Deal Breakdowns

Before we jump in: Titan Risk, an insurance company that I am a customer of and an investor in, hired a business insurance specialist. If you run a business and you are unhappy with your premiums, coverage or service – reach out to Titan or respond to this email and I can make a personal introduction. We’d […]

Before we jump in: Ranking your business at the top of Google can be all the difference between the phone ringing with new customers and struggling to grow. My team at Bold SEO has cracked the code for local service businesses. If you run a local company, let me know by replying to this email and I can make […]

How to grow a business the old fashioned way: IMO, way too many entrepreneurs are obsessed with shiny objects. They want the next great AI tool or the next sexy software startup to solve all of their problems. They read endless posts on X and LinkedIn about the latest “growth hacks” and obsess over “doing […]

We spent $400K to buy Somewhere.com Here’s why: Big news: I recently acquired controlling interest in Somewhere.com and raised $20 million to make it happen. We have changed the name of the company from Support Shepherd to Somewhere. I now own a web domain that was more expensive than the house I am living in. It turns out […]

Why “new idea” entrepreneurship is a lie “New idea” entrepreneurship has infected the minds of the current generation of entrepreneurs. Everybody thinks they need a revolutionary idea or a get-rich-quick-scheme to find success. Something that’s never been tried before. Something that will change the world if it works and will turn the founder into a […]

I sat down with a mentor in Ithaca NY when I was a junior in college. I had just started Storage Squad. He had gotten wealthy off a sweaty startup. Foundation repair. And sold the company for 8 figures in 2007 before coming on as an entrepreneurship professor at Cornell is 2010. A great guy […]

Entrepreneurship is undoubtedly the best way (and arguably the only way) to get wealthy. If you want to make a ton of money, trading your time for money won’t get you there. You can’t “save” your way to private jet money. But the truth is that it isn’t meant for everyone. This is something I’ve […]

There is a proven playbook to grow companies. What tools to use, agencies to hire, strategies to employ. I’ve launched 9 companies in my life – two of which are fairly large with 40 + employees and hundreds of thousands in monthly revenue. People ask me all the time for vendor recommendations. Who builds my […]

I did a call last week with a 33 year old guy who makes $150k a year at a fully remote job. The situation: 30-40 hrs a week of work. Fully remote. Stay home wife + 2 kids. Low cost of living area in Georgia. Owns a home and nearly paid off. Not happy (and […]

Emotions, Risk and Business Lets talk about emotions, risk and business. They mix like oil and water. Emotions like greed, fear, anger and sadness cloud our decision making and form a trap when it comes to business and decision making. We’re making decisions all day, every day. How much do I pay this employee? How […]