policy. If disclosure isn’t required, think critically about the relationship you have with your manager and how they’ve responded to other sensitive topics in the past. While voluntary transparency can build trust and goodwill, it also opens a conversation you can’t undo.

Whatever you decide, don’t let your performance slip at your primary job. That’s the clearest signal to your manager that something is off. It’s also the most likely reason a conversation you didn’t want will occur anyway.

Final thoughts

Moonlighting isn’t inherently ethical or unethical, and there is no universal answer here. The ethics come down to how you do it. You must protect yourself, protect your integrity and protect your reputation. You’ve got this!

Key Takeaways

  • Moonlighting isn’t inherently ethical or unethical, and there is no universal answer here. The ethics come down to how you do it.
  • Whatever you decide, don’t let your performance slip at your primary job. That’s the clearest signal to your manager that something is off.

Moonlighting, or working more than one role, is a contested topic in the tech industry. I recently spoke at a human resources retreat and broached it with leaders in the field. Some thought it was ethically okay or even necessary in the current economy. Others thought it was never acceptable, regardless of the circumstances.

Landing a single tech job is becoming increasingly competitive in the current labor market. If you’re lucky enough to land not just one, but multiple roles, how do you do so ethically? I’m a career coach specializing in the tech industry. I’ve helped clients navigate this exact dilemma. Let’s explore the steps to take to ensure you’re working and living in alignment with your values.

1. Review your employment contract

Regardless of your views on moonlighting, reviewing your employment contract is a smart place to start when considering holding more than one role in the tech industry. Many employees sign a heap of documents when joining a company, only to never reference them again. If you’re thinking about moonlighting, you’ll want to review the promises you made.



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15 AI Tools That Are Actually Saving Businesses Time

15 AI Tools That Are Actually Saving Businesses Time


Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • The businesses seeing real returns from AI aren’t the ones with the biggest budgets — they’re the ones choosing tools that fit into existing workflows and actually committing to using them.
  • These 15 tools are automating repetitive work across categories like content, sales, support, decision-making and more.

AI is everywhere, and if you have spent any time evaluating tools for your business, you already know the gap between pitch and payoff is wide. Most tools promise to change everything; very few actually free up your calendar.

The real win is the hours you reclaim when repetitive tasks stop living on your to-do list and start running themselves. Here are 15 tools delivering on that promise right now.

1. ChatGPT (OpenAI)

ChatGPT has become the workhorse for founders who used to spend half a morning drafting one email.

Use it for writing, brainstorming, competitive research and communication templates. What used to take three hours of manual content work now takes 20 minutes.

2. Notion AI

Notion AI earns its keep inside teams that live in documentation. It summarizes meeting notes, auto-fills templates and surfaces relevant pages before you finish typing.

For fast-scaling teams, faster knowledge management means fewer Slack threads asking “where’s that doc?”

3. Zapier

Zapier is the glue between your apps, running quietly in the background, handling tasks you’d otherwise do manually a dozen times a day.

It connects your CRM to your email platform, auto-logs form submissions and triggers alerts when deals close, eliminating manual data entry and the mental overhead of constant task switching.

4. Make (formerly Integromat)

Make is the pick when workflows get complex. Where Zapier handles straightforward if-this-then-that logic, Make handles multi-step, conditional processes that would otherwise require a developer. For operations-heavy businesses, it’s a serious force multiplier.

Marketing and content creation

5. Jasper AI

Jasper AI is built for marketing teams who need volume without sacrificing brand voice. That includes campaign emails, landing page copy, ad variants and product descriptions.

It learns your tone and speeds up execution significantly. Here’s how to build a content strategy that actually generates leads if you want to pair it with the right framework.

6. Copy.ai

Copy.ai handles short-form ad copy and social content at a pace human writers simply can’t match.

If you are running A/B tests across multiple platforms, generating dozens of copy variants in minutes is a real competitive edge. See how AI is transforming content creation for businesses of every size.

Sales and CRM optimization

7. HubSpot AI

HubSpot AI has quietly made its CRM far smarter. It personalizes email sequences, recommends follow-up timing and summarizes deal activity, so your sales team spends time selling instead of updating records.

8. Clay

Clay is a secret weapon for outbound teams. It enriches lead data from dozens of sources and writes hyper-personalized outreach at scale. What used to require a full-time researcher now runs as an automated overnight workflow.

Customer support and lead capture

9. Intercom AI

Intercom AI handles the support query volume that used to bury small teams. It resolves FAQs instantly and escalates the right tickets to humans, meaning your staff handles exceptions, not repetition, and response times drop noticeably.

10. Drift

Drift works at the front of your funnel, engaging website visitors and qualifying leads before a human ever gets involved.

According to the MIT Lead Response Management Study, responding to leads within the first hour makes you seven times more likely to qualify them, and Drift makes that speed possible around the clock.

11. AI-powered intake and call handling

Missed calls are missed revenue, and most businesses have more of both than they realize. Speed-to-lead has become a measurable competitive advantage, especially for service businesses where the first response wins the client.

These tools are helping businesses eliminate missed opportunities by ensuring every call and inquiry is captured, qualified and responded to instantly, including at 6 p.m. on a Friday when no one is at their desk.

See how AI is reshaping customer service for businesses for service-based businesses looking to close the response-time gap.

12. Pecan AI

Pecan AI brings predictive analytics to teams without a data science department. It identifies churn risk, forecasts revenue and surfaces patterns your spreadsheet will never catch.

According to Sloan Management Review, companies using AI-driven decision tools report faster and more confident strategic moves.

13. Obviously AI

Obviously AI takes this further by letting non-technical teams build predictive models through a clean interface: no Python, no engineering tickets, just better decisions faster.

14. Fireflies.ai

Fireflies.ai records, transcribes and summarizes every meeting automatically. Instead of writing notes while trying to listen, you’re fully present, and the recap with action items lands in your inbox before you’ve closed your laptop.

  • Searchable transcripts across all recorded meetings
  • Action item extraction built in
  • Works with Zoom, Google Meet and Teams

15. Otter.ai

Otter.ai delivers real-time transcription accurate enough to be genuinely useful on live client calls and interviews. It reduces miscommunication, improves documentation and keeps teams aligned without anyone replaying a long recording. Explore how AI meeting tools are improving team workflows across distributed teams.

The businesses getting the most from AI right now aren’t the ones with the biggest tech budgets; they are the ones who picked tools that slot cleanly into existing workflows and committed to using them. Pick two or three from this list, run them for 30 days, and let the results tell you where to go next.

Key Takeaways

  • The businesses seeing real returns from AI aren’t the ones with the biggest budgets — they’re the ones choosing tools that fit into existing workflows and actually committing to using them.
  • These 15 tools are automating repetitive work across categories like content, sales, support, decision-making and more.

AI is everywhere, and if you have spent any time evaluating tools for your business, you already know the gap between pitch and payoff is wide. Most tools promise to change everything; very few actually free up your calendar.

The real win is the hours you reclaim when repetitive tasks stop living on your to-do list and start running themselves. Here are 15 tools delivering on that promise right now.

1. ChatGPT (OpenAI)

ChatGPT has become the workhorse for founders who used to spend half a morning drafting one email.



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“I’m Not a Big Company CEO.” A Billion-Dollar Founder’s Confession — and What It Reveals About Startup Success

“I’m Not a Big Company CEO.” A Billion-Dollar Founder’s Confession — and What It Reveals About Startup Success


Opinions expressed by Entrepreneur contributors are their own.

Roughly nine out of every 10 startups fail. Almost everything we read about entrepreneurship is written for that reality: how to survive the early days, how to find product-market fit, how to avoid running out of cash. Far less gets written about the one in 10 that actually makes it, and what happens to the founder once it does.

I was sitting across from a founder over coffee, at a moment when everything in his business suggested lift-off. From the outside, it looked like success had already arrived. He leaned in and said that his company had raised $1 billion in funding. Coffee turned into drinks, and he told me something that few entrepreneurs have the guts to say: “I don’t really know what I’m doing. I’m not a big company CEO.”

There was no performance in it. No false modesty. Just a clear admission that the job he had signed up for had already changed into something else.

That moment captures something most people miss about startups. Everyone wants to get in early, to be part of the story before it becomes obvious. The assumption is that success makes everything easier. In reality, success introduces a completely different set of challenges, many of which are harder than the early-stage chaos people romanticize. Here’s what to actually expect if your startup ends up in that fortunate minority, and how to prepare for it before it catches you off guard.

Success changes the game

In the early days, a startup feels simple, even when the work is intense. Small teams move quickly, decisions happen in real time and everyone has visibility into what matters. There is very little distance between effort and impact.

As the company begins to scale, that clarity starts to fade. More people join, priorities expand and coordination becomes a requirement instead of an afterthought. Decisions that once took minutes begin to require alignment. Communication becomes more deliberate. Execution becomes more complex.

The shift is subtle at first, then it accelerates. What felt fluid begins to feel heavy, and the organization has to adjust whether it is ready or not.

Don’t wait for that shift to force your hand. As soon as headcount or customer volume doubles, name one person accountable for each major decision area (product, hiring, customer commitments) instead of letting everything continue to route through you by default.

The founder’s role evolves quickly

That conversation over coffee reflects a pattern I have seen many times. Founders are often exceptional at starting businesses. They see opportunities others miss, take risks others avoid and push forward without perfect information.

Scaling a company demands a different kind of leadership. The founder now has to build an organization, develop people and create systems that allow others to operate effectively. The scope of the role expands almost overnight, and there is no training ground for it.

Many founders figure it out as they go. The strongest ones recognize their gaps early and bring in people who can help fill them. They stay open to learning and surround themselves with individuals who challenge their thinking. Others struggle with the transition because the instincts that helped them succeed early begin to work against them as complexity increases.

Run this gap check quarterly, not after a crisis forces it: list the three skills your role most requires right now, and rate yourself honestly on each. Anywhere you score low, bring in an advisor, a coach or a senior hire before the gap becomes visible to your board or your team.

Culture gets tested under growth

Culture in a small startup is almost effortless. A handful of people, a shared goal, constant interaction. Alignment happens naturally because everyone is close to the work.

Growth puts that under pressure. New hires bring different experiences and expectations. Communication becomes less direct. Informal ways of working start to break down, even if they once felt like strengths.

The organization has to decide what to preserve and what to evolve. Holding on too tightly to the early culture can create confusion, while overcorrecting can strip away what made the company compelling in the first place.

There is no perfect formula, but there is a starting point: write down the three to five behaviors that made your early culture work before you scale past 20 people. Treat those as non-negotiable and be explicit that everything else is allowed to change.

Speed requires more discipline

Speed is often celebrated as a defining advantage of startups, and early on, it truly is. Teams move quickly because there are fewer constraints and fewer consequences tied to each decision.

As the company grows, the impact of each decision increases. Customers rely on the product. Revenue depends on execution. A mistake that once would have been a small setback can now have meaningful consequences. The organization still needs to move quickly, but it also needs to think more carefully. That balance can be difficult for teams that are used to acting first and refining later.

Another shift that catches people off guard is how the work evolves. In the early stage, everything feels urgent and visible. Contributions are obvious, and progress is easy to see. As the company scales, roles become more defined. Work becomes more specialized. The focus shifts from building something new every day to executing consistently across a larger operation. For some people, that transition is energizing. For others, it feels like a loss of what made the experience exciting in the first place.

Set a simple threshold: any decision above a defined cost or customer-impact level gets a five-minute gut-check with one other leader before it ships.

Expectations rise along the way

In the beginning, there is a sense of freedom that comes from having very little to lose. The focus is on building, testing and learning. Success changes that equation. Investors expect performance. Employees expect stability and growth. Customers expect reliability.

The weight of those expectations builds over time, and it changes how decisions are made. The margin for error becomes smaller, and the consequences of getting things wrong become more visible. What once felt like a possibility begins to feel like a responsibility.

Get ahead of this by over-communicating on a fixed cadence, not just when something goes wrong — a short monthly update to investors and a short weekly update to your team.

Growth is not for everyone

The hard truth is that people like the McDonald brothers can create something great, but without the Ray Krocs of the world, you would have never eaten one of their hamburgers outside of San Bernardino.

Early-stage environments reward flexibility, improvisation and a willingness to operate without structure. Growth introduces a need for consistency, process and coordination. Some individuals adapt and grow with the company. Others find that their strengths are better suited to an earlier stage. These transitions are a natural part of scaling, even if they can be uncomfortable.

Ask yourself honestly, once a year, whether the skills that got the company here are still the skills it needs next. If not, choose your own transition rather than waiting for a board to make that decision for you.

A more honest expectation

Being part of a successful startup can be an incredible experience, but it helps to understand what comes with it. The pace remains fast, but the decisions carry more weight. The culture evolves under pressure. Leadership roles expand quickly, often faster than people expect. Individual responsibilities shift as the organization grows.

Success amplifies everything that is already there, both the strengths and the weaknesses.

We love to hear about the early days when a spark of genius in a garage creates a business. Far less attention is given to what happens when the company begins to work. The challenge does not end when the business finds traction. In many ways, that is when the real work begins.

That founder I met up with for coffee? He stayed in the role beyond his abilities, and the situation got messy for him before he was ultimately replaced as CEO. He didn’t mean to do anything wrong. He’s a good guy. But he was right: He was not the person to run a billion-dollar company. He was making more money than he had in his whole career, and he was miserable until the music stopped.

Getting a company off the ground takes vision and drive. Learning how to lead it through growth takes something deeper: a willingness to adapt, to learn and to evolve as quickly as the business itself. If you want to be in the 10% that makes it, start running the checks above now, while they’re still easy, instead of waiting until growth forces the issue for you.

Roughly nine out of every 10 startups fail. Almost everything we read about entrepreneurship is written for that reality: how to survive the early days, how to find product-market fit, how to avoid running out of cash. Far less gets written about the one in 10 that actually makes it, and what happens to the founder once it does.

I was sitting across from a founder over coffee, at a moment when everything in his business suggested lift-off. From the outside, it looked like success had already arrived. He leaned in and said that his company had raised $1 billion in funding. Coffee turned into drinks, and he told me something that few entrepreneurs have the guts to say: “I don’t really know what I’m doing. I’m not a big company CEO.”

There was no performance in it. No false modesty. Just a clear admission that the job he had signed up for had already changed into something else.



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Aramore CEO Melisse Shaban is Building the Future of Skincare

Aramore CEO Melisse Shaban is Building the Future of Skincare


Opinions expressed by Entrepreneur contributors are their own.

Melisse Shaban has spent two decades watching science, biotech and consumer behavior slowly converge, and believes the beauty industry is finally ready for a new question: not how young can skin look tomorrow, but how well can it function for decades?

That question sits at the center of Aramore, the performance skincare brand Shaban leads as CEO. Built around NAD+ precursor science, Aramore is positioned as a topical delivery system designed to support cellular skin health rather than chase the traditional language of anti-aging. For Shaban, that distinction matters.

“It’s a topical delivery system, so it falls under the category of skincare,” Shaban said, “but really, what we’re doing is delivering NAD+ precursors for overall cellular health and longevity, to help consumers live better in their skin every day for the long term.”

Consumers who once thought about wellness in terms of diet, exercise and supplements now increasingly recognize cellular health as part of the conversation. NAD+, or nicotinamide adenine dinucleotide, is found in living cells and is involved in cellular energy and function. In beauty, the challenge has been turning that science into a story people can understand and daily products they can actually use.

“NAD+ is not new to the medical or research community,” Shaban said. “Every living cell requires it; it’s what powers cellular renewal and maturity and turnover. The fact that these scientists were able to build a pathway to deliver a molecule down to the cellular level and have the body progressively make its own NAD+ was fascinating to me, and represented a real shift in how we think about aging and cellular performance.”

That shift is also a business bet. The skincare market is crowded with brands promising glow, firmness, barrier repair, brightening and smoother texture. Aramore is trying to stand apart by arguing that the more interesting opportunity is not simply treating the surface, but helping the skin behave better over time.

“It’s not an easy story to tell, but we actually age from the inside out, not the outside in,” Shaban said. “If we can keep our cells performing at their peak, those signs of aging decrease. I believe that’s a powerful motivator worth building a brand around.”

Photo credit: Aramore

The language of longevity has become unavoidable in wellness, but Shaban is careful not to treat it as a softer rebrand of anti-aging.

“I think the biggest misconception is that longevity is the new anti-aging, and it’s not,” she said.

“Anti-aging as an aspiration is honestly a little silly, because if you’re not aging, you’re dead,” Shaban explained. “The concept of longevity is really about how you age; how your age management takes you through the decades so you’re getting the best out of yourself for as long as possible. I’m in my 60s, I go to the gym four times a week, I eat well, I feel as strong as I’ve ever felt. That’s about effort, discipline, the right expectations from the right science, and staying curious about what’s available to you.”

That philosophy arrives at a moment when consumers are more willing to connect beauty with long-term health.

“I see a tremendous shift in the women’s health space,” Shaban said. “People are understanding that NAD+ starts depleting in your late twenties, hormones shift in your mid to late thirties, and as hormones deplete, your skin, hair, and body all change. Hormone replacement therapy is top of mind. Diet has changed dramatically, especially among women; we understand now that protein is critical to muscle health, muscle health is critical to bone health, and bone health is critical to longevity. There’s a real, transformative attention being paid to how we age and how we manage that process.”

Aramore’s challenge is turning a dense scientific premise into a brand consumers can trust.

“Credibility comes from fact, and facts aren’t claims,” she said. “A lot of brands make claims and imply things about their products that have no real backing. True scientific credibility comes from clinical differentiation—skin biopsies, cell biopsies, in vitro and in vivo studies.”

The company’s differentiation is its topical delivery system. She describes NR as the gold standard precursor in the NAD+ space, but says it cannot be delivered to the skin and ingesting it will not get it there either. NMN, another popular precursor, she said, does not reach the cellular level in isolation.

“Our NAD+ complex was developed by a team of incredibly impressive minds in science from Harvard & MIT, and it’s clinically defensible and demonstrates more NAD+ production in the basal layer of the skin cells,” Shaban said.

That is the kind of claim that requires education, not just advertising. Shaban believes consumers are more capable of understanding the science than many brands assume, provided it is framed in human terms.

“On the education side, I think people actually understand the concept once you frame it simply,” she said. “Once you can see the signs of aging, it’s much harder to reverse them. Prevention is the real opportunity here, and I think NAD+ is going to do for cellular skin health what sun care has done for aging: shift our understanding of what’s actually worth protecting against.”

Shaban estimates that when the brand started, less than 20% of consumers understood NAD+, while today that awareness may be closer to 30% to 35% as it relates to skin. The company has also picked up visible momentum: Aramore was recently named to BeautyMatter’s prestigious NEXT50 List, as well as Glossy’s Best Breakthrough Wellness Startup this past December, and Shaban said the brand has begun selling at Bloomingdale’s and on Ulta.com.

“I’ve watched Aramore go from an outlier business to something more mainstream, and I’ve seen consumers develop real curiosity about NAD+ and want to understand its benefits,” she said.

For Shaban, the brand’s growth also reflects fatigue with overcomplicated routines. The beauty industry has trained consumers to add product after product, but she believes the future may belong to fewer, more functional steps.

“You can use an NAD+ precursor, a retinol, a moisturizer, and a sunscreen, and that’s really all your skin needs,” Shaban said. “At minimum, our NAD+ Cell Energizing Treatment is something every person over 25 should be using to get their skin cells performing at their peak.”

Shaban sees NAD+ as part of a wider future for cellular performance, with potential relevance across skin, scalp, hair, oral care and the visible effects of major body changes, including weight loss associated with GLP-1 use.

“Our product increases the thickness of the skin barrier by over 10%, which is extraordinary,” she said. “A healthy barrier keeps the good in and the bad out, and that’s critical to both skin span and health span.”

Shaban’s vision for Aramore is not to chase whatever ingredient becomes fashionable next, but to simply follow the biology.

“I’d like to see Aramore on the forefront — in form, in function, and in formats — of finding ways to deliver cellular performance and cellular health to all living things,” she said. “That’s the vision. Follow where the science takes us and keep building toward that.”

Melisse Shaban has spent two decades watching science, biotech and consumer behavior slowly converge, and believes the beauty industry is finally ready for a new question: not how young can skin look tomorrow, but how well can it function for decades?

That question sits at the center of Aramore, the performance skincare brand Shaban leads as CEO. Built around NAD+ precursor science, Aramore is positioned as a topical delivery system designed to support cellular skin health rather than chase the traditional language of anti-aging. For Shaban, that distinction matters.

“It’s a topical delivery system, so it falls under the category of skincare,” Shaban said, “but really, what we’re doing is delivering NAD+ precursors for overall cellular health and longevity, to help consumers live better in their skin every day for the long term.”



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How These High School Students Turned  Into More Than 0

How These High School Students Turned $1 Into More Than $100


Key Takeaways

  • Two years ago, Darrick Ramsey and Alexis Jordan were given a challenge: Turn $1 into $100 in a week using all of the resources at their disposal.
  • Jordan surpassed the goal by providing cleaning work for local small businesses and creating an in-demand snack.
  • Ramsey offered pressure washing and car detailing services and ended up making $2,065 in a week.

When Darrick Ramsey first held the single dollar bill he’d been given, anxiety hit him hard. “I was very nervous, like I was anxious,” he recalls in an interview with Entrepreneur

Alexis Jordan had a similar reaction: “For me, I was very nervous,” she says. 

In February 2024, a documentary film team tasked these two students, along with about two dozen of their then-high school classmates, with an unusual challenge: Turn $1 into $100 in a week using all of the resources at their disposal. They started the challenge terrified of failing, then used their businesses, networks and hard work to turn $1 into far more than $100 in a week. A documentary film released last month called Learn to Earn: A Student’s Journey From $1 to $100 chronicled their experiences.

Both Ramsey and Jordan initially grappled not just with the math, but with the reality of trying to build something in “this economy,” as Jordan put it, where “what can you get for $1?” is a genuine question. The time frame added pressure: They had roughly a week, layered on top of school, sports and other commitments, to turn $1 into $100. “We had other stuff to do, so it was very time-consuming,” Jordan says. 

How Jordan flipped $1: services and Kool-Aid pickles

Once the shock of the $1 challenge wore off, Jordan went directly to the community she knew best. “My strategy was, where do people give the most money?” she says. “So for me, I was raised in a church; my church is like a big family. So I said, let me go to my number one supporters.” With that single dollar and her existing relationships, she offered labor and creativity instead of products she couldn’t afford to buy.

“Usually what I did was I cleaned their yards, I cleaned the church,” she says, describing how she exchanged services for donations and payments.

Then she layered on a homemade snack that became an unexpected hit: Kool-Aid pickles.

“It’s weird,” she says. “But a lot of people bought them. Everybody bought them, like everybody was going crazy over them.”

She explained the process simply: “You get the pickle jar, you pour out the pickle juice and then you just mix Kool-Aid packets and sugar with it, and then pour it back and let it ferment in the refrigerator for like a day or two, and then after that you put them in a Ziploc bag and you just sell them.”

With cleaning work for local small businesses and a snack that turned heads, she surpassed the $100 target.

Where she is now

More than two years later, Jordan, 19, runs a business called Blended Threads LLC, which centers on childhood diabetes, a condition she was diagnosed with in fourth grade.

She wrote a children’s book, Why Did Diabetes Pick Me, chronicling her struggles and how she overcame them. She is now working on a second book, this time a chapter book. She’s also a keynote speaker, turning her lived experience with juvenile diabetes into education and advocacy. 

“I wanted to broadcast and bring awareness to it, because you rarely hear anybody talk about childhood diabetes or juvenile diabetes,” she says, adding that people in her community were “shocked” to learn more and “glad” she published the book.

Alexis Jordan
Alexis Jordan

For Ramsey, the turning point came when he realized that the $1 was less important than the relationships he already had. He was part of the CEO program at his high school, and the program had taken students to tour businesses in the community. 

“We had a journal, and I wrote down each business owner, their name and their contact,” he says. When the $1-to-$100 challenge arrived, he asked himself: Why can’t I just reach back out to these guys to see if they can help me?

He recorded a simple one-minute video for those contacts: “I tried to keep it real short and simple, explaining, hey, my name is Darrick Ramsey. I talked to you in the CEO program before. I’m just wondering if you had any advice or if I can pressure wash your car or detail it for you,” he says. 

He had bought the power washer before the challenge with money from an hourly job.

The response was overwhelming. “I kind of overbooked myself with all the people that we had met and all the people they know,” he says. “I really got to see the community coming together. It was just great.”

He focused first on pressure washing and later added car detailing as demand grew. “It got to the point where I had to pressure wash in the cold, had to pressure wash in the rain; we had the car detail in the freezing cold, like cars were icing over as we were washing them,” he says, describing one of the busiest weeks of his life. By the end of the challenge, he’d far exceeded the target, earning $2,065. 

Where he is now

Ramsey, 20, was born in Decatur, Alabama, and moved between Chicago, Atlanta and Alabama before settling back in Decatur. He struggled “academically, financially” in school, which shaped his purpose now: “I feel like one of my life’s purposes has been trying to help the youth with what they do best, and keep excelling,” he says. He is a physical education teacher and mentor who “goes all over Decatur city schools” to connect with kids, pulling them aside to talk through “behavior issues and really just stuff I was struggling with.”

His business, PeerPressure, was born out of personal grief and bad influences in middle and early high school. After a close friend died the summer before ninth grade, he says, “I was peer-pressured into doing a lot of things that I really felt like I wouldn’t have done if I wasn’t around those bad friends.” 

In his sophomore year, with the help of teachers, he turned that story into a brand. PeerPressure now offers pressure washing, mobile car detailing, house washing and automotive light work, built over “about four years” and expanded through work with “many business owners within our community and outside of our community,” he says. 

Darrick Ramsey
Darrick Ramsey

His biggest challenge was internal

Ramsey says that he was his own “biggest enemy” solely because he didn’t really believe in community or family at the time. Academic and financial struggles left him feeling isolated and under pressure, which “created a lot of self-doubt” during that week.

Reaching out to people changed that perception. “They started showing me that I wasn’t alone,” he says. “Then I started to see a bigger vision.”

The lesson has stayed with him. He endured years of “long nights, a lot of crying, a lot of work.” Those years helped him define his purpose: “If I can change somebody’s life through teaching and mentoring, then I feel like I’ve fulfilled my purpose,” he says. 

This article is part of our ongoing Young Entrepreneur® series highlighting the stories, challenges and triumphs of being a young business owner.

Key Takeaways

  • Two years ago, Darrick Ramsey and Alexis Jordan were given a challenge: Turn $1 into $100 in a week using all of the resources at their disposal.
  • Jordan surpassed the goal by providing cleaning work for local small businesses and creating an in-demand snack.
  • Ramsey offered pressure washing and car detailing services and ended up making $2,065 in a week.

When Darrick Ramsey first held the single dollar bill he’d been given, anxiety hit him hard. “I was very nervous, like I was anxious,” he recalls in an interview with Entrepreneur

Alexis Jordan had a similar reaction: “For me, I was very nervous,” she says. 

In February 2024, a documentary film team tasked these two students, along with about two dozen of their then-high school classmates, with an unusual challenge: Turn $1 into $100 in a week using all of the resources at their disposal. They started the challenge terrified of failing, then used their businesses, networks and hard work to turn $1 into far more than $100 in a week. A documentary film released last month called Learn to Earn: A Student’s Journey From $1 to $100 chronicled their experiences.





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