Fantasy Sports & Gaming
The Repeal of PASPA

On Monday the Supreme Court struck down the Professional and Amateur Sports Protection Act of 1992 (“PASPA”), the federal ban on sports betting. In a 6-3 ruling, SCOTUS held that PASPA unconstitutionally commandeers state legislatures by dictating what they “may […]


Funding & Capital Raising
Dilution Done Well

The word dilution may sound scary to the uninitiated, but it shouldn’t. In fact, dilution is a good thing when done appropriately. The adage is that you’re better off owning a little piece of something worth a lot then owning […]


Funding & Capital Raising
Why You Should Be Anti Anti-Dilution

A client, who had already raised some money and thus had a few people on his cap table, came in recently with a term sheet whereby the prospective investor had requested “anti-dilution” protection. If you’re not familiar with anti-dilution, it […]


General Business
Finding a CPA

As I’ve discussed before, the four external pillars of any small business are a lawyer, a CPA, a banker, and an insurance broker. Each of these professionals will be critical to the growth and health of your business. The first […]


Intellectual Property
Design Is About Input

Between the law firm, other startups I’ve started, and advising clients, I’ve interacted with hundreds of designers and developers through the years. The most critical thing that I’ve learned is that design is about input, not output. Let me give […]


Employment
Working With Developers

Failure to have a clear written agreement with developers is the most frequent problem I see with early-stage companies. And one that is completely avoidable. Here are a few common issues.


Entity Type
Forming an Entity (LLC v. C-Corp)

This blog was originally published in March of 2018 but was revised in January of 2025 and is still accurate. Okay – it’s time to actually form the business. You’ve built your pitch deck, received feedback from naysayers, visited with […]


Funding & Capital Raising
How Founder “Vesting” Really Works

Vesting is the process whereby a recipient of equity earns the equity, or the right to purchase it in the case of options, over time. As I mentioned in my last post, the typical schedule is 4 years with a 1-year cliff. […]


Funding & Capital Raising
Everyone Should Vest

One of the biggest mistakes that startups make is failing to place vesting conditions on founders’ equity. Here’s an example: Two founders, Adam and Blake, are working on their startup, and everything is butterflies and rainbows. They have a great […]


General Business
Make An Investment In Legal

A question I often hear from startups when discussing initial legal work is, “How much will this cost?” This is the wrong question – most startups are looking at their legal expense the wrong way. They should be asking, “How […]