RSUs, ESPP & Stock Options

“I'm not sure whether to sell my ESPP shares now or hold for tax purposes?”

CommonDeep Dive · 60 min · $170

Whether to sell ESPP shares now or hold them for tax purposes often depends on the purchase discount, how long the shares have been held, and whether any gain would be treated as ordinary income or capital gain in your situation. The timing can also affect how much income appears on the tax return and how much recordkeeping is needed for the purchase price, payroll withholding, and sale proceeds. In many cases, the answer turns on the tradeoff between tax treatment and market risk, since holding longer may change the character of the gain but also leaves the shares exposed to price changes. Sitting down with a CPA for thirty minutes is usually enough to draw a clean line on this.

In your 60-minute session, the KGOB advisor handling it will:

Read your exact situation and tell you, in plain English, what’s actually going on.
Lay out your options and the trade-offs — no jargon, no judgment.
Give you a clear next step you can act on, whether that’s with us or on your own.