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.

Meet the Eight Oaks team →

Our approach

Your financial plan should evolve with your life—and guide what comes next.

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Client perspective

What clients say about working with Eight Oaks

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“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.

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Tennessee

Middle Tennessee

A regional option for in-person meetings within a nationwide, primarily virtual advisory relationship.

Explore Middle Tennessee →

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.

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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.