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Maximize your equity. Minimize your tax hit. Plan for what's next with confidence.
Start HereHow do I organize my financial life?
Are we maximizing our RSUs?
Are we overpaying in taxes?
Should we have a Roth IRA?
What do we do with our old 401(k)?
Are my investments properly diversified?
Please submit the form with any questions or comments and I'll be in touch shortly.
If you'd rather not wait, you can also book a time directly on my calendar using the link below:
Schedule a call
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Planning Problems
Held a mix of vested RSUs and incentive stock options (ISOs) with limited liquidity
Concerned about future “lumpy” income years tied to equity events
Unsure how option exercises could affect taxes and long-term cash flow
Solution
I helped Alex build a forward-looking equity and tax planning strategy that focused on timing and flexibility rather than reacting to future events. This included:
Modeling multi-year tax scenarios tied to RSU vesting and potential liquidity
Evaluating ISO exercise timing and potential AMT exposure under different assumptions
Coordinating equity decisions with broader tax strategies and savings goals
Outcome
Alex gained clarity around how equity fits into his overall financial picture and now has a plan in place to manage future tax exposure more intentionally. He feels prepared for potential liquidity without needing to make rushed decisions when circumstances change.
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Planning Problems
A large and growing portion of net worth tied to SpaceX equity
Unclear how much concentration risk was “too much” for their family
Wanted to balance stock in the company with long-term financial security
Solution
I worked with Brian and Emily to put their SpaceX equity into context within a comprehensive financial plan. Together, we:
Modeled their net worth under different future equity scenarios
Stress-tested retirement and college funding goals with varying levels of concentration
Built a framework for gradual, goal-aligned diversification when liquidity becomes available
Outcome
Brian and Emily now have clear guardrails around risk and diversification. They feel more confident knowing they can participate in SpaceX’s growth while protecting their family’s long-term financial stability.
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Planning Problems
Significant private equity exposure with uncertain timing around liquidity
Limited understanding of how lockups and blackout periods could affect access to funds
Concerned about making emotional decisions if an IPO or liquidity event occurred
Solution
I helped Michael prepare well in advance for potential liquidity by focusing on planning—not prediction. This included:
Mapping out how equity could support retirement and college funding goals
Planning ahead for lockup periods, blackout windows, and cash-flow needs
Coordinating equity strategy with tax planning and long-term investment allocation
Outcome
Michael now feels prepared for a future liquidity event, even without knowing timing or outcomes. He has a clear plan that aligns equity decisions with his family’s goals and avoids reactive decision-making when shares eventually become tradable.