Roth Conversions: Why Waiting Is Costing You Millions

14 Apr 2026 · 40 min
40:29

In this podcast episode, host Ben (with co‑host Bob Fraser) interviews CFP® Craig Weir, author of Roth Conversion Secrets, about why high‑net‑worth individuals should aggressively convert traditional tax‑deferred retirement accounts (IRAs, 401(k)s, 403(b)s, etc.) to Roth accounts. Weir argues that the conventional wisdom of deferring taxes breaks down once a client’s tax‑deferred balance exceeds roughly $1 million. He explains how required minimum distributions (RMDs), rising tax brackets, Medicare IRMAA surcharges, and the “widow’s trap” can erode wealth, and why converting sooner—often within a 4‑to‑7‑year window—captures tax savings that can amount to millions over a lifetime. The conversation covers practical tactics: front‑loading taxes on smaller balances, prioritizing high‑growth or high‑volatility assets for conversion, using reduced 401(k) contributions to free cash for conversions, and leveraging in‑plan Roth conversions or solo‑401(k) structures. Weir also describes the proprietary spreadsheet and software his firm uses, and points listeners to a free RMD calculator (rmd.q3adv.com) that models conversion scenarios. Throughout, he stresses that while full, one‑time conversions are rarely optimal, a calibrated, multi‑year strategy aligned with a client’s income, mortality expectations, and charitable goals can preserve wealth for heirs and avoid costly estate tax consequences.

Chapters

More from Bob

youtube.com

This 10 Minute Tax Fix Saved Him $60K

5mo ago
youtube.com

Rich People Wrote Off Cantaloupe Seeds

5mo ago
youtube.com

This Is Why Most Investors Never Recover

5mo ago
youtube.com

He Made $1M and Still Had a Cash Problem

5mo ago
youtube.com

The Rich Pay Their Kids Instead of the IRS

5mo ago
youtube.com

Tax Mistakes Costing Entrepreneurs Thousands

5mo ago
youtube.com

Real Estate Isn’t About Fast Money

5mo ago
youtube.com

The Real Reason Billionaires Buy Real Estate

5mo ago
youtube.com

Why Billionaires Don’t Rely on the Stock Market

5mo ago
youtube.com

Cash Flow Is King

5mo ago
youtube.com

Debt Is Like Fire: Respect It or Get Burned

5mo ago
See all content