Forums Search

ArticleThe Utter STUPIDITY of "Risking it All"

The Utter STUPIDITY of "Risking it All"

Everyone loves to glamorize the Founder who risked it all — until they are the Founder who lost it all.

Recently I was watching the History Channel series "The Toys that Made Us" with my kids, where they documented the inventors of toys from Barbie Dolls to Trivial Pursuit. Within the documentary are conveniently scripted scenes where actors dramatize key moments where the Founders "risked everything" to bet on their big dream, which of course, went on to become a huge hit.

When my daughter turned to me and asked if that's what it's really like - to risk everything to become successful — I turned to her and said, "Yes, if you're lazy." I said "lazy" because I didn't want to say "stupid" but when she's an adult, I'll be sure to add that part...



ArticleWhy Most Founders Don't Get Rich

Why Most Founders Don't Get Rich

Most startup Founders never get rich — and it's 100% our own fault.

I'm not talking about not getting rich because our startup failed — that one is obvious. I'm talking about having a startup that actually worked and still not getting rich. And when I say "rich" I don't mean "Powerball Rich" I'm talking in most cases, making any money at all. As a whole, we tend to suck at making money for ourselves.

The reason for this is that the startup ethos is riddled with fallacies about how we should approach profit and wealth. We've constructed a narrative that glorifies sacrifice and risk while somehow completely overlooking common sense and profit.

Founders need a reality check. We need to remind ourselves that treading down the most dangerous pat...



ArticleWhy is a Founder so Hard to Replace?

Why is a Founder so Hard to Replace?

There are a ton of jobs we can hire for — a "Founder" isn't one of them.

Nearly all of us, at some point, dream of replacing ourselves with someone else, ideally someone that's a big level up, so that we can take the pressure off of us and enjoy the good life. But over time most of us arrive at the same conclusion — back-filling the role of "Founder" is nearly impossible.

Why is it so hard? Clearly, there are more people out there substantially more qualified than we are to run our companies. Yet, time and time again, Founders try to recruit the "perfect replacement" only to find themselves right back in the leadership chair before they know it.

The answer lies in the fact that while we can hire capabilities beyond our own, there are a few ...



ArticleWait a Minute before Giving Away Equity

Wait a Minute before Giving Away Equity

The most expensive decisions we will ever make as a Founder all come at the beginning — when we are most vulnerable.

The problem for us as Founders is we don't realize at the time just how expensive those decisions are, or that our vulnerability will dissipate over time. All we can see in that very moment is that we need "everything all at once" and anyone who is willing to take our fake Monopoly money (equity) to get it is doing us a favor.

They are not doing us a favor.

Founders can easily lose half of their company in the first year by making huge equity decisions that feel like the right decision at the time, but when looking back, become the most expensive decisions they will ever make, and ones that we can't get back.

The McRib of Co-...



ArticleWhy do Founders Suck at Asking for Help?

Why do Founders Suck at Asking for Help?

Why do Founders seem so reluctant to ask for help?

We'd think in a business that involves nothing but unanswered questions, our arms would be tired from raising our hands to ask for more help. But instead, we tend to constantly motor through problems that we have no idea how to solve, or have very little experience with, as if we're the best person to solve them.

The source of this tends to be a lack of understanding. In many cases we simply don't realize that the problems we are solving already have readily available solutions, and more so, super experienced people who are more than willing to hand them to us.

It's All Been Solved Already

What if I were to tell you that nearly every problem that you're solving is only new to you as the Fo...



ArticleNever Share Your Net Worth

Never Share Your Net Worth

"Never tell anyone how much money you have. They will only judge you by it or try to take it from you."

That was some of the best advice I've ever gotten from the son of a well-known billionaire after my first startup just started to take off. At the time, I had just started to make some money, and like any poor kid who just came into some cash, I wanted the whole world to know just how well I had done.

So yeah, I was the douchebag posting pictures of my Lamborghini, only social media didn't exist yet, so I guess I was just emailing them, which is way worse! Little did I know at the time how much trouble my personal PR campaign would create for me.

They Will Only Judge You by it

One of the things I first started noticing was that everyone w...



ArticleThe Hidden Treasure of Failed Startups

The Hidden Treasure of Failed Startups

There is a ton of hidden treasure in failed startups — you just have to know how to look for it, and ultimately, how to capture it.

After my first (not last) venture-funded startup tanked, everyone pretty much ran for the hills. Investors bailed, the team got other jobs, and customers found better solutions. But I kept thinking "We just spent a ton of money to build all of this, can't I capture this value back?"

Then it occurred to me — the same thing is happening for countless other failed startups. All of the assets that they spent millions to build just get buried. Everyone tries to make a last-ditch effort to sell them off, but in most cases, it never works and they just evaporate.

But what if we were the ones looking to dig up that bur...



ArticleWhere to Find Startup Mentors to Take Your Business to the Next Level in 2023

Where to Find Startup Mentors to Take Your Business to the Next Level in 2023

Many entrepreneurs have looked to mentors as a way of finding guidance and support for their startups. With the right startup mentor by your side, you can avoid pitfalls and navigate toward success. This blog post will provide strategies on how to find such perfect mentors who could take your startup journey up another notch!

Short Summary

  • Gain invaluable knowledge and experience from a startup mentor to help your business succeed.

  • Network, attend events, use online platforms & leverage personal connections to find the perfect mentor for you.

  • Build meaningful relationships based on trust and understanding for a successful mentorship journey.

The Importance of Startup Mentors

Having access to the cumulative experience and expertise of many bus...



ArticleWhat Is an Entrepreneur? A 2023 Guide to Starting Your Own Business

What Is an Entrepreneur? A 2023 Guide to Starting Your Own Business

Have you ever had a desire to have total control, make an impact on the world, and establish something that will last for generations?

If so, then entrepreneurship is likely your ticket. But what does it actually mean to become an entrepreneur? The journey for entrepreneurs can be both exciting and gratifying, yet at times challenging and risky. There are plenty of possibilities if done correctly.

Here we'll discuss in depth the concept of becoming successful as an entrepreneur — from gaining insight into crucial entrepreneurial thinking required all the way through to how one may navigate running their own business — offering practical guidance specifically tailored towards early-stage entrepreneurs.

In conclusion, you'll be far more prepa...



ArticleYouth Entrepreneurship: Can Middle Schoolers be Founders?

Youth Entrepreneurship: Can Middle Schoolers be Founders?

It turns out middle schoolers may be some of the best Founders I've ever met.

A little backstory. My kids go to a small school in Ohio that only has 208 students in the whole Middle School (grades 5-8). The school is very innovative, but one of the things that they do is allow the teachers to each pick one topic they would love to teach, no matter how weird, and pitch it to the entire Middle School.

I got invited to this pitch, totally unprepared as usual, and watched all of the other teachers pitch their classes. It was everything from "How to be a Pirate" to "How to Create your Dungeons and Dragons character." There were some seriously academic ones in there, but I was "sold" on the D&D course for sure! Where was this stuff when I was a...



Copyright © 2026 Startups.com LLC. All rights reserved.