About
About
Process
Process
Services
Services
Pricing
Pricing
FAQs
FAQs
Blog
Blog
Get in touch
Get in touch
See if you're a fit
See if you're a fit
Blog
The playbook nobody handed you.
RSUs, options, taxes, and the path to work-optional — in plain English. You're in the right place.
Watch
Topics
All
Equity Compensation
Financial Planning
Investing
Retirement
Taxes
The 90% of Investing You're Ignoring (Risk Series 5 of 5)
Research says the stocks you agonize over drive about 10% of your result. The market and your asset mix drive the other 90%. Here's the bigger lever.
Investing
Same Return, Broke Anyway (Risk Series 4 of 5)
Two retirees, same average return, same withdrawals. One ends with $1.3M, the other is sinking. The only difference was the order the bad years arrived.
Investing
The Only Free Lunch in Finance (Risk Series 3 of 5)
There's one exception to "no free lunch" in investing: diversification. Combine assets that don't move together and you cut risk without giving up return.
Investing
The Risk in Your Company Stock You're Not Paid to Take (Risk Series 2 of 5)
Your risk comes in two halves. One the market pays you for. The other — the risk in your company stock — you carry for free. Here's how to tell them apart.
Investing
The 25% Trap in Your Company Stock (Risk Series 1 of 5)
Your company stock returned 25%? That's only half the story. Here's how to measure the risk hiding in a concentrated position — and what it costs you.
Investing
Why I Drive a 12-Year-Old Subaru — and What Your Car Is Really Costing You
My 2014 Subaru Forester isn't about being cheap. It's about what a luxury car actually costs — measured in years of your life, not dollars. Here's the math.
Financial Planning
Which Ski Run Is Your Equity? A Field Guide to ESPPs, RSUs, NSOs & ISOs
ESPPs, RSUs, NSOs, ISOs — four kinds of equity, four levels of difficulty. Here's a ski-run framework that finally makes your equity comp make sense.
Equity Compensation
Your Company Just Filed Its S-1 — Here's What to Do Before the IPO
When your company files its S-1, the clock starts. The decisions you make in the months before an IPO often matter more than anything you do after. Here's the pre-IPO checklist.
Equity Compensation
The $100K ISO Rule and NSO Conversions, Explained
Some of your "incentive stock options" may not be ISOs at all. The $100K rule quietly reclassifies them as NSOs — with very different taxes. Here's how to tell.
Equity Compensation
Next
Keep in the loop
Get expert tips and updates straight to your inbox.
Got it! I'll be in touch.
Oops! Something went wrong while submitting the form.
I'll never share your data with third parties.