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Ready to lose the Golden Handcuffs?

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Financial Planning Strategies for High Earning Senior Professionals

Zachary Ashburn, CFP®, EA, AFC®

Introduction

A subset of the FIRE (Financial Independence, Retire Early) movement, Coast FI can help executives figure out whether their investments are enough to 'coast' so they can retire early and comfortably.

Key Takeaways:
Company executives are facing a career planning landscape with two unique challenges. Many have received restricted stock units (RSUs), non-qualified stock options (NSOs) and incentive stock options (ISOs) as a significant part of compensation, and a stock market tailwind has rewarded their hard work with meaningful wealth.

This "golden handcuffs" comp structure incentivizes sticking around through rolling vesting periods, and the concentrated stock positions can make portfolios feel precarious.

Meanwhile, AI implementation and economic uncertainty are calling the security of many roles into question.


The confluence of these two challenges leads to executives feeling stuck while doing well and building real wealth while feeling unstable. How can executives plan thoughtfully for freedom in a world that's changing so fast?

A financial planning style known as Coast FI (short for Coast Financial Independence) may hold a compelling solution to the planning needs of modern professionals.

What is Coast FI?

Coast FI is a subset of the FIRE (Financial Independence, Retire Early) movement. I'm not a personal fan of the FIRE movement, as it most often leads to casual versions of financial planning, attaching personal identity to one component of a plan (a future retirement date) and a challenging shift to spending down assets after years of deferring joy to get there.

However, if done well, a FIRE plan can serve as a financial plan attached to a personal retirement goal.

Coast FI takes this idea and, instead of simply saving to retire as early as possible, encourages a focus on a different question: How much would you need to have invested, such that if you didn't touch your nest egg, it would grow to support your future retirement spending needs?

Then you're free to work only as much as needed to support your current lifestyle — in other words, you're free to let your investments coast.

This takes the simple calculus of an early retirement plan and adds an important lever — one for optionality. It also more closely mirrors the actual trajectory of most people's retirement.

Rather than a one-and-done retirement date, executives more often have corporate exits and reentries, unplanned exits, sabbaticals, consulting jobs and so on. Coast FI isn't built on "retirement" — it's built on flexibility.

For a high-earning modern executive, it reframes the question from "How much more do I need?" to "How much freedom have I already earned?"

How Coast FI addresses golden handcuffs

The goal of "golden handcuffs" like RSUs and stock options is to retain employees with rolling vesting schedules, making it challenging (or at least expensive) to target an exit point.

Personal goals might get delayed while promotions add to equity but not directly to freedom. If you're always a quarter away from your next vest, when do you leave?

If you add to this "the new golden handcuffs" of the increasing cost of living and an executive's strong tie to professional identity, you can see how barriers toward exit targets are ever-present.

To address golden handcuffs in a retirement plan, most people will intuitively look at a few key variables:

  • The current size of their investment portfolio

  • The target size of their future retirement portfolio

  • How much additional investing needs to happen to get there

Where Coast FI helps executives move toward freedom is by including annual cash flow needs into the equation. At a certain point, a Coast FI plan will show that no more investing is needed to reach the defined goals, assuming no withdrawals happen until then.

This number will change each year based on portfolio growth and the years remaining until retirement.

With this number defined, an executive might find that they are able to make their corporate exit without waiting around for future vesting dates or use a few consulting contracts to cover living expenses and begin to loosen their golden handcuffs.

How Coast FI addresses job instability

While executives are locked into golden handcuffs, we are seeing regular reports of layoffs and how AI innovation is coming for white-collar jobs. This isn't the best position from which to do real, high-quality, financial planning.

This is where the Coast FI philosophy can again be helpful, offering crucial information and flexibility as your career develops:

  • Have a great job? Continue saving

  • Receive a bonus or additional equity? You're closer to your Coast FI number

  • Want to leave to consult? Set your revenue targets aligned with your plan
    Get laid off? You know exactly how much you need to make to cover your living expenses at every point along the way

In an uncertain world, modern executives don't need to focus only on an arbitrary early retirement in the future, but also on adaptability throughout their careers. As the AI wave progresses, the Coast FI philosophy offers a sound default way of financial planning so that executives can use their company equity and hard work to build both wealth and freedom.

A Coast FI example

Let's look at "Chris and Jessica" and build a Coast FI plan for them.

The "coast" number. Chris and Jessica are 40-year-old tech executives. They have calculated that at age 60, they'll need $5,000,000 in today's dollars to fund their desired retirement.

To find their Coast number, they'll take the 20 years they have left before retirement, a rate of return for their investments and an inflation rate that will let them calculate how big their nest egg would need to be today to stop saving now.

That math, written out, would look like this:

$5,000,000 * (1+.04) ^ -20 = $2,281,935

So we arrive at Chris and Jessica needing about $2.28 million saved today, growing at 7% per year minus a 3% rate of inflation for the next 20 years to fully fund their retirement goals at age 60.

Equity over time. Chris and Jessica will continue to receive income and equity awards throughout their working years. Their Coast FI plan will help them target savings vs spending rates and build their plans to sell and diversify company stock to meet their goals.

Cash flow targets. Both while working and in the event of a job change, Chris and Jessica's Coast FI plan will tell them how much money they can spend and how much they need to save in any given year to hit their Coast FI number. Once they've hit their number, they can adjust their income need down to reflect no longer needing to save.

The biggest asset of the Coast FI philosophy is the ability to review and refine all the applicable numbers at any point to stay on track with changing careers, markets and goals. This ability makes it a powerful default planning framework.

Financial plans need to be strong enough to build on and flexible enough to withstand changes without breaking.

For the modern executive, especially those looking to build freedom from golden handcuffs in a quickly changing environment, Coast FI plans may offer a convenient mental shortcut to set goals, target action steps and adapt to changes over time.

As a Certified Financial Planner TM that focuses on helping people planning their exit from corporate careers in North Carolina I understand how challenging these decisions can be. Reach out to schedule your Strategy Meeting to walk through your most urgent questions.

Reach Strategic Wealth

Based in North Carolina

Copyright © 2026 Reach Strategic Wealth

Reach Strategic Wealth LLC (RSW) is a registered investment adviser offering advisory services in the State of North Carolina, State of Connecticut, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training. The presence of this website on the Internet shall not be directly or indirectly interpreted as a solicitation of investment advisory services to persons of another jurisdiction unless otherwise permitted by statute. Follow-up or individualized responses to consumers in a particular state by RSW in the rendering of personalized investment advice for compensation shall not be made without our first complying with jurisdiction requirements or pursuant an applicable state exemption.

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Reach Strategic Wealth

Based in North Carolina

Copyright © 2026 Reach Strategic Wealth

Reach Strategic Wealth LLC (RSW) is a registered investment adviser offering advisory services in the State of North Carolina, State of Connecticut, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training. The presence of this website on the Internet shall not be directly or indirectly interpreted as a solicitation of investment advisory services to persons of another jurisdiction unless otherwise permitted by statute. Follow-up or individualized responses to consumers in a particular state by RSW in the rendering of personalized investment advice for compensation shall not be made without our first complying with jurisdiction requirements or pursuant an applicable state exemption.

PULL THE RIPCORD

Reach Strategic Wealth

Based in North Carolina

Copyright © 2026 Reach Strategic Wealth

Reach Strategic Wealth LLC (RSW) is a registered investment adviser offering advisory services in the State of North Carolina, State of Connecticut, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training. The presence of this website on the Internet shall not be directly or indirectly interpreted as a solicitation of investment advisory services to persons of another jurisdiction unless otherwise permitted by statute. Follow-up or individualized responses to consumers in a particular state by RSW in the rendering of personalized investment advice for compensation shall not be made without our first complying with jurisdiction requirements or pursuant an applicable state exemption.

PULL THE RIPCORD