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Protective Section 83(b) Elections

Protective Section 83(b) Elections

I am frequently asked whether a new tax code Section 83(b) election is necessary when vested stock is subjected to new vesting restrictions. This revesting most often occurs at a financing. The investors request the revesting to ensure that the founders stick around....
Compensating Employees with Tokens

Compensating Employees with Tokens

So, your company has generated tokens, presumably offshore, and you want to use them to compensate employees. Common ways to do so include: Restricted Tokens Tokens can be sold or awarded directly to employees. Because the employee will either need to pay for the...
QSBS and Significant Redemptions

QSBS and Significant Redemptions

Qualified small business stock (“QSBS”) is a special type of stock that can result in 0% federal tax on the gain (up to a cap) from a sale if held more than 5 years. That is the good news. The bad news is that a company can accidentally disqualify otherwise eligible...
Using a Roth IRA to Fund Your Start-up

Using a Roth IRA to Fund Your Start-up

Updated. Originally posted May 13, 2022  Can I Use a Self-Directed Roth IRA to Fund My Start-Up? I was asked this question by three different clients yesterday. Ever since it was revealed that Peter Thiel reportedly accumulated billions of dollars inside his Roth IRA,...
QSBS Trust Stacking

QSBS Trust Stacking

May 2026 Update On May 20, 2026, Treasury Assistant Secretary for Tax Policy Kenneth Kies said during a conference in Washington, D.C., that the IRS is preparing guidance on the expanded exemption aimed at curbing what he described as stacking abuse. “Let me just warn...