The Retirement Red Zone: 5 Critical Decisions in the 5 Years Before Retirement episode artwork

EPISODE · Feb 28, 2026 · 51 MIN

The Retirement Red Zone: 5 Critical Decisions in the 5 Years Before Retirement

from ClearPath Retirement Radio · host Stewart Smith

If you're within 5 years of retirement, this episode is essential listening.Stewart Smith (LUTCF®, RICP®) and Mitch Davies cover five critical planning areas in the Retirement Red Zone where portfolio positioning, tax strategy, healthcare, and income decisions intersect.In This Episode:Sequence of Returns Risk — Portfolio protection strategies for market downturnsTax Conversion Window — Roth conversions without triggering IRMAA or SS taxationMedicare & IRMAA Planning — How today's income affects healthcare costs in 2 yearsWithdrawal Strategy — Which accounts to access first and why sequence mattersFirst Five Years — Why early retirement decisions impact 20-30 year sustainabilityMarket Analysis — Current trends and what retirees should watchLong-Term Care — Hybrid alternatives to traditional insuranceTimestamps:0:00 - Welcome & Introduction 0:52 - What is the Retirement Red Zone? 1:46 - The 5 Critical Planning Areas Overview 3:07 - About ClearPath: Veteran-Owned, SC-Based 4:25 - Topic 1: Sequence of Returns Risk 6:30 - How Market Timing Affects Your Retirement 9:15 - Structuring Income for the First 5 Years 12:40 - Topic 2: The Tax Conversion Window 14:20 - Roth Conversion Strategy & Timing 17:45 - South Carolina Tax Advantages 21:30 - Topic 3: Medicare & IRMAA Planning 23:15 - How Income Affects Medicare Premiums 26:00 - The Two-Year Lookback Explained 28:45 - Topic 4: Mitch's Market Minute 30:10 - Current Market Analysis & Volatility 32:40 - Rotation from Tech to Consumer Staples 35:20 - What Retirees Should Watch 37:50 - Topic 5: Retirement Income Structure 39:15 - Withdrawal Order Strategy 41:30 - Which Accounts to Access First 44:10 - Coordinating Social Security with Withdrawals 46:17 - Long-Term Care Planning Considerations 47:24 - Hybrid Products vs. Traditional LTC Insurance Download the Retirement Red Zone Guide: Visit www.clearpathretirement.com to download our free PDF covering these 5 critical planning areas.Ready to build your retirement plan?ClearPath Retirement Planning helps retirees and pre-retirees in the Upstate SC and Columbia areas and Western NC create tax-efficient retirement income strategies. 📍 300 Executive Center Drive, Suite 104 | Greenville, SC 29615 📞 (864) 775-5033Schedule your ClearPath Retirement Review today  www.clearpathretirement.com Subscribe & Connect: YouTube: @ClearPathRetirementPlanning Facebook: https://www.facebook.com/ClearPathRetirement LinkedIn: https://www.linkedin.com/company/clearpathretirementImportant Disclosure:Investment advisory services offered through Alphastar Capital Management, LLC, a SEC-registered investment adviser. SEC registration does not constitute an endorsement of the firm by the SEC nor does it indicate that the adviser has attained a particular level of skill or ability. Fixed insurance products are offered through Clearpath Retirement Planning, LLC and Alphastar Capital Management is not involved in the offer, recommendation, sale or management of commission-based fixed Insurance products. Alphastar Capital Management and Clearpath Retirement...

If you're within 5 years of retirement, this episode is essential listening. Stewart Smith (LUTCF®, RICP®) and Mitch Davies cover five critical planning areas in the Retirement Red Zone where portfolio positioning, tax strategy, healthcare, and income decisions intersect. In This Episode: Sequence of Returns Risk — Portfolio protection strategies for market downturnsTax Conversion Window — Roth conversions without triggering IRMAA or SS taxationMedicare & IRMAA Planning — How today's inco...

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The Retirement Red Zone: 5 Critical Decisions in the 5 Years Before Retirement

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How long is this episode of ClearPath Retirement Radio?

This episode is 51 minutes long.

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This episode was published on February 28, 2026.

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If you're within 5 years of retirement, this episode is essential listening.Stewart Smith (LUTCF®, RICP®) and Mitch Davies cover five critical planning areas in the Retirement Red Zone where portfolio positioning, tax strategy, healthcare, and...

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