Work With the Plant the Flag System — Find Your Path Forward
Work with me

Every retirement journey starts with a single step.

You don't need to move your money. You don't need to make a big commitment. You simply need clarity. Start with a $17 assessment, go deeper on the question that worries you most, or sit down with me directly. Learn at your own pace, without pressure.

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The Plant the Flag Retirement Assessment

The smartest $17 you may ever spend on your retirement.

The Plant the Flag Retirement Assessment
$17 · Start here

The Plant the Flag Retirement Assessment

$17

If you've ever wondered whether you're taking more risk than you should, what happens if the market drops before you retire, whether taxes could reduce more of your income than you realize, or if there's a better way to protect what you've built, this assessment was created for you. In about 10 minutes you'll receive a personalized retirement snapshot, not a generic calculator result.

  • Whether you're carrying more market risk than you realize
  • Opportunities to better protect retirement assets
  • Potential tax concerns that could affect future income
  • Legacy planning considerations for your family
  • A snapshot you can review with your spouse or bring to a Strategy Session

Best for: people who want a quick, affordable way to understand their retirement picture before making any major decision.

Get the Assessment →
Go deeper · Your family

The Legacy & Inheritance Deep-Dive

See exactly what your spouse and children would inherit today, and where the gaps are.

The Legacy & Inheritance Deep-Dive
$197 · Family & legacy

The Legacy & Inheritance Deep-Dive

$197

If the Family Inheritance Map hit a nerve, this is the next step. It goes well beyond the one-page map, showing you in plain English what your family would actually inherit today, and where the common gaps hide. Many people discover that a typical pension can cut a surviving spouse down to a fraction and leave the kids nothing, and that a better structure exists.

  • What your spouse and children would actually receive today
  • Why a typical pension election can shrink a survivor's income so sharply
  • The inheritance gaps most families never see coming
  • Why a better structure exists, explained without jargon

What it won't do is tell you which fix is right for your family. That plan gets built together, in a complimentary Strategy Session.

Best for: people with real retirement savings who aren't ready to make a move yet, but worry about what their family would keep. Guarantee: 30 days, no questions asked. Educational illustration only, not estate-planning advice.

Get the Legacy Deep-Dive →
Go deeper · Taxes

The Retirement Tax Deep-Dive

Understand where retirement taxes hit, and the levers that exist.

The Retirement Tax Deep-Dive
$297 · Taxes

The Retirement Tax Deep-Dive

$297

Many people sense their tax bill is going to jump in retirement, but can't see where or why. This deep-dive shows you where retirement taxes actually show up, especially once Required Minimum Distributions begin at age 73, and walks through the general strategies people use to keep more of what they've saved.

  • Where taxes show up in your retirement income
  • What happens when Required Minimum Distributions start at 73
  • The general strategies people use to reduce lifetime retirement taxes
  • The questions to ask before making any tax move

Which levers apply to you, and in what order, is a conversation for a Strategy Session. Here you'll learn the shape of the problem, and that solutions exist.

Best for: people with $250,000+ saved who aren't ready yet and are focused on taxes. Guarantee: 30 days. Tax-strategy education only, not tax advice; nothing is prepared or filed.

Get the Tax Deep-Dive →
Go deeper · The process

The Retirement Transition Blueprint

Understanding your strategy shouldn't depend on whether you schedule a meeting.

The Retirement Transition Blueprint
$497 · Self-paced

The Retirement Transition Blueprint

$497

A self-paced program that walks you through the retirement transition process step by step, using the same educational philosophy I use with my private clients. For the person who wants to fully understand how retirement protection strategies work before deciding whether they're appropriate. The big win for most people: realizing it's far less work and risk than they assumed.

  • Why retirement planning changes during the final years before retirement
  • How protecting a portion of assets may reduce future risk
  • How retirement income strategies work
  • Tax considerations many retirees overlook
  • How different retirement protection options compare
  • What a rollover actually involves, and what to expect on timing and fees

Includes: self-paced online training, downloadable worksheets, retirement planning resources, and lifetime access. 30-Day Satisfaction Guarantee. Best for: people who prefer to thoroughly educate themselves before deciding.

Get the Blueprint →
Let's build your strategy together

Retirement Strategy Session

Complimentary. No pitch, no obligation, no sales presentation disguised as education.

A complimentary Retirement Strategy Session
Complimentary

A Strategy Session

Free

Once you've completed the Assessment, or gone deeper with one of the programs above, and you've decided you want personalized guidance, this is what the Strategy Session is for. We'll review your retirement picture together and discuss what matters most to your plan.

  • Your retirement income goals
  • Social Security timing considerations
  • Market risk and tax efficiency
  • Retirement income strategies
  • Legacy planning priorities

If I believe a strategy could improve your retirement plan, I'll explain why. If I don't, I'll tell you that too. My goal isn't to sell you a product, it's to help you make an informed decision.

Best for: individuals who want personalized guidance based on their specific financial situation.

Schedule My Strategy Session →
More ways to learn

Standalone systems from the Plant the Flag System

Complete, self-serve programs for specific decisions, beyond the core retirement ladder.

The Social Security Maximizer System
The claiming decision

The Social Security Maximizer System

$797

Claiming age is the biggest irreversible money decision most retirees make, and most people make it blind. See what claiming at 62 vs 67 vs 70 really means with your real numbers: lifetime break-even maps, spousal and survivor benefit strategies (the most-missed money), a filing-day walkthrough, and the 7 claiming mistakes that permanently cut checks. How the claiming choice fits your full tax and income picture is a conversation for a Strategy Session.

Best for: anyone approaching, or planning ahead for, the claiming-age decision. Guarantee: if the analysis doesn't reveal at least one five-figure lifetime difference between your claiming options, full refund. Education and illustration only.

Get the Maximizer →
The Retirement Paycheck System
Within ~5 years of retiring

The Retirement Paycheck System

$1,497

You know how to save. But how do you turn a pile of accounts into a reliable monthly paycheck? This system delivers a written playbook, not a dashboard: a month-by-month income schedule for years 1–5 of retirement, an account-by-account withdrawal-order illustration, a stress test against a 2008-style crash, high inflation, and living to 95, an RMD calendar with reminder dates, and a one-page "markets just dropped" decision card. Includes 12 months of plan re-runs as your numbers change. The validated final plan, and any actual moves, happen with me: this is the map, I'm the guide.

Best for: people within about 5 years of retiring who are unsure how savings becomes monthly income. Guarantee: a complete written month-by-month retirement paycheck plan, or pay nothing.

Get the Paycheck System →
The Solo Summit self-guided system
For do-it-yourselfers

The Solo Summit — Complete Self-Guided System

$1,997

Built for the person who wants to protect their retirement entirely on their own, without an advisor. This is the whole climb, solo: the complete protection framework, deep annuity education, Social Security, taxes, and legacy, plus the step-by-step of how to carry it out yourself, with worksheets. Nothing held back. One honest note: if you have $250,000+ saved and are open to guidance, the complimentary Strategy Session is the better deal, start there.

Best for: committed do-it-yourselfers who don't want to work with an advisor. Guarantee: 30 days. Education only; always consult a licensed professional before acting on anything you learn here.

Get the Solo Summit →
Not sure where to begin?

Which option is right for you?

1

You're just getting started

Start with the Plant the Flag Assessment. Fast, affordable, and it gives you the clarity to decide whether more planning makes sense.

2

You want to understand first

Go deeper on what worries you most: your family's inheritance ($197), retirement taxes ($297), or the full transition process ($497). Each one ends where personalized answers begin — a conversation.

3

You're ready for guidance

Schedule a complimentary Strategy Session. We'll review your situation together and discuss whether planning opportunities exist.

The Clarity Guarantee

Financial education should feel like an investment, not a gamble.

Every Plant the Flag Retirement Assessment is backed by my 14-Day Clarity Guarantee. If you complete the assessment and genuinely don't feel it provided valuable retirement insights worth discussing further, just let us know within 14 days and we'll promptly refund your $17. No forms, no arguments, no pressure. Every deep-dive and system above carries its own guarantee, listed right on its card, and most are a full 30 days.

FAQ

Questions, answered.

Which option should I start with?

For most people, I recommend beginning with the Plant the Flag Retirement Assessment. It's the quickest and most affordable way to better understand your retirement picture before investing additional time or money. From there, the deep-dives let you go further on whichever question matters most to you.

Do I qualify?

The Assessment was designed primarily for individuals between 50 and 65, with approximately $250,000 or more in retirement assets, who are within ten years of retirement or recently retired. The Solo Summit is the exception: it was built for do-it-yourselfers of any asset level who don't plan to work with an advisor.

Will any of these products tell me exactly what to do with my money?

No, and that's by design. Every program on this page educates and illustrates. Recommendations only happen in a conversation with me, licensed, on a call, after we've reviewed your specific situation. Nothing here moves money or replaces personalized advice.

Do I have to move all of my retirement assets?

Absolutely not. In fact, that's contrary to my philosophy. When appropriate, I typically recommend protecting only a portion of retirement assets while allowing the remainder to continue participating in long-term market growth. Every recommendation should fit your goals, not a predetermined formula.

What if I already have a financial advisor?

That's very common. This isn't designed to replace your current advisor, it's a second opinion that can uncover opportunities that may not have been discussed, particularly around retirement income, protecting gains from downturns, reducing taxes, and preserving wealth for your family.

Your retirement deserves more than guesswork.

Every decision you make today has the potential to impact your lifestyle for decades. Take the first step with confidence: start with the Plant the Flag Retirement Assessment and discover whether protecting a portion of what you've built could strengthen your plan.

Start the Plant the Flag Assessment →

Helping people 50 to 65 protect the retirement gains they've already earned.

© Plant the Flag System. All rights reserved. Educational only; not personalized financial, tax, or insurance advice. Plant the Flag is a trademark of the Plant the Flag System.