Tech Professionals with Complex Compensation
RSUs vesting. Options expiring. A tax bill that gets bigger every year since you got promoted. If your compensation has gotten complicated, your financial plan should be too.
You work at a large tech company or high-growth startup in engineering, product, or leadership. Equity compensation is a meaningful part of your package, and it creates real planning complexity that generic advice can’t solve.
- Senior engineers, engineering managers, directors, and VPs at companies like Apple, Google, Meta, Salesforce, or similar
- RSUs, NQSOs, ISOs, or ESPP plans as a meaningful part of your compensation
- You’ve built up a concentrated position in company stock and aren’t sure when or how to diversify
- You’ve been through one or more IPOs or liquidity events and need an ongoing strategy
- Dual-income couples where one or both partners work in tech with equity comp
Most advisors handle equity comp reactively. We build proactive, multi-year strategies that treat your equity as one piece of your full financial picture.
Through The LifeSighted Lens™
- RSUs vest every quarter and you have no clear plan for the shares
- A concentrated position in company stock that’s both an opportunity and a risk you try not to think about
- Stock options with expiration dates you keep meaning to look into
- A tax bill that surprises you every April—and nobody warned you
- Multiple brokerage accounts across current and former employers with no unified strategy
- ESPP enrollment decisions you’re guessing your way through
- The nagging feeling that you should have a handle on this by now, given what you earn
How we help.
RSU sell-down schedules
Account for your tax bracket, other income, and diversification goals.
Concentrated position management
Systematic diversification without triggering unnecessary taxes.
Stock option exercise strategy
When to exercise, how much, and how to manage the tax impact.
Year-end tax projections
No April surprises—and the ability to optimize for once.
Coordinated tax planning
Across your equity events, salary, bonus, and investment accounts.
ESPP strategy
Whether to participate, how much, and when to sell.
That’s exactly why we’re here
You shouldn’t have to be your own financial advisor on top of everything else. We take the complexity off your plate so you can stop carrying it alone and start making decisions with confidence.
The Case Study.
Sarah had RSUs vesting every quarter for four years. She’d sold almost nothing.
A senior product manager at a large tech company came to us after her third consecutive hefty tax bill. Her RSUs had been vesting for four years, and she’d sold almost nothing, leaving her with a heavily concentrated position in a single stock. She knew something had to change, but didn’t know where to start.
Her situation
- No sell-down plan—she felt paralyzed every time shares vested
- Her tax bill kept growing and she didn’t understand why
- Four years of unvested equity ahead and no strategy for managing it
- Her company’s stock had done well, which made it harder to decide to sell
How we helped
We modeled out her concentrated position and showed her the real risk she was carrying. The numbers gave her the clarity she needed to stop holding by default and start making intentional decisions.
We built a multi-year sell-down schedule that systematically reduced her concentration while accounting for her tax bracket, her other income, and her long-term investment goals.
We coordinated the timing of her sales with her other compensation events: bonus, salary, and a potential job change she was considering.
We redirected the proceeds into a diversified portfolio that wasn’t dependent on one company’s stock price.
We ran year-end tax projections every fall so she knew what was coming in April—and could adjust before the year closed.
Where she is today
She has a clear, documented plan for every future vest. She understands exactly what she’ll owe in taxes before it happens. Her concentrated position has been systematically reduced over the past two years. The April surprises are gone.
She told us the biggest change wasn’t financial—it was that she stopped spending her evenings second-guessing stock decisions and started spending them on the things that actually matter to her.
This is a fictionalized composite based on real client experiences. It should not be construed as a guarantee of similar results. Every client’s situation is different. Future results cannot be guaranteed.