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Choice of Entity

Choice of Entity

You have a brilliant business idea. And you can see yourself as a millionaire. But sadly, you’re frozen by the very first decision you have to make: Do you form the company as an S corp, C corp, or LLC? Today’s your lucky day. I’ll make it easy for you. If you plan on...
QSBS Attestation Letters

QSBS Attestation Letters

How do you pay $0 in federal tax on a gain of up to $10M or even more?  By selling qualified small business stock (QSBS) that you’ve held for more than 5 years. What is even more amazing, is that the government has left it up to the taxpayer to self-report whether the...
Upcoming Tax Reform

Upcoming Tax Reform

There has been much action in Washington D.C. with the new administration.  One of the talking points that is still in process is the “One, Big Beautiful Bill” that addresses tax reform.  Sunset Provisions Under the Tax Cuts and Jobs Act (TCJA) enacted during the...
Option Expiration Alternatives

Option Expiration Alternatives

Flashback to 2015. You were so excited when you started your company. You handed out stock options right away to your new employees and shared your expectation that the company would sell in a few years for a big pile of cash. Now it’s 2025 however, and...
Valid 409A Needed to Exercise?

Valid 409A Needed to Exercise?

Have you noticed that Carta won’t let your optionholders exercise unless you have a current tax code Section 409A valuation (which Carta allows to be board determined as a stop gap if the company is in the process of a financing or some other material event...