Ray Godleski

Executive Retirement Compass: Financial Planning to Maximize Your Wealth and Reduce Taxes

Education EN ↓ 64 episodes

You’ve done everything right - but how confident are you that retirement won’t expose a blind spot you didn’t see coming? If you’re an executive planning to retire in the next 3 years, this episode is for you. I want you walking into retirement with clarity, confidence, and no fear that you’ve missed a move you should have made. Listen to gain: • Clarity on which retirement decisions actually matter in the final 36 months—and which ones don’t • Insight into the costly moves executives commonly miss right before retirement (and how to avoid them) • A framework to retire with confidence, not sec...

Author

Ray Godleski

Category

Education

Latest episode

Jul 7, 2026

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Episodes

Ep39 | Think Paying Your Kids Is a Tax Loophole? Here’s the Truth 07.04.2026

Webinar for Tax Strategies For Families. Sign up now! https://us06web.zoom.us/webinar/register/WN_wDXD9LKHRIC9PZJ6lPiANA Are you a business owner paying more taxes than you should? What if your kids could actually help reduce your tax bill? In this episode of Executive Retirement Compass , we uncover one of the most overlooked tax strategies for entrepreneurs: legally paying your kids through your...

Ep38 | The $30,000 Roth Loophole Hidden Inside Your 401(k) 03.04.2026

Are you leaving $30,000 a year in tax-free retirement money on the table without even realizing it? If you’re a high-income W2 executive, you’ve probably been told you make too much for a Roth IRA and that maxing your 401(k) is “enough.” But there’s a hidden opportunity inside many 401(k) plans that most people—and even advisors—completely overlook. In this episode, you’ll discover how to legally...

Ep37 | How Oil Prices, War & Markets Collide—And What Investors Need To Know 31.03.2026

Are rising oil prices and global conflict about to derail your portfolio—or is this just another short-term shock? When headlines about war dominate the news cycle, it’s easy to assume the worst for markets and the economy. But the real story is more nuanced. In this episode, we break down how oil prices, geopolitical conflict, and market reactions are connected—and what actually matters for long-...

Ep36 | The Final 5 Steps That Turn a Retirement Plan Into a Reliable Income Strategy 24.03.2026

Are hidden taxes quietly eating away at your retirement income? Most people focus on growing their portfolio—but overlook the strategies that actually determine how much money they keep. Without proper retirement planning , taxes in retirement can significantly reduce your retirement income , even if your investments perform well. In this episode, you’ll learn how to finish your retirement roadmap...

Ep35 | How to Go From “Can I Retire?” to “I’m Ready” With One Planning System 17.03.2026

Embrace a retirement plan that sings to your tune. Start your RISA® today and step confidently into a future that's as unique as you are! Take your RISA test now. What if retirement planning had nothing to do with picking investments first? Many people assume the key to retirement success is choosing the right portfolio. But real retirement planning starts somewhere very different—your lifestyle,...

Ep34 | How Small Retirement Decisions Turn Into Big Regrets Just 5 Years Later 10.03.2026

Did you know 55% of recent retirees regret their retirement strategy? Are you at risk of joining them? Reference: https://www.planadviser.com/more-than-half-of-recent-retirees-report-regrets-over-how-they-saved-for-retirement/ Embrace a retirement plan that sings to your tune. Start your RISA® today and step confidently into a future that's as unique as you are! Take your RISA test now. Many peopl...

Ep33 | Does Your Long-Term Care Plan Rely on Medicare? Here’s the Financial Reality 03.03.2026

Find senior living, assisted living, memory care and nursing homes near you: https://www.seniorlivingnearme.org/ Are you unknowingly betting your family’s financial future on Medicare to cover long-term care? Most executives assume Medicare will step in when care is needed — but it only covers short-term rehabilitation, not ongoing custodial care. That misunderstanding alone has financially surpri...

Ep32 | Why “We’ve Handled It” Is the Most Dangerous Phrase in Estate Planning 24.02.2026

Download our Estate Planning Organizer: Estate Planning Organizer.pdf https://drive.google.com/file/d/1VxweFZLnsA5HruiWjsK_zEwTHARD1Wtq/view?usp=drive_link Are you prepared for a business leadership transition… but completely unprepared for what happens if your parents face a health crisis? Most professionals apply disciplined succession planning at work — yet avoid estate planning conversations w...

Ep31 | How to Build a Resilient Retirement Plan Without Sacrificing Control or Guarantees 17.02.2026

Embrace a retirement plan that sings to your tune. Start your RISA® today and step confidently into a future that's as unique as you are! Take the RISA quiz now! https://www.southeastwealthpartners.com/risa-quiz/ Are you unknowingly sabotaging your retirement income plan because it doesn’t match how you’re wired emotionally? Most retirees focus on picking the “best” investments — but the real risk...

Ep30 | Nearing Retirement: Should You Change Your Investment Strategy Now? 10.02.2026

Embrace a retirement plan that sings to your tune. Start your RISA® today and step confidently into a future that's as unique as you are! Take the RISA quiz now! https://www.southeastwealthpartners.com/risa-quiz/ Are you within a few years of retirement and wondering if your investment strategy still makes sense? If you’ve spent decades focused on accumulation, the shift toward retirement can feel...

Ep29 | How One Simple Social Security Decision Could Add Hundreds to Your Monthly Retirement Income 03.02.2026

Did you know that if you’re divorced, you might still be entitled to Social Security benefits based on your ex-spouse’s record—even if you’re remarried after 60? Many retirees unknowingly leave money on the table because they aren’t aware of the rules around ex-spouse benefits. Whether you’re deciding when to file, balancing early income with long-term strategy, or managing complex retirement plan...

Ep28 | Why Your Retirement Accounts Might Be Costing You Taxes — And How to Fix It 27.01.2026

Are your retirement accounts working as hard as you do, or could taxes quietly be holding you back? Many executives contribute aggressively to retirement accounts but fail to allocate strategically across pre-tax, Roth, and taxable accounts. The result? Missed opportunities, reduced flexibility, and potentially higher taxes in the future. In this episode, Ray Godleski breaks down how the right tax...

Ep27 | The Real Story Behind IRA Fraud: What Happens After an Unauthorized IRA Withdrawal 20.01.2026

Are you prepared for what actually happens after an unauthorized IRA withdrawal—or are you assuming your custodian will fix it? Most investors believe IRA fraud is rare, reversible, and fully covered by the custodian. But once an unauthorized IRA withdrawal occurs, reality sets in fast—especially when taxes, documentation, and custodian responsibility collide. In this episode, we walk through what...

Ep26 | The Uncomfortable Truth About Custodian Responsibility (When Retirement Account Fraud Starts With an Unauthorized Withdrawal) 15.01.2026

Ever wonder what happens if money disappears from your IRA — and the IRS still expects their cut? Most people believe market volatility is the biggest threat to their retirement, but this episode exposes a far more unsettling reality: retirement account fraud caused by an unauthorized withdrawal can happen quietly, and the consequences don’t stop with the missing money. When this occurs, questions...

Ep25 | How “Waiting It Out” Can Wreck Your Retirement Tax Plan (And What To Do Instead) 06.01.2026

Are You Banking on Lower Taxes in Retirement? You Might Be in for a Shock. Most executives believe that retirement means a drop in income—and taxes. But the truth is, without a clear tax strategy, you could find yourself paying more in retirement than you did while working. In this episode, Ray Godleski breaks down the hidden tax traps that catch many retirees off guard—and what you can do to avoi...

Ep24 | Why Waiting for the ‘Perfect Time’ to Invest Could Destroy Your Returns with Phil Blancato 30.12.2025

Summary In this episode of Financially Fluent, the host and guest discuss various aspects of financial fluency, including market outlooks, investment strategies, the impact of AI on finance, and the importance of financial wellness. The conversation covers the current state of the market, potential corrections, and the evolving landscape of investments, including alternative options and the role o...

Ep23 | Why RMDs Could Cost You More Than Taxes (Unless You Plan Ahead) 17.12.2025

Required Minimum Distributions (RMDs) are mandatory—but the penalties, taxes, and financial stress don’t have to be.  In this episode, Ray Godleski breaks down: When your first RMD is actually due (and how to avoid doubling up) How inherited IRA rules changed under the SECURE Act What to do if you miss an RMD —and how to fix it fast Why QCDs (Qualified Charitable Distributions) can reduce both tax...

Ep22 | Why Your Financial Plan Needs a Mental Health Line Item 02.12.2025

Do you really know how the holidays are impacting the people around you—or even yourself? In this powerful episode of Financially Fluent , Ray sits down with Rachel Joy Baribeau , founder of I'm Changing the Narrative , to have a raw and real conversation about mental health, isolation, depression, and the hidden pain that many people carry—especially during the holiday season. Whether you’re a hi...

Ep21 | 6 Costly Back Office Mistakes Small Business Owners Make (And How to Fix Them Fast) 19.11.2025

Still writing checks or trusting your cousin to handle your books? That might be killing your business without you even knowing it.  In this episode of Financially Fluent , Ray welcomes Matt Tate , CEO of Decimal, who shares hard-earned insights from building one of the country’s fastest-growing AI-driven accounting firms. From avoiding outdated bookkeeping practices to preparing for a smooth busi...

Ep20 | Why Military Retirement Planning Beats Most Corporate 401(k) Strategies—Here's Why 05.11.2025

How a Retired Air Force General Built a Purposeful Life & Pension-Backed Retirement In this special Veterans Day bonus episode of Financially Fluent , host Ray Godleski sits down with his uncle, Lt. General Sid Clarke (Ret.) , to talk about the true value of military pensions , leadership lessons from a 34-year Air Force career, and how veterans—and civilians—can plan for a more secure retirem...

Ep19 | The Harsh Truth About Insurance Claims: Why Calling That 800 Number First Can Cost You 21.10.2025

Are you unknowingly putting your home, car—or entire financial future—at risk with the wrong insurance moves? Whether it’s an aging roof, a teen driver, or just navigating rising insurance premiums, most people are making insurance decisions based on myths, outdated advice, or rushed choices. In this episode, Ray sits down with insurance expert Alex Knapp to demystify what your policies actually c...

Ep.18 | Blockchain, Trade Finance, and the $3 Trillion Opportunity You Haven’t Heard Of 09.10.2025

You may never have heard of trade finance—but it's quietly powering the global economy. And increasingly, investors are turning to it as a private market strategy that offers short-term, collateral-backed returns.  In this episode, Ray sits down with Andreas Schweitzer, CEO of Arjan Capital and author of Trade Works , to demystify trade finance. With over 25 years in banking and private debt, Andr...

Ep17 | How to Use Permanent Life Insurance for Retirement, Long-Term Care, and Tax Efficiency 23.09.2025

Is your life insurance plan built to support you while you're alive—or only after you're gone? This episode breaks down the myths, mistakes, and modern strategies surrounding life insurance in honor of Life Insurance Awareness Month.  Most people think life insurance is just about covering final expenses or income replacement. But the reality is, with modern riders and permanent policy options, it...

Ep16 | Are You Really Diversified? How Overlapping ETFs Could Be Hurting You 02.09.2025

Think all ETFs are passive, low-risk, and interchangeable? Think again. In this episode, Ray sits down with Mike Yeager of PACER ETFs to demystify ETFs, mutual funds, and individual stocks—and help you understand where each fits in your long-term plan. As ETFs continue to explode in popularity, many investors (and even some professionals) don’t fully understand their structure, tax treatment, or w...

Ep15 | 7 Legal Mistakes Small Business Owners Make When Starting Up—and How to Avoid Them 19.08.2025

Do you really know if your LLC or partnership is set up to protect you? Most business owners think they’re covered—until something goes wrong. In this episode, you'll hear what many get wrong from day one, and what legal fireproofing your business actually looks like. From choosing the wrong entity type to skipping trademark protection or forgetting to fund your buy-sell agreement, there are costl...

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