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The What If Show

The What If Show

By: Thomas Gold Solutions
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What if your next client appointment was your best one yet?

The What If Show is the podcast for financial advisors and financial planners who want to show up to every client meeting with confidence, clarity, and a plan that actually answers the hard questions. Hosted by Brooke Thomas and Steve Goldstein and powered by the team at Thomas Gold Solutions the company behind Retirement Analyzer... each episode explores the strategies, tools, and mindset shifts that help advisors deliver better retirement planning outcomes for their clients.

Because in retirement planning, every client walks in with the same unspoken question: Am I going to be okay? The best advisors don't just answer that question — they answer every "what if" that comes with it.

From debunking retirement planning myths in the Retirement BS segment to deep dives with industry experts, practitioners, and the people behind one of the most advisor-trusted planning platforms in the country, The What If Show gives you the insights and inspiration to become the advisor your clients can't stop referring.

New episodes drop regularly. Subscribe now and start answering the what ifs with confidence.

2026 finservMarketing Podcast Network
Economics Personal Finance
Episodes
  • How Medicare Can Make or Break a Retirement Plan
    Jun 24 2026

    Medicare is one of the most expensive and most misunderstood variables in any retirement plan — and most clients don't see it coming.

    In this episode of The What If Show, Brooke Thomas and Steve Goldstein of Thomas Gold Solutions break down exactly why Medicare deserves its own dedicated chapter in every retirement plan you build. They cover the IRMAA surcharge tiers (and how a single dollar over the income threshold can spike a client's premiums), which types of income — including Roth conversions and capital gains — feed into that calculation, why the two-year look-back period creates planning blind spots, and how Medicare cost growth is quietly outpacing Social Security COLA increases in a way most advisors and clients haven't connected yet.

    They also tackle this episode's Retirement BS myth: that Medicare is a fixed, predictable cost you simply check off at age 65. It isn't — and the math Steve walks through at the end of the episode shows just how much is at stake.

    If you'd like the free IRMAA one-pager Thomas Gold has put together for advisors to share with their clients, email info@thomasgold.com.

    Chapters:

    00:00 – Intro: The What If Show

    00:07 – Welcome to Episode 5

    00:53 – Why Medicare Is One of the Biggest Retirement Variables

    01:33 – Healthcare Inflation: 5–7% vs. the 3.2% Average

    03:29 – IRMAA Explained: What It Is and Why It Matters

    05:44 – The IRMAA Tiers: From $202.90 to $689.90 Per Month

    09:24 – The Cliff Tier Trap: $1 Over the Limit Changes Everything

    10:55 – Medicare Parts A, B, C, and D: A Clear Breakdown

    14:21 – Enrollment Timing and Late Penalty Warning

    16:23 – How Retirement Analyzer Automates IRMAA Calculations

    18:40 – What Counts Toward Your MAGI (Roth Conversions, Capital Gains & More)

    19:20 – Why Spreadsheets Fail and Purpose-Built Software Wins

    23:08 – The Quiet Retirement Killer: Medicare Costs vs. Social Security COLAs

    26:12 – Scenario Planning: Why Where You Retire Affects Medicare Costs

    30:14 – 🚨 Retirement BS: "Medicare Is Just a Fixed Cost"

    31:31 – The SSA-44 Form: How to Appeal an IRMAA Determination

    34:17 – The Shocking Math: Nearly $1 Million in Lifetime Medicare Costs

    35:10 – Audience Question + Call to Action

    36:27 – Merch, Sneakers, and Hat Tips for Bald Men

    Show More Show Less
    39 mins
  • Why a Monthly Expense Plan is the Key to a Vibrant Retirement
    Jun 3 2026

    In Episode 4 of The What If Show, host Mike Langford sits down with Thomas Gold Solutions co-founders Brooke Thomas and Steve Goldstein to make the case that a monthly expense plan isn't just a budgeting exercise — it's the cornerstone of every great retirement strategy.

    Fresh off their 86-person Scottsdale Bootcamp, Brooke and Steve explain why "klumping" a client's expenses into one round number — even with a reasonable inflation rate attached — produces a fundamentally less accurate plan than itemizing the components. The difference isn't academic: it can shift a plan outcome by more than a million dollars at age 100. Critically, doing the work often allows clients to spend more in retirement, not less.

    The conversation covers how Retirement Analyzer handles mortgage P&I separately from taxes and insurance, why healthcare inflates at a far faster rate than clothing or life insurance premiums, and how to model the go-go, slow-go, and no-go phases of retirement spending with RA's stairstep expense feature. Brooke recommends advisors explore item-level inflation data from BLS.gov to build inflation assumptions that actually reflect real-world costs — right down to bacon.

    Steve introduces the concept of "fluff" — the gap between a client's net income and their actual tracked expenses — and explains why that number is one of the most powerful leverage points in the entire planning process.

    The episode wraps with the Retirement BS segment, where Brooke and Steve tackle the long-standing rule of thumb that retirees only need 70–80% of their pre-retirement income — and explain why it's a shortcut that can lead well-meaning advisors in the wrong direction.

    Resources & Links:

    • 🎯 Try Retirement Analyzer free for 14 days: RetirementAnalyzer.com
    • 🌐 Thomas Gold Solutions: ThomasGold.com
    • 💼 Thomas Gold on LinkedIn: linkedin.com/company/96812430
    • 💼 Brooke Thomas on LinkedIn: linkedin.com/in/brooke-thomas-91185218
    • 📊 BLS.gov CPI data by item category: bls.gov/cpi
    • 🥓 BLS Average Price data for Bacon: data.bls.gov/timeseries/APU0000FD1101
    • 📍 Nashville Bootcamp — October 6–8, 2025: RetirementAnalyzer.com

    Chapters:

    00:00 - Welcome to The What If Show

    00:45 - Scottsdale Bootcamp Recap

    02:15 - Nashville Bootcamp Announcement (Oct 6–8)

    03:30 - What Advisors Discover at Bootcamp (New: Scenario Track) ← was 04:00

    06:00 - Why a Monthly Expense Plan Changes Everything

    08:00 - Klumping vs. Itemizing: The Million-Dollar Difference

    11:00 - Breaking Down the Key Expense Categories ← was 11:30

    13:00 - Why Each Expense Has Its Own Inflation Rate

    15:00 - How RA Helps Clients Engage With Their Own Plan

    17:00 - Go-Go, Slow-Go & No-Go: Planning for How Retirement Actually Feels

    19:00 - The "Fluff" Factor: Finding Hidden Savings

    21:30 - Personal Inflation & Expenses That Didn't Exist Yet

    23:00 - Using BLS.gov to Build Smarter Inflation Assumptions ← was 23:30

    26:00 - The Real Cost of a Basket of Goods

    29:00 - 🥓 The Bacon Inflation Tangent (You're Welcome)

    32:00 - ⚠️ RETIREMENT BS: The 70-80% Income Rule — Fact or Fiction?

    36:00 - Why Top RA Advisors Make Expense Plans Non-Negotiable ← was 35:30

    36:15 - Audience Question & Closing ← was 36:30

    Show More Show Less
    37 mins
  • How to Show Clients Real Value in the Very First Meeting
    Apr 17 2026

    How fast can a financial advisor show a prospect or client that they are genuinely worth their time and trust?

    In Episode 3 of The What If Show, host Mike Langford sits down with Retirement Analyzer co-founders Brooke Thomas and Steve Goldstein to answer that question with practical, specific strategies advisors can use starting in their very next meeting.

    Brooke and Steve walk through the exact moments that create an immediate “aha” for clients — starting with something as simple as showing a prospect a sample plan before you ever ask them for a single piece of personal data. They dig into the power of the itemized expense plan and why breaking down a clumped monthly spending number can mathematically show a client they can spend more money in retirement and still come out ahead.

    The conversation shifts to one of the most in-demand topics in the RA community: tax planning.

    Steve and Brooke explain how advisors can have high-impact tax conversations with their clients without being a CPA — covering Roth conversions, the cumulative tax chart, the “retirement time bomb” sitting inside large qualified accounts, and why tax risk may be more dangerous than market risk for many clients.

    From there: why becoming an educator instead of a salesperson is both more effective and more compliant, how RA’s archived annual plans make the advisor’s annual review one of the most powerful relationship-building moments in the business, and Steve’s favorite question to ask a client who has a positive monthly cash flow (hint: the room goes silent).

    And in Retirement BS with Brooke and Steve — the segment where conventional retirement wisdom gets put to the test — the topic is the 401(k). Specifically: is it always the right move to maximize your contribution? Brooke and Steve break down when the answer is yes, when it is no, and how to use Retirement Analyzer to show your client the actual math.

    Start your free 14-day trial of Retirement Analyzer at RetirementAnalyzer.com.

    Learn more about Thomas Gold Solutions at ThomasGold.com. And if you have a topic you would like Brooke and Steve to tackle on a future Retirement BS segment, drop us a message — we read every one.

    Chapters:

    00:00 Intro — What is The What If Show?

    01:00 The Aha Moment: Showing All the Numbers in One Place

    04:00 The Sample Plan Trick: How to Lower Client Resistance Before You Start

    07:00 The Expense Plan Deep Dive: Why Itemizing Changes Everything

    09:00 The $10K Example: How Itemizing Can Let Clients Spend MORE

    13:00 Tax Planning Without a CPA License

    16:00 Quick Clips & Progressive Taxes: How to Explain It Simply

    17:00 Roth Conversions: The Biggest Tax-Saving Move in RA

    19:00 The Cumulative Tax Chart: Showing Clients Their Tax Pain Points

    22:00 Becoming an Educator, Not a Salesperson

    26:00 Compliance & Confidence: Why RA Is a Track to Run On

    28:00 Annual Reviews & Archived Plans: A Powerful Show of Value

    30:00 Personal Inflation: Why the Budget Conversation Never Gets Old

    32:00 Continuous CE: Educating Advisors AND Their Clients

    36:00 Product as the Launching Pad — Not the Lead

    38:00 The Positive Cash Flow Question That Stops Clients Cold

    39:00 ⚠️ RETIREMENT BS: Should You Always Maximize Your 401(k)?

    43:00 Wrap-Up: What to Take Away and Try This Week

    Show More Show Less
    46 mins
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