Skip to content
Thomas Clark Advisor
Social SecurityRetirementMedicareBucket PlanningCalculatorBlog
The Blog

Category: Tax-Smart Retirement

Should You Roll Your 401(k) Into an IRA When You Retire?
Retirement & Wealth Planning

Should You Roll Your 401(k) Into an IRA When You Retire?

Rolling your 401(k) into an IRA at retirement is the industry's default move — but it isn't always the right one. Four questions decide whether to…

July 15, 2026 · 9 min read
How Social Security Is Taxed in 2026 (and What Changed)
Retirement Income Coordination

How Social Security Is Taxed in 2026 (and What Changed)

The 2025 law didn't make Social Security tax-free — it added a temporary senior deduction. Here's how benefits are actually taxed in 2026, the tax torpedo…

July 14, 2026 · 9 min read
IRMAA: The Medicare Surcharge Most Retirees Don’t See Coming
Medicare and Healthcare

IRMAA: The Medicare Surcharge Most Retirees Don’t See Coming

Medicare's IRMAA surcharge can raise your Part B and Part D premiums by hundreds a month once income crosses a hidden threshold — and it's decided…

July 12, 2026 · 8 min read
The Survivor’s Penalty: A Retirement Tax Trap to Plan For
Retirement & Wealth Planning

The Survivor’s Penalty: A Retirement Tax Trap to Plan For

When the first spouse dies, the survivor usually files as single — halving the standard deduction and compressing the brackets even as income falls. Here is…

July 8, 2026 · 8 min read
Mid-Year Tax Planning for Retirees: Act Before December
Financial Strategies & Tax Planning

Mid-Year Tax Planning for Retirees: Act Before December

The best retirement tax moves aren't made in April, when the year is already closed - they're made in July. Five mid-year moves (Roth conversions, RMDs,…

July 1, 2026 · 8 min read
Tax-Aware Bucketing: The Right Accounts in Each Bucket
Retirement & Wealth Planning

Tax-Aware Bucketing: The Right Accounts in Each Bucket

Bucket planning tells you how much to hold and when you'll need it, but not which account each bucket should come from. Tax-aware bucketing adds that…

June 25, 2026 · 9 min read
Inherited IRA Rules: How the 10-Year Rule Changes Your Tax Strategy
Tax-Smart Retirement

Inherited IRA Rules: How the 10-Year Rule Changes Your Tax Strategy

Inherited IRA Rules: How the 10-Year Rule Changes Your Tax Strategy Meta Description: The 10-year rule for inherited IRAs creates a hidden tax bomb. Learn smart…

June 18, 2026 · 15 min read
The HSA Triple Tax Advantage: The Most Underused Retirement Account You Already Have
Financial Strategies & Tax Planning

The HSA Triple Tax Advantage: The Most Underused Retirement Account You Already Have

The Health Savings Account is the only retirement vehicle in the federal code that is tax-free on the way in, while it grows, and on the…

June 12, 2026 · 10 min read
Net Unrealized Appreciation: A Hidden Tax Break for Company Stock in Your 401(k)
Tax-Smart Retirement

Net Unrealized Appreciation: A Hidden Tax Break for Company Stock in Your 401(k)

Alt text: A financial advisor reviews a retirement portfolio showing company stock holdings and tax strategy options. Net Unrealized Appreciation: A Hidden Tax Break for Company…

June 11, 2026 · 17 min read
The Roth Conversion Window Between Retirement and Social Security
Retirement & Wealth Planning

The Roth Conversion Window Between Retirement and Social Security

Between your last paycheck and Social Security, your taxable income temporarily collapses — and that's when Roth conversions cost least. Here's how to size and time…

June 10, 2026 · 8 min read
1 2 3 Next ›

The weekly note

Plain-English retirement insight, once a week.

One short, useful email from Thomas — no hype, no spam, unsubscribe anytime.

Thomas Clark Advisor

Plain-English retirement-income education — Social Security, Medicare, taxes, and building a dependable income floor.

hello@thomasclarkadvisor.com
Topics
Social Security Retirement Planning Medicare & Healthcare Tax-Smart Retirement Markets & Investing
Resources
The Social Security book Social Security calculator Free Social Security guide The Just in Case Binder The blog
About
About Thomas Disclosures Privacy policy Terms of service

This site is published by Confluence Media Group LLC, an independent publisher of educational financial content. Thomas Clark is a Series 65 Investment Advisor Representative. The information provided is for educational and informational purposes only and is not personalized financial, tax, or legal advice. Past performance does not guarantee future results. All investing involves risk, including potential loss of principal. Consult a qualified professional before making financial decisions.

Confluence Media Group LLC is a separate entity from Confluence Capital Management, the investment advisory practice through which Thomas Clark provides advisory services. Advisory services are not offered through this publishing platform.

© 2026 Confluence Media Group LLC · thomasclarkadvisor.com