Today, I met with “Sam,” an up-and-coming entrepreneur who’s been working for a few years to grow his bootstrapped start-up. He’s smart, scrappy, and an overall good person. Unfortunately, he hasn’t yet gained the traction he envisioned. I was asked to chat with him by someone who cares deeply about his success.

I started by learning more about the business model, his vision for the company, how his technology works, and how the business is doing. I was able to identify these concerns:‍

• Solo Founder - There is no cofounder or team member at his level intellectually
• Multiple Hats - He’s the GM, senior developer, HR lead, customer service lead, etc.
• Alignment - He spends most of his time executing and managing operations.
• Deadlines - He has no timeline in place.

Sam is caught on the entrepreneur’s hamster wheel. A lack of capital prevents him from hiring the talent or acquiring the resources he needs to execute on his vision. He’s down in the weeds and every day looks the same. I can see this because I bootstrapped CCAW and I was on that hamster wheel too before I turned the corner with the help of others.

I was very open and honest with Sam. I was respectful of what he’d built, but I didn’t sugarcoat the situation. Things must change or his vision will never become reality. I shared my perspective based on my own experiences and encouraged him to seek the perspective of other entrepreneurs as well. I have no doubt that Sam will go on to do great things and I’m excited about what the future has in store for him.

Takeaways:

• ‍Destination. Take the time to define, in writing, where you want your company to go (revenue, number of customers, etc.). This can be simple, high-level, and change over time, but the exercise is priceless.‍
• Timelines - Set target dates for your destination and associated intermediate goals. These dates may change, but that’s OK.‍
• Accountability - Share your destination and timeline with people you respect so they can support you by holding you accountable.‍
• Alignment - Every day, ask yourself, “Does this activity move me closer to my destination?” If the answer is no, think twice about what you’re doing.‍
• Wisdom - Novice entrepreneurs (regardless of age) have a wisdom gap. Fill your gap by seeking out credible entrepreneurs with the experience you lack. If you’re an entrepreneur with wisdom (successful or not), consider giving back. It could change the trajectory of someone’s life!

Have you been on a hamster wheel (entrepreneurial or not)? How did you manage to get off?

After building a company for over a decade, I’ve recently become more intentional about mentoring new entrepreneurs (I’ll explain this decision in another post). They often want to know the story of how I started CCAW Automotive Group. Like most people, they usually don’t realize that CCAW was my second “official” company (the fourth or fifth if you count all my childhood hustles). I’ve never shared this before, but here’s the story of how I started my first company.

In high school, my dad’s close friend (I’ll call him Joe) was visiting for Thanksgiving. He saw me heads down, intensely researching, and asked what I was up to. Joe was an entrepreneur. He was super-curious about new things, and it showed. He always engaged with me differently than other adults. At the time, I was into cars and had been trying to figure out how aftermarket auto shops source their products. I figured I could cut out the middleman and get better deals for my friends and me. Keep in mind that this was 1998—information wasn’t as readily available as it is today. I learned about retail and wholesale relationships but hit a wall when wholesalers asked for my business license.

Armed with my research, I proudly told Joe, “When I become an adult, I want to start my own company selling auto accessories.”

He interrupted me. “Why wait until you’re an adult?”

The question caught me off guard. I was speechless. I assumed there was some age barrier to overcome, but I’d never taken steps to find out if that was true. Joe encouraged me to apply for a business license and see what happened. I took his advice, and two weeks later my first company was registered with the Louisiana Department of Revenue. I officially had a business (well . . . kind of).

My takeaways:‍

• ‍Take action. Take the first step. Confirm your assumptions.‍
• Stay curious. Never stop learning.‍
• Give back. Take the time to talk with anyone interested in entrepreneurship. Encourage them. You could change someone’s life!

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