Who we help
Executives turning employer stock into retirement choices.
Our advisory team helps executives approaching or living in retirement make coordinated decisions about company stock, taxes, investments, and retirement.
Peak earning years
Coordinate today's equity decisions with tomorrow's independence.
Concentrated wealth
Understand timing, taxes, trading constraints, and diversification.
Retirement transition
Replace salary with a coordinated, tax-aware income plan.
Executive equity decisions
Company stock creates decisions long before retirement.
We bring each decision into the broader financial plan, including its tax consequences, investment risk, and effect on retirement.
Exercise, vest, hold, or sell?
Evaluate the decision in the context of taxes, concentration, liquidity needs, trading rules, and retirement timing.
- RSUs
- ISOs
- NSOs
- ESPP shares
- 10b5-1 plans
- Trading windows
When does work become optional?
Connect benefits, future income, taxes, and company-stock choices to a realistic retirement date.
- Deferred compensation
- Charitable gifting
- Diversification
How does income continue?
Coordinate legacy stock, withdrawals, taxes, and portfolio income after the paycheck ends.
- Legacy company stock
- NUA analysis
- Charitable gifting
- Deferred compensation
A team relationship
Your plan should not depend on one advisor.
Eight Oaks combines planning, investment strategy, ongoing review, and professional coordination in one relationship. Client context is shared across the advisory team so the relationship can remain responsive and durable.
Our approach
Your financial plan should evolve with your life—and guide what comes next.
Client perspective
What clients say about working with Eight Oaks
“I can't recommend more highly Andy and the team at Eight Oaks Financial!”
— Mitch S.Testimonial by a client as of 05/04/2026. The client was not compensated. Views may not represent other clients and are not indicative of future performance or success.
“Working with Eight Oaks Financial has given me the confidence to be in a better position to make the right financial decisions at the right time for my family.”
— Kurt M.Testimonial by a client as of 02/15/2024. The client was not compensated. Views may not represent other clients and are not indicative of future performance or success.
“They have taken the time to understand me as a human first, not just as a client.”
— Tina B.Testimonial by a client as of 02/09/2024. The client was not compensated. Views may not represent other clients and are not indicative of future performance or success.
How we meet
Serving clients nationwide with a virtual-first approach.
Nearly all Eight Oaks meetings take place virtually, giving clients convenient access to the full advisory team. In-person meetings can also be arranged for clients in Orange County and Middle Tennessee.
California
Orange County
A regional option for in-person meetings within a nationwide, primarily virtual advisory relationship.
Tennessee
Middle Tennessee
A regional option for in-person meetings within a nationwide, primarily virtual advisory relationship.
Videos from Eight Oaks
Practical guidance, in our own words.
Visit the Eight Oaks video library for conversations about employer stock, retirement, planning, and the decisions that connect them.
A straightforward next step
RSUs. Stock options. Liquidity event. Taxes. What now? Let’s make a plan.
Your complimentary initial conversation generally lasts 20–60 minutes by Zoom or phone. Eight Oaks normally responds within 24 hours.