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Why Most First-Time Founders Flame Out in 18 Months
Gary Vee’s 3 Founder Rules You Can’t Ignore
Hey there! Welcome to the Carry Letter 👋 We’ll be exploring the latest financial news and discussing how it affects entrepreneurs like you. Plus, we'll share some awesome wealth creation insights from successful entrepreneurs.
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Before You Start a Business, Read This
Entrepreneurship is having a moment—but too often, it’s filtered through Instagram quotes and success-story headlines. What gets missed? The realities behind launching a sustainable, profitable business.
If you’re considering taking the leap, this isn’t meant to discourage you. It’s meant to prepare you.
Here are three critical principles every first-time founder should keep in mind, according to Gary Vee, because good ideas don’t survive bad planning.
1. Cash is Oxygen
One of the most common mistakes early-stage founders make is underestimating how long it takes to generate revenue, and how much cash it takes to stay afloat in the meantime.
Many new business owners are laser-focused on growth but haven’t built a clear plan for financial sustainability. Whether you’re bootstrapping or backed by outside funding, one truth remains:
Your burn rate matters more than your business model in the early days.
Do you have a 6- to 12-month runway? Have you accounted for personal expenses alongside business overhead? Many startups fail not because the idea was wrong, but because the cash ran out before the business could stabilize.
2. Your Time is No Longer Your Own
The second reality check? Time.
Launching a business is a full-time commitment, and then some. In your first year especially, nearly every waking hour goes toward product, marketing, customer support, operations, and problem-solving. It’s not just a job; it’s an identity shift.
That’s not to say you should abandon balance forever. But in the beginning, momentum matters. And the entrepreneurs who succeed tend to treat time like capital: invested carefully, with urgency and intention.
3. Your Reputation is Your Greatest Asset
Trust compounds faster than revenue, and breaks even faster.
One of the most overlooked parts of building a business is simply doing what you say you’ll do. Your credibility, consistency, and follow-through will define your relationships with early customers, vendors, and partners.
That’s not just good advice, it’s a business strategy.
Whether you're making a small commitment or a large one, treat your word like a contract. Especially in your first year, your reliability may be your biggest competitive advantage.
The Bottom Line
Starting a business is a big decision to make.
They require financial clarity, time discipline, and operational integrity. Before you launch, take a moment to get honest about what’s really required, and make sure you’re set up to meet it.
Because building something sustainable doesn’t just take hustle. It takes strategy.
What’s Happening at Carry Lab?
Here’s what you can expect in the coming weeks
See the full list of events here. ⏰
Personal Finance for Startup Founders
We'll cover:
How startup founders should think about their personal money matters - how much to pay themselves, should they raise capital for their business etc.
How to compensate and hire their early team
Strategies to complete their first round of fundraising
How to understand QSBS - the biggest tax break for startup founders and how to prepare the company for it
Founder liquidity - secondaries and exiting the business
Plus, a live Q&A with Ankur and the team
The 5 A.M. CEO Playbook for Campus Hustlers
What happens when your business starts ringing the NYSE bell while your professor is still handing out case studies? In this Q&A session, South Asian Trailblazers founder Simi Shah (Wharton MBA ’25, Forbes 30 Under 30) unpacks the playbook she used to scale an award-winning media company, complete with live events, a talent agency, and interviews with leaders like Kal Penn and Novartis CEO Vas Narasimhan, all without pausing her MBA grind.
Building Communities That Stick (New York Tech Week)
Carry and Shopify NY are teaming up to host an evening for NYC’s founders, builders, and investors focused on one of the most powerful and underrated growth levers in tech: community. As acquisition costs rise and customer loyalty becomes harder to earn, the brands breaking through aren’t just building products, they’re building communities that stick (and actually show up). This panel brings the best of the best (announced soon) who’ve done exactly that. We’ll dive into what it really takes to create communities that drive engagement, retention, and lasting brand love, plus what most people get wrong when trying to do it.
Want More?
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If you want more resources on building wealth as a solopreneur/entrepreneur, check these out:
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