Every business undergoes natural cycles—the good ones know how to use them.  Some cycles are obvious. Tropical locales get more tourist traffic during winter vacations than...

Roll-Up Vehicles (RUVs) are the single most powerful invention for founders to come out in the last 10 years. Why? Because they help break up the...

It’s never been harder to be a fintech startup. Especially if you are a nonbank lender where your startup depends on banks and credit unions for...

Self-teaching is the most valuable skill a human can learn. Not only does it open to you up to all channels of knowledge, but it gets...

Hiring freezes, layoffs, slashed valuations…it’s a tough time to be a startup right now. It’s a splash of cold water in the face after a seemingly...

There’s a reason “quiet quitting” has taken a front-and-center role in professional discourse.  The reason, in a word: uncertainty. Whether or not you call this a...

Pharmacy Benefit Managers (PBMs) have had it too good for too long. If you’ve never heard of PBMs, that’s not an accident—they sit between pharmacies, prescription...

As of September 15, the Ethereum “Merge” is complete.  If you don’t know what the Merge is, there are a few key things to understand. In...

Founders are bullies.  Our key strengths are self-motivation, ambition, and charisma, but these can often come off as intimidation, arrogance, and bullying. I know it firsthand....

For startups, pivoting is almost inevitable.  But the catalyst to pivot often comes in the form of bad news (or what seems like it). For my...

Physicians are getting more and more creative about adding new revenue streams to their medical practices and with payers consistently cutting reimbursements, it has become somewhat...

My company just had its midyear reviews.  I was pleased to see that most of the feedback I got as CEO was positive. People especially appreciated...

Acquisitions are a necessary part of innovation and growth—especially for large companies. Large companies—especially those that are publicly traded—have immediate revenue responsibilities. But they don’t have...

People love to spend time on prioritization.  After all, if you don’t spend time prioritizing business initiatives, you won’t be making progress in the right directions,...

I didn’t initially set out to build a tech company.  As a content researcher and curator in the advertising space, clients would ask me for images...

I owe our senior leadership team’s cohesion in part to comedian Mike Birbiglia. For our company’s first remote offsite, my Chief of Staff suggested hiring Mike...

Advisory boards can have tremendous power. But many companies don’t know how to use them. The most common error is viewing your advisory board as a...

The buy now, pay later (BNPL) bubble is bursting.  Back in the halcyon days of 2021, when markets were bullish and NFTs were valuable, BNPL was...

Too many companies think their employees can’t handle the truth. There’s this idea that the ideal founder/CEO should only share a purely optimistic vision with their...

PatientFi just celebrated its 5-year anniversary. And while we have venture backing today, in the beginning, we used a mostly bootstrapped approach: keeping our personnel lean,...