Social Security, Roth Conversion Tax Strategy, and Identity Theft PSA: Q&A #2514
April 5, 2025

This week’s is a bit of a non-traditional Q&A episode where Jim and Chris address two listener questions on Social Security but then move into Public Service Announcement mode. For the first PSA they discuss a listener email about a potential state-level Roth conversion tax saving strategy. Then, to wrap up the episode, Jim shares a continuation of the payday loan saga from last week. Jim...
Listen NowQualified Dividends, Gifting Strategies, Roth Conversions, and Trust Taxation: Q&A #2510
March 8, 2025

Jim and Chris are joined by Paul Neiffer, CPA to answer listener questions on qualified dividends, gifting strategies, Roth conversions, and trust taxation. (09:00) George wonders if frequent rebalancing in his taxable brokerage account is causing more of his dividends to be classified as unqualified. (21:30) A listener asks for guidance on which accounts to withdraw from when planning a large...
Listen Now60-day Rollover Conversion Strategy: EDU #2448
November 27, 2024

Jim and Chris received an email from a listener asking about completing a Roth conversion using a 60-day rollover. In response, they decided to take a dive deep into the topic, exploring what they call the “60-day rollover conversion” strategy. https://media.blubrry.com/the_retirement_and_ira_show/s3.us-east-1.amazonaws.com/TheRetirementandIRAShow/RAIRA-Show-EDU-Y24E48.mp3 Podcast:...
Listen NowEarnings Test, IRMAA, Survivor Benefits, 529 Plans, and SPIAs: Q&A #2447
November 23, 2024

Jim and Chris sit down to answer listener questions related to Social Security, 529 Plans, and SPIA payments… (6:30) A listener wonders if they will be subject to the Social Security earnings test. (14:30) The guys weigh in on if/how a Roth conversion would impact an IRMAA appeal. (30:30) Chris answers whether there is a time limit to apply for Survivor Benefits. (46:30) George asks...
Listen NowRoth Conversions and RMDs: EDU #2447
November 20, 2024

Jim and Chris sit down for a Discussion edition of the EDU series to talk through some listener questions on RMDs in relation to Roth Conversions (’tis the season!). https://media.blubrry.com/the_retirement_and_ira_show/s3.us-east-1.amazonaws.com/TheRetirementandIRAShow/RAIRA-Show-EDU-Y24E47.mp3 Podcast: Play in new window | Download (Duration: 1:10:18 — 32.2MB) Subscribe:...
Listen Now