Skip to main content

angel investor

Startup Founder Follies: Failure Leaves Clues

By Angel Investing, Startups
startup founder failures

Whether representing a client or looking at angel investing, a startup founder’s failure track record is an important indicator of how things will go in the future.

On the plus side, many founders learn from their mistakes. Because past failures serve as important lessons on which to build a solid venture this time. For example, optimism about the current startup’s growth potential doesn’t tread into delusions that a seed venture is worth billions now.

However, there’s a dark side to founder flops. Whether it’s ego, stupidity, or a combination of the two, some entrepreneurs bounce back from their startup’s failure by doubling down on making the same mistakes that sunk the prior venture.

Now repeating the same fatal mistakes twice as fast is productive only in the sense that the train wreck happens faster each time. And with a little luck, this means less victims of the founder’s actions.

Yet it’s easy to get seduced by a serial failure who goes down this path because the founder hones his skills of bullshit as a means to market each new startup to investors, employees, and the public…while blaming others for prior screwups.

When evaluating a startup founder’s track record, don’t take the founder’s words at face value without due diligence. The amount of such research, of course, depends on your level of risk tolerance for your time, money, energy, and reputation.

Just recognize that some people learn from their mistakes. Others never do.

Your role is to identify who you’re dealing with now. And like success, failure leaves clues.

Is Your Startup A Ticking Time Bomb?

By Angel Investing, Business Lawyer, Startup Lawyer

I get it. You’re swamped.

And there are so many fires to put out you don’t know when you’ll have time to actually focus on building your business. Or get sleep for that matter. Time for another Red Bull.

Your startup is getting traction now…and you wonder if it’s time to pitch angel investors. You certainly could do with a bigger team to ramp this baby up.

And if you don’t raise capital soon, your burn rate will shut you down. Loans from friends and family aren’t the answer at this point.

Now you’re also worried about what will be uncovered during due diligence by potential investors. Will you end up with no funding but more uncovered problems to solve?

It’s time to step back and take a breather. So that you can come up with a plan that makes sense.

First, talk with an experienced startup lawyer. Someone who understands tech startups as a founder, attorney, and angel investor himself.

Because he’ll be able to help you with some quick fixes so you can put your best foot forward when you raise capital. And avoid doing something illegal (e.g. violating securities laws) when you fundraise.

Yes, being a founder sucks sometimes. And there’s still alot of hard work to be done. But with a little help, you can do this.