How Does the AMT Credit Carryforward Work with ISO?
Guys, let’s be honest… understanding the Alternative Minimum Tax (AMT) and how it works with Incentive Stock Options (ISOs) can be incredibly confusing. I’m not going to sugarcoat it. And unfortunately, it doesn’t look like the IRS is going to simplify the AMT credit carryforward with ISO anytime soon… so we’re doing our best to […]
How Do RSU Work: The Beginner’s Guide (Start Here)
Hands down, I find myself answering more questions about RSU (restricted stock units) than any other type of stock option. And it’s understandable: The way RSU work (not only with company vesting schedules but also with tax laws) is by far one of the most confusing financial concepts for startup or tech employees. But don’t […]
Founders Shares: Here’s How to Avoid a Huge Tax Bill
Selling founders shares is one of the largest transactions you’ll ever sign, and the tax math behind it can take a third of the proceeds if you don’t plan ahead. This guide walks through how founders shares are taxed, when QSBS exclusion and Section 1045 rollovers help, and what to set aside for the IRS […]
Tech Employees Guide to Cash Acquisition Tax Implications
So your company is being acquired in an all-cash deal, and now you’re wondering how to avoid a massive tax hit? You’re not alone… and you’re right to be thinking ahead. And now you’ve got to figure out how to make the most of this acquisition… and how to not totally go under from the […]
Double Trigger RSU Tax: 5 Ways to Avoid a Scary Tax Bill
First of all, if you’ve got a double trigger RSU that are about to settle. Congratulations! You’re about to come into a lot of money. Just be tax aware and avoid being caught unprepared by a scary tax bill. (And also, good on you for reading this article & being smart enough to figure out […]
5 Critical Money Lessons for Tech Employees
Navigating the financial landscape as a tech employee, particularly when dealing with stock options and IPOs, can be daunting. Understanding and strategically managing these assets can significantly impact your financial well-being. Here are five essential money lessons I got to share in this conversation with Christopher Nelson on Tech Equity and Money Talk that can […]
ISO to NSO Conversion: Should You Convert Your Stock Options?
Ahh, the golden handcuffs. Those lovely things that keep you chained to your current job until the IPO. They’re not so bad if your company is going to IPO in a year or two, but with more and more companies delaying their IPO, it puts startup and private company employees in a pickle. Here’s why: […]
Selling Stock to Buy a House in 2024: Seven Steps
Buying a house is one of the biggest decisions of your life. ???? No matter where you live. Selling stock is a great strategy to buy a house with today’s high interest rates. But, it’s outright daunting. The basic numbers alone make it feel impossible: In San Francisco, the median home value in 2024 is […]
Exercising ISO After Employee Tender Offer: A Huge Opportunity
It’s great when a company grants you stock options… and even better when those options can lead to a massive payday once the company goes public. But here’s the catch: exercising stock options costs real money.You’re paying upfront for something that might never pay off… or worse, could lose value entirely. This is why recycling […]