How should you decide whether or not you should exercise your stock options? This is a tricky question because you have to consider so many variables like taxes, timing, opportunity cost, etc. There is no general solution but here is a framework to try and help you answer it:

There are public reports of Stripe raising ~ $2.5B at a $55B to $60B valuation This is _down_ from their $95B valuation in 2021 But this fundraise could save some early employees *tens of millions of dollars* Let’s break it down:

So with the Shareworks 1099s being released today, this marks the official beginning of my tax season. Gotta love equity comp clients. No more FOMO. #TaxTwitter #LetItRip

🚨🚨🚨The NYS Healthcare Worker Bonus program payments are exempt from NYS tax. They should be indicated in Form W-2, box 14, but they're often not. 1/3 health.ny.gov/health_care/me…

Careful with your Palantir W2s! Second one I've come across this year where the box 12, code V (NSO bargain element) has been reported incorrectly. Request client pay stubs to identify correct bargain element. #TaxTwitter

#taxtwitter Issue #6 of the Mad Woman Media Newsletter just went out discussing: - ST Rentals + Passive Losses - More Bad Boi Biden - Taxable Income for Influencers - Yellow-Light Deductions - Solo 401(k)s PLUS 👇👇

We hear about the tax advantages of switching to an S Corp, but rarely about the added costs. Here are 3 additional costs of switching to an S Corp.

Ok, #taxtwitter universe. Keep us in your prayers. We’re about to go live with a Tax Manager job post. If you’re looking for a fun place to work 100% remotely - hit me up. (Job post in the comments) Also feel free to critique our job posting. We tried to be 100% transparent.

What is the difference between tax preparation and tax planning? Tax Preparation - 100% after the fact and strictly compliance focused. You've already earned the money and paid in any withholdings and/or estimates. You're simply paying a CPA or other tax preparer to use the

I started a slack group for those interested in discussing CPA/EA firm practice management. We are discussing engagement letters, pricing, etc. If you want in send me an email at mike@sbscpagroup and tell me you want in. #CPA #ea

Leaving your job with ISOs? More on the blog today in the comments.

Employer stock compensation can make you a millionaire overnight. But 50% of employees reported not understanding how this form of payment works. Your guide to Restricted Stock Units:

If you've been granted non-qualified stock options 🛑 here! Having a clear strategy for when and how to exercise your options is crucial. 🧶 If you're eager to learn a few approaches to consider, this is for you. 🧶

Accurate bookkeeping is a game-changer for businesses! A good set of books is able to: - Provide financial clarity. - Assist in sound decision-making. - Enhance budgeting precision. - Help keep you tax-compliant.

E*Trade 1099 + Morgan Stanley 1099 = E*Trade supplemental. The new assets = liabilities + equity. Except for when transactions that happened on 8/30 are missing from the E*Trade supplemental :)

Work at a private company and recieve Restricted Stock Units (RSUs)? You might have "double trigger RSUs," and here's how they work...

Last week, I posted about how the Alternative Minimum Tax(AMT) and the AMT credit work and the awareness you need to have when planning around them. I’ve been flooded with DM’s on the topic and many of the questions have been surrounding the AMT credit risk. Lets take a deeper

Tax planning as a business owner can lead to 10s if not 100s of thousands of dollars saved this year One of the best ways to do that... through the qualified business income deduction (QBID) Here's what it is and how to maximize it:

1/ x 🚨Breaking Tax News!🚨 The House Ways and Means Committee just released draft tax legislation that will be "marked up" soon! Are you as excited as I am? (Hint... probably not😉) Here's a link to the text: docs.house.gov/meetings/WM/WM… Now, let's break it down...

🚨 Tax Bill Update - Senate Version Released🚨 Some good - bonus depreciation PERMANENT, QSBS Some bad - $5T debt increase, SS to be taxed Quick run down of key changes and surviving provisions 👇