Hi Reader, People often ask me why I don’t share more about my military service. After all, on paper, I’m a marketer’s dream. Every time I work with someone new, they always ask the same question: “Why don’t we lead with the fighter pilot stuff? People will love it!” The truth is, I’ve had a complicated relationship with my time in the military. My years of service gave me so much. The warrior’s path is a sacred one. I learned courage. I faced ultimate fears, many times over. I learned about...
7 months ago • 5 min read
Hey Reader, I received a powerful question from a reader this week that I bet will resonate with many of you: Can you do a future newsletter that gives advice for someone like me who wants to build wealth, but am stuck in debt and keeps undermining my own success by spending, even when I know I shouldn’t. It’s so hard to get started and frankly I’m not sure where to start. (Not literally – I am paying off my credit cards). I’m just looking for something like back to basics, LOL. Thinking I’m...
12 months ago • 3 min read
Hi Reader, Election week is always a wild one for the markets. I get lots of messages from people asking what they should do, how the markets will react, or how I see the economy going over the next 4 years. The answer is that I have no idea. And, at the same time, I can tell you precisely what is going to happen. How is this possible? When considering any information, the most important factor is one that is so often overlooked. I once had a client who came to our biweekly coaching call with...
about 1 year ago • 5 min read
Happy weekend Reader, Last week, we explored whether or not the hot new trend of buying “boring” businesses is a good way to generate passive income. TL:DR: There’s nothing passive about laundromats. (ICYMI, you can check out the full article here). So when does it make sense to buy a business? First off, I’ll say that despite my takedown of the boring business hype last week, I am still a massive proponent of acquisition in general. But, as with most things business, it’s complicated and...
about 1 year ago • 6 min read
Hey Reader, We need to talk about boring businesses. Buying “boring” businesses has been a very popular trend for the last few years, primarily driven by social media influencers like Codie Sanchez. The idea is that you can create passive income by purchasing simple, under-the-radar businesses like vending machines, ATMs, car washes, parking lots, and laundromats. Simply install an operator, and voila—mailbox money! Seems easy enough. After all, how hard could it be to run a laundromat? But…...
over 1 year ago • 6 min read
Hi Reader, This week, I had the opportunity to enjoy a quite spirited discussion in my investing group. The original question was this: “Hey team, I’ve got some fresh $$ to deploy. Looking to generate income to live off of. If you come across any interesting opportunities, looking for 10-20% return on cash.” This question comes up quite often with the founders I speak to. There are a multitude of opportunities that generate these types of returns, from private credit funds to multi-family...
over 1 year ago • 5 min read
Hey Reader, If you grew up anything like I did, you often heard the saying, “Nothing worth having comes easy.” Sayings like this are how we seek to instill the value of hard work in our children. Obviously, we want to teach them to build resilience and create good habits while they are young to set them up for success as they grow. And in many cases, nothing could be more true. Hard work is a necessary ingredient to the recipe for success. From fitness to entrepreneurship, we must cultivate...
over 1 year ago • 3 min read
Howdy Reader, "When the tide goes out, that’s when we see who has been swimming naked." - Warren Buffett I love a good quote from the Oracle of Omaha, but this one has to be one of my favorites. Despite doing my best to avoid the toxic 24-hour news cycle, I woke up Monday morning to a flurry of headlines about a dramatic stock market selloff. The Dow tumbled 1,000 points, while the S&P 500 lost 3% for its worst day since 2022. But by the end of the week, things were back to normal, with...
over 1 year ago • 3 min read
Happy Saturday Reader, This past week I was having a conversation with a new friend when he gave an answer that stunned the rest of us. “The truth is, I don’t think I’ve earned it.” We had just invited him on a once-in-a-lifetime, bucket-list vacation, sailing on a catamaran in the British Virgin Islands. Now, this is a very successful entrepreneur to whom I was talking. He’s spent the last two decades building an empire, including completing a very sizeable acquisition of a competitor this...
over 1 year ago • 5 min read