Gregory Stevenson — Retirement Tax Strategy for Savers Ages 58–67 | Pacific Ridgeway Insurance Solutions
β—† Retirement Tax & Income Strategy

Discover How Savers Ages 58–67 Are Turning 5-Figure Retirement Tax Bills Into Income They Keep for Life

Through a confidential strategy session, we uncover what you're overpaying the IRS β€” and show you how a coordinated withdrawal and Roth conversion strategy repositions it into income that lasts.

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Why This Exists

You Spent Thirty Years Filling The Account.
But Who Did You Fill It For?

01

Your 401(k) Has A Silent Partner

Every dollar in your pre-tax accounts is shared with the IRS β€” you just haven't settled up yet. Much of that could potentially be repositioned into income that works for you instead.

02

Your Low-Tax Window Is Closing

The years between your last paycheck and your first RMD are often the lowest-tax years you will ever have. If that window closed unused, how much more would the IRS collect for the rest of your life?

03

Nearly Everything Is Taxable Later

If almost all of your savings is taxable at withdrawal, you have no tax diversification. A coordinated strategy adds a tax-advantaged bucket that you control.

The best strategies decide when you payβ€”instead of letting the IRS decide for you.

What You Can Achieve

A Plan Designed
Around You β€”
Not The IRS Default

Here's what a properly sequenced retirement tax strategy can do for a saver approaching retirement.

Withdrawals In The Right Order

Draw from taxable, tax-deferred, and tax-free accounts in a deliberate sequence β€” so the same lifestyle costs you less in tax every single year.

Roth Conversions, Properly Sized

Use your low-tax window to move pre-tax dollars into tax-free ones β€” converting only as much as your bracket allows, year by year.

Medicare & Social Security Coordinated

Keep income under the IRMAA surcharge thresholds and manage how much of your Social Security becomes taxable β€” instead of tripping them by accident.

RMDs That Don't Ambush You

Shrink the pre-tax balance before required minimum distributions begin β€” so your seventies aren't spent paying for your fifties.

$44K Average Annual Tax Savings Identified

What clients typically discover once someone reviews their returns as a diagnosticβ€”not just a compliance document.*

30 Min Time to Surface Your Top 3 Moves

The scorecard and forensic review are designed to surface your highest-impact opportunities fastβ€”before this year's conversion window closes.

$500K+ Pre-Tax Balance Where This Matters Most

The planning gap grows with your pre-tax balance. Savers ages 58–67 with large 401(k) and IRA balances have the most to recover.

The Core Distinction

The Default Schedule vs. A Plan Built For You

The Default Withdrawal Path

Built By Default

  • RMDs force out income whether you need it or not
  • Your low-tax conversion window closes unused
  • Nearly everything is taxable at withdrawal
  • Social Security gets taxed by accident
  • Medicare premiums jump a bracket you never saw coming
vs
Coordinated Retirement Tax Strategy

Built Around You

  • Withdrawals sequenced across all three tax buckets
  • Roth conversions sized to fill your low-tax window
  • Pre-tax balance reduced before RMDs ever begin
  • IRMAA and Social Security thresholds managed on purpose
  • You decide when you pay β€” not the IRS

You don't need to save more. You need a strategy that decides when you pay β€” sequenced across your accounts, sized to your low-tax window, and designed to keep more of what you already built.

Is This Right For You?

Who This Analysis Is Built For

Savers Ages 58–67

You're close enough to retirement that the decisions are real, and early enough that the low-tax window is still open β€” the years where sequencing and conversions do the most work.

Meaningful Pre-Tax Balances

Savers whose 401(k) and IRA balances are large enough that RMDs will push them into a higher bracket than they ever paid while working.

Recently Retired, Not Yet 73

Income has dropped but RMDs haven't started. This is the narrowest and most valuable planning window most retirees will ever get β€” and the easiest one to miss.

Couples Planning Together

Two Social Security start dates, two RMD schedules, and a survivor who will one day file single. Coordinating them on purpose is worth real money.

Not The Right Fit If

You're still more than a decade from retirement, your savings are already almost entirely in Roth or taxable accounts, or you already have a coordinated withdrawal and conversion strategy in writing. Every situation is different β€” that's why we start with a confidential strategy session.

The Free Analysis

What You Get When You
Submit Your Information

This isn't a generic checklist. It's a personalized forensic review of your tax situationβ€”built around how your accounts are structured, where you live, and what's actually been filed.

Primary Offer
Tax Elimination Scorecard + Specialist Review

A 30-minute Tax Elimination Scorecard surfaces where savers approaching retirement typically overpayβ€”based on how your accounts are structured. You finish with a ranked "Top 3 Moves" list and a scheduled session with a tax strategy specialist who conducts a forensic analysis of your returns to identify missed credits, unclaimed strategies, and recoverable tax dollars.

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  • Tax Elimination Scorecard
    Ranked Top 3 highest-impact moves based on your account mix and retirement timeline
  • State-Specific Decision Map
    Planning opportunities specific to your stateβ€”not generic national advice
  • Quarterly Tax Playbook
    Highest-leverage checkpoints before each quarterly estimate payment
  • Liquidity Event Planner
    90/60/30-day checklist for Roth conversions, pension lump sums, RMDs, real estate sales
  • CPA Proactivity Test + Agenda
    Ready-to-send email revealing whether your CPA is planning or just filing
How It Works
1

Submit Your Information

Fill out the short form with your account and income profile

2

Schedule Your Review

Book your 30-minute forensic review with a specialist

3

Receive Your Scorecard

Get your personalized Tax Elimination Scorecard and resource kit

4

Leave With A Plan

Walk away with ranked, implementable next steps

What You Unlock

Before & During Your Advisor Session

Here's exactly what happens when you submit your information β€” what you receive immediately and what your advisor walks you through during your session.

Before Your Meeting
You Receive Immediately

Tax Elimination Score Card

Complete the short questionnaire and instantly see your Tax Elimination Score β€” a personalized assessment that identifies where you are most likely overpaying and surfaces your Top 3 highest-impact planning opportunities. This becomes the agenda for your advisor session.

Unlocked During Your Advisor Session
Resource 01

State-Specific Decision Map

A planning map reflecting real opportunities and traps specific to your state β€” so you're not relying on generic national advice that ignores where you live and how you're paid.

Resource 02

Quarterly Tax Playbook

The highest-leverage checkpoints to review before each quarterly payment β€” covering income timing, estimated payments, and documentation habits that keep strategies defensible.

Resource 03

Liquidity Event Planner

A 90/60/30-day decision checklist for Roth conversions, pension lump sums, RMDs, and real estate sales β€” so you know exactly what to do before a taxable event, not after.

Resource 04

CPA Proactivity Test

A ready-to-use email, meeting agenda, and question set that quickly reveals whether your current CPA is running proactive strategy β€” or only filing forms.

Included

Forensic Return Review

Your advisor reviews your actual returns like a diagnostic β€” identifying missed credits, unclaimed strategies, and coordination gaps that are costing you money right now.

Walk Away With

A Clear Next Steps Plan

You leave the session with a ranked, prioritized action list β€” specific moves to make before your next filing deadline, not vague ideas you have to figure out on your own.

Take The First Step

Identify Your Tax Elimination Numbers

Share your current situation with us and we'll give you a score along with a personalized number showing your potential savings β€” based on our clients' history and your specific circumstances.

  • Tax Elimination Scorecard + Top 3 Moves
  • State-Specific Decision Map
  • Quarterly Tax Playbook
  • Forensic review session with a specialist

Your answers and results are 100% secure and confidential. We will never sell, share, or distribute your information to any third party. Your data is used solely to generate your personalized tax opportunity results.

Meet Gregory Stevenson

The Strategist Behind Your Plan

Gregory Stevenson

Gregory Stevenson

Retirement Tax Strategist · Pacific Ridgeway Insurance Solutions

Gregory Stevenson is a retirement tax strategist with Pacific Ridgeway Insurance Solutions who helps savers and pre-retirees ages 58–67 turn oversized retirement tax bills into income they actually keep. He works in the narrow window between the last paycheck and the first required distribution, using a structured review process to align how you withdraw, how you convert, and how you're taxed into one written blueprint. Clients pursue him for clear recommendations, transparent tradeoffs, and execution-focused planning built around them.

Common Questions

Frequently Asked Questions

Most clients do. A CPA's job is to file accurately and keep you compliantβ€”not to engineer a year-round tax elimination strategy. This review looks specifically at what proactive planning has been missed, regardless of who's currently filing for you.

Every strategy we surface is legal, documented, and defensible. We focus exclusively on strategies retirees and pre-retirees are legally entitled toβ€”most of which are simply never implemented because nobody's job is to bring them up proactively.

A Pacific Ridgeway tax strategy specialist reviews your actual tax situationβ€”income sources, account types, Social Security timing, Medicare exposure, and retirement accountsβ€”and walks through exactly where the gaps are and what the highest-impact moves would be before your next deadline.

It means we look at your return the way a diagnostician wouldβ€”not to verify it's correct, but to identify what's missing. Missed elections, unclaimed credits, structural inefficiencies, and coordination gaps between your advisors. Things that are legal to fix but require someone actively looking for them.

The Tax Elimination Scorecard, resource kit, and initial specialist review are provided at no cost. Our business is built on long-term client relationships where coordinated tax strategy creates ongoing valueβ€”not one-time engagements.

A specialist will reach out within 1 business day to confirm your information and schedule your review session. Spots are limited each week, so earlier submission typically means faster scheduling.

One Step Away

Discover What May Be
Missing From Your Tax Strategy

If you're 58 to 67 with a meaningful 401(k) or IRA balance and feel like you're paying more than necessaryβ€”this review may uncover $15k to $75k in savings you didn't know were there.

Request My Strategy Session

Limited forensic review spots available each week