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When Stock Drops After You Exercise: The ISO Tax Trap to Plan Around

When Stock Drops After You Exercise: The ISO Tax Trap to Plan Around

by Sara Raby | Jun 29, 2026 | blog, Flow-Through Tax Services, Individual Tax, Technology Tax

Most discussions of Incentive Stock Options (ISOs) focus on the upside: favorable tax treatment, long-term capital gains, and the possibility of turning equity compensation into meaningful wealth. That upside is real. But ISOs also carry a risk that is easy to...
Should You Exercise Your Options Before an IPO or Acquisition? Questions to Ask First

Should You Exercise Your Options Before an IPO or Acquisition? Questions to Ask First

by Sara Raby | May 5, 2026 | blog, Flow-Through Tax Services, Individual Tax, Life Sciences Tax, Technology Tax

For many employees with equity compensation, deciding whether to exercise stock options before an IPO (initial public offering) or acquisition can feel urgent. The upside is easy to imagine: a potential liquidity event, a lower strike price today, and the chance to...

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