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ArticleAlways Take Money off the Table

Always Take Money off the Table

Startups are an excellent way to make money — for everyone else.

We all love hearing the story about that super-successful Founder who made a billion dollars growing their startup. Those legends fuel the myth that we "rank and file" Founders must also be swimming in our Scrooge McDuck vaults of cash.

Yet, I speak to thousands of Founders and if there's one common thread when it comes to money — it's that most of them are beyond broke!

So how is it that we can spend so much time building a wealth engine that doesn't actually provide any wealth for us? Where is all that money going anyway?

"Back of the Line, Pal!"

The problem starts with us. When we launch our startup, we're wildly resource-constrained, so we start off by sacrificing our own ...



ArticleShould I Feel Guilty for Failing?

Should I Feel Guilty for Failing?

No one will ever create more guilt over startup failure than the Founder.

Startup Founders have an insane ability to manufacture epic amounts of guilt over their own failures. It's almost like we do some magical alchemy that takes every pound of failure or criticism and turns it into a metric ton of guilt.

But should we really feel this guilty over failing at our startups?

There are two answers here. The first is — everyone does it. But that is of very little help. The second answer is just "no." Failing at a startup is painful but should not be a source of guilt. Guilt comes from our misunderstanding of what actually just happened.

Startups Typically Fail

For those that are unaware, most startups fail. Most Founders are doing this for the...



ArticleWhy Do We Still Have Full-Time Employees?

Why Do We Still Have Full-Time Employees?

For as much as we startup Founders love to innovate business models, we sure have done a lousy job of innovating on the employment model. Our salary lines tend to be our single largest expense in a company, and yet the biggest innovation we've had to date has been moving to a remote work system.

We've agreed that we don't need offices or "40-hour work weeks" anymore, so why haven't we agreed that we don't need the "full-time salaries" that came with them?

(Gasp!)

Yeah, I said it. Yeah, I'm about to be exponentially less popular. And, well, I wasn't that popular before, so… But seriously, why haven't we reconsidered compensation in an era where everything has become fractionalized?

Full-Time is Dead

Very few people actually work full-time an...



ArticleThis is Probably Your Last Success

This is Probably Your Last Success

We need to treat every successful startup like it's our last — because statistically speaking, it probably will be.

In the startup biz, there are tons of second and third acts (I'm on my 9th) but there are very few that are ever equally successful. That's a problem for us as Founders, because we can easily lose sight of how important a single success is, and waste the opportunity thinking there will simply be another.

What if there isn't? What if this startup success, in whatever form it has right now, is the last successful startup we'll ever build? Shouldn't we treat it like gold versus assuming this is "one of many"? What happens if we get this wrong?

The Odds are Stacked Against Us

The first thing we need to understand is that the odds ...



ArticleHow Should I Share My Wealth with Family?

How Should I Share My Wealth with Family?

The only thing harder than making a ton of money is giving it away to family.

On paper, it sounds easy. We've finally got some dough and now we can hand it out like Robinhood to all the people in need. What could feel better than helping our family with a little extra cash?

That's until we find out what a giant tangled mess of problems it tends to create. What we are thinking about is how helpful we can be, but what we're not thinking about — and where most Founders live in regret — is what a can of worms we open from here on out.

It. Never. Ends.

The problem with giving away money once is that once we open those floodgates, they are nearly impossible to close. All it takes is a single act of kindness to send those gates crashing open.

Here...



ArticleWhy Do VC Funded Startups Love "Fake Growth?"

Why Do VC Funded Startups Love "Fake Growth?"

Venture-funded startups grow way beyond their means because they have to.

Time and time again we get asked by (typically bootstrapped) Founders about why in the hell venture-funded startups love that so-called "fake growth."

You've seen this before, when a new startup raises gobs of venture capital, hires hundreds of new people, burns through tens of millions of dollars (or more!), and then later on has to crash and burn the whole thing because it never actually made any money.

From the outside, it seems insane. What Founders don't realize is that this whole "fake growth strategy" isn't just some bizarre misstep - it's an actual playbook. We look at stories like WeWork and ask "How could anyone let that happen?" Well, it turns out, there's...



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 kid...



ArticleHow to get Customers for Startups

How to get Customers for Startups

As a startup, customer acquisition is essential for success. It requires careful planning and execution to ensure that your efforts are successful and cost-effective. In this introduction, we will explore key topics such as building relationships with potential customers, tracking success metrics, leveraging digital marketing channels, testing different campaigns, and more. With the right strategies in place, customer acquisition can be an exciting opportunity for startups to grow their customer base and expand their business.

Overview of customer acquisition for startups

Why Customer Acquisition Matters for Startups

Customer acquisition for startups is an incredibly important process that can mean the difference between success and failure. A...



ArticleThe Power of a Growth Mindset: How to Achieve Success in Your Startup

The Power of a Growth Mindset: How to Achieve Success in Your Startup

As a founder or leader in a startup, it's easy to get caught up in the day-to-day grind of running your business. But if you want to achieve real success, it's important to take a step back and consider the bigger picture.

In his essay "Growth," Paul Graham argues that the most successful startups tend to be those that focus on rapid growth.

But what does it mean to have a "growth mindset"? Simply put, it's the belief that your company can and should grow quickly, and the willingness to take on new challenges and opportunities as they arise.

This means being open to trying new things, even if they come with a risk of failure. It means embracing change and constantly seeking out ways to improve and expand your business.

Company Culture: A Key Dr...



Article20 Best Kinds of Startups for 2023

20 Best Kinds of Startups for 2023

It is difficult to predict the specific types of startups that will be most successful in 2023, as the success of a startup can depend on a variety of factors such as market demand, competition, and the unique value proposition of the business.

However, here are 20 business ideas to start the brainstorming process:

1 - Virtual events platform

Virtual events, such as conferences, trade shows, and workshops, have become increasingly popular in recent years due to the rise of remote work and the convenience of participating in events online. A virtual events platform could be a successful startup business model for a number of reasons:

Market demand:

There is a growing demand for virtual events as more organizations look for ways to host events onl...



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