FREE GUIDE
FREE GUIDE
Ready to lose the Golden Handcuffs?

Check out our Guide to Managing Concentrated Stock

FREE GUIDE
Ready to lose the Golden Handcuffs?

Check out our Guide to Managing Concentrated Stock

What We Do

Corporate Exit Planning

Leaving corporate life is one of the biggest financial transitions you'll ever make. We build the plan that turns your equity, benefits, and years of work into the life you actually want next.

What We Do

Corporate Exit Planning

Leaving corporate life is one of the biggest financial transitions you'll ever make. We build the plan that turns your equity, benefits, and years of work into the life you actually want next.

What We Do

Corporate Exit Planning

Leaving corporate life is one of the biggest financial transitions you'll ever make. We build the plan that turns your equity, benefits, and years of work into the life you actually want next.

The Hardest Part of Leaving Isn't the Decision

You've spent years building something. A career, a title, a comp package that took real work to earn. Now you're thinking about walking away, and the picture is more complicated than anyone told you it would be.

The equity is sitting there in pieces: RSUs that haven't vested, options with expiration windows, ESPP shares, deferred comp you can't touch yet. The benefits run out the day you leave. The tax bill on a final-year exit can look nothing like any year before it.

And underneath all of it is a question that has nothing to do with spreadsheets. What does this next chapter actually look like, and can the numbers support it?

Most people get advice on one piece at a time. You need someone looking at all of it together, before the resignation letter goes out.

The Hardest Part of Leaving Isn't the Decision

You've spent years building something. A career, a title, a comp package that took real work to earn. Now you're thinking about walking away, and the picture is more complicated than anyone told you it would be.

The equity is sitting there in pieces: RSUs that haven't vested, options with expiration windows, ESPP shares, deferred comp you can't touch yet. The benefits run out the day you leave. The tax bill on a final-year exit can look nothing like any year before it.

And underneath all of it is a question that has nothing to do with spreadsheets. What does this next chapter actually look like, and can the numbers support it?

Most people get advice on one piece at a time. You need someone looking at all of it together, before the resignation letter goes out.

The Hardest Part of Leaving Isn't the Decision

You've spent years building something. A career, a title, a comp package that took real work to earn. Now you're thinking about walking away, and the picture is more complicated than anyone told you it would be.

The equity is sitting there in pieces: RSUs that haven't vested, options with expiration windows, ESPP shares, deferred comp you can't touch yet. The benefits run out the day you leave. The tax bill on a final-year exit can look nothing like any year before it.

And underneath all of it is a question that has nothing to do with spreadsheets. What does this next chapter actually look like, and can the numbers support it?

Most people get advice on one piece at a time. You need someone looking at all of it together, before the resignation letter goes out.

What to Expect

From Corporate Paycheck to Life After, on a Timeline That Works

We know you're ready to plan the exit, not just think about it. Here's what progress looks like at every stage.

30 Days

Getting Clear

We complete your discovery process and pull together every piece of your corporate package: equity grants, vesting schedules, deferred comp, benefits, retirement accounts, and the income picture on both sides of the exit. You'll leave the first month with a clear view of what you're working with.

90 Days

Strategic Planning

We model the scenarios. Leaving this year versus next. Exercising options early versus waiting. Healthcare bridges, Roth conversions, charitable strategies, tax-bracket sequencing. You'll see the after-tax outcome of each path side by side so the decision is yours, backed by numbers instead of a guess.

6 Months +

Execute

Your plan is in motion. Equity decisions, tax moves, healthcare coverage, and the income strategy for life after the paycheck are all working together. We coordinate the moving parts so the exit happens on your terms, not the calendar's.

What to Expect

From Corporate Paycheck to Life After, on a Timeline That Works

We know you're ready to plan the exit, not just think about it. Here's what progress looks like at every stage.

30 Days

Getting Clear

We complete your discovery process and pull together every piece of your corporate package: equity grants, vesting schedules, deferred comp, benefits, retirement accounts, and the income picture on both sides of the exit. You'll leave the first month with a clear view of what you're working with.

90 Days

Strategic Planning

We model the scenarios. Leaving this year versus next. Exercising options early versus waiting. Healthcare bridges, Roth conversions, charitable strategies, tax-bracket sequencing. You'll see the after-tax outcome of each path side by side so the decision is yours, backed by numbers instead of a guess.

6 Months +

Execute

Your plan is in motion. Equity decisions, tax moves, healthcare coverage, and the income strategy for life after the paycheck are all working together. We coordinate the moving parts so the exit happens on your terms, not the calendar's.

What to Expect

From Corporate Paycheck to Life After, on a Timeline That Works

We know you're ready to plan the exit, not just think about it. Here's what progress looks like at every stage.

30 Days

Getting Clear

We complete your discovery process and pull together every piece of your corporate package: equity grants, vesting schedules, deferred comp, benefits, retirement accounts, and the income picture on both sides of the exit. You'll leave the first month with a clear view of what you're working with.

90 Days

Strategic Planning

We model the scenarios. Leaving this year versus next. Exercising options early versus waiting. Healthcare bridges, Roth conversions, charitable strategies, tax-bracket sequencing. You'll see the after-tax outcome of each path side by side so the decision is yours, backed by numbers instead of a guess.

6 Months +

Execute

Your plan is in motion. Equity decisions, tax moves, healthcare coverage, and the income strategy for life after the paycheck are all working together. We coordinate the moving parts so the exit happens on your terms, not the calendar's.

Inside the Engagement

What's Included in Your Corporate Exit Plan

01
Equity Strategy

A full review of your RSUs, stock options, ESPP shares, and any deferred comp tied to your employer. We map out vesting dates, expiration windows, and the tax treatment of each piece so you know exactly what to exercise, hold, or sell before you walk out the door.

02
Tax Planning for the Exit Year

The year you leave often looks nothing like the years before it. We model bracket management, Roth conversion windows, charitable bunching, and the timing of equity events so the final paycheck and everything after it stay tax-efficient.

03
Healthcare Bridge

If you're leaving before Medicare eligibility, healthcare is one of the biggest unknowns. We map out COBRA, ACA marketplace options, HSA strategy, and the income planning that keeps premiums and subsidies working in your favor.

04
Income & Cash Flow Plan

The corporate paycheck is going away. We build the replacement: how much to draw, from which accounts, in what order, with tax-smart sequencing across taxable, tax-deferred, and Roth dollars so the new income lasts.

05
Investment Plan

A portfolio built for life after the paycheck, with appropriate risk, liquidity for the first few years of spending, and integration with the rest of your financial picture. Allocation shifts as your timeline and goals do.

06
Ongoing Coordination

We stay involved as the plan executes. Quarterly check-ins, tax estimate updates, equity event coordination, and adjustments when markets, life, or opportunities shift. The plan keeps moving with you.

Inside the Engagement

What's Included in Your Corporate Exit Plan

01
Equity Strategy

A full review of your RSUs, stock options, ESPP shares, and any deferred comp tied to your employer. We map out vesting dates, expiration windows, and the tax treatment of each piece so you know exactly what to exercise, hold, or sell before you walk out the door.

02
Tax Planning for the Exit Year

The year you leave often looks nothing like the years before it. We model bracket management, Roth conversion windows, charitable bunching, and the timing of equity events so the final paycheck and everything after it stay tax-efficient.

03
Healthcare Bridge

If you're leaving before Medicare eligibility, healthcare is one of the biggest unknowns. We map out COBRA, ACA marketplace options, HSA strategy, and the income planning that keeps premiums and subsidies working in your favor.

04
Income & Cash Flow Plan

The corporate paycheck is going away. We build the replacement: how much to draw, from which accounts, in what order, with tax-smart sequencing across taxable, tax-deferred, and Roth dollars so the new income lasts.

05
Investment Plan

A portfolio built for life after the paycheck, with appropriate risk, liquidity for the first few years of spending, and integration with the rest of your financial picture. Allocation shifts as your timeline and goals do.

06
Ongoing Coordination

We stay involved as the plan executes. Quarterly check-ins, tax estimate updates, equity event coordination, and adjustments when markets, life, or opportunities shift. The plan keeps moving with you.

Inside the Engagement

What's Included in Your Corporate Exit Plan

01
Equity Strategy

A full review of your RSUs, stock options, ESPP shares, and any deferred comp tied to your employer. We map out vesting dates, expiration windows, and the tax treatment of each piece so you know exactly what to exercise, hold, or sell before you walk out the door.

02
Tax Planning for the Exit Year

The year you leave often looks nothing like the years before it. We model bracket management, Roth conversion windows, charitable bunching, and the timing of equity events so the final paycheck and everything after it stay tax-efficient.

03
Healthcare Bridge

If you're leaving before Medicare eligibility, healthcare is one of the biggest unknowns. We map out COBRA, ACA marketplace options, HSA strategy, and the income planning that keeps premiums and subsidies working in your favor.

04
Income & Cash Flow Plan

The corporate paycheck is going away. We build the replacement: how much to draw, from which accounts, in what order, with tax-smart sequencing across taxable, tax-deferred, and Roth dollars so the new income lasts.

05
Investment Plan

A portfolio built for life after the paycheck, with appropriate risk, liquidity for the first few years of spending, and integration with the rest of your financial picture. Allocation shifts as your timeline and goals do.

06
Ongoing Coordination

We stay involved as the plan executes. Quarterly check-ins, tax estimate updates, equity event coordination, and adjustments when markets, life, or opportunities shift. The plan keeps moving with you.

Who We Help

Built for Executives and Professionals Ready for What's Next

We work with senior professionals, VPs, directors, and executives who have built real wealth inside a corporate career and are getting close to leaving. Some are retiring early. Some are starting something new. Some just know the current chapter is closing and want the numbers to support whatever comes after.

If that sounds like your situation, let's talk.

What Clients Ask Before They Get Started

What Clients Ask Before They Get Started

When should I start planning my corporate exit?

Earlier than most people think. The best tax moves, equity decisions, and Roth conversion opportunities usually need a runway of one to three years before the exit date. Coming to us six months out still works, but coming to us two years out unlocks options that aren't available later.

What happens to my stock options and RSUs when I leave?

It depends on the grant agreement, but most vested options have a short window to exercise after you leave, often 90 days. Unvested RSUs and options typically forfeit. We map out every grant before the exit so nothing valuable expires by accident.

How do I handle healthcare if I retire before 65?

There are usually three paths: COBRA for short-term coverage, the ACA marketplace with income managed for subsidy eligibility, or coverage through a spouse's plan. The right answer depends on your income strategy and how many years until Medicare. We model all three.

Should I do Roth conversions after I leave?

Often yes, and the exit year or the first few years after can be the best window of your life for conversions. Once the paycheck stops, your taxable income drops, and you can fill the lower brackets with conversions that would have cost much more during peak earning years.

What about deferred compensation?

Deferred comp has its own rules, payout elections, and tax treatment, and the choices you make at distribution time are usually irrevocable. We coordinate the distribution schedule with the rest of your income plan so it doesn't accidentally push you into a higher bracket.

Do you only work with local clients?

No. We work virtually with clients across the U.S. and have deep experience with multi-state tax situations, including the residency planning that often comes up when an exit also means a move.

Your Next Move

Trade the Corporate Chapter for One You Actually Designed

You earned the option to leave. A plan turns that option into a life, with less tax, more clarity, and the confidence that the numbers work.

Your Next Move

Trade the Corporate Chapter for One You Actually Designed

You earned the option to leave. A plan turns that option into a life, with less tax, more clarity, and the confidence that the numbers work.

Your Next Move

Trade the Corporate Chapter for One You Actually Designed

You earned the option to leave. A plan turns that option into a life, with less tax, more clarity, and the confidence that the numbers work.

Reach Strategic Wealth

Based in North Carolina & Connecticut

© 2025 Copyright

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 & Connecticut

© 2025 Copyright

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 & Connecticut

© 2025 Copyright

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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