The Expat Sage Podcast

For detailed information, visit US-Italy Social Security Totalization Agreement Your retirement plan can get rewritten by a treaty clause you’ve never heard of. If you’ve worked in both the United States and Italy, the U.S.-Italy Social Security Totalization Agreement may decide where you pay payroll taxes, whether you build credits in U.S. Social Security or Italy’s INPS, and why two people doing similar work can end up in completely different systems. We walk through the baseline rule of te...

For detailed information, visit How Portugal Taxes Your Roth IRA (2026). You can spend 30 years building a Roth IRA, follow every IRS rule, and still watch the “tax-free forever” promise fall apart the moment you retire to Portugal. That’s not fearmongering, it’s what happens when a modern retirement account collides with a tax treaty written in 1994, years before the Roth IRA even existed. We walk through the U.S.-Portugal tax treaty problem in plain English, including the missing “exempt i...

The IRS has a weird loophole-like “empty space” that many Americans abroad never touch and it can be worth $37,500 per year in 2026. We walk through the Mega Backdoor Roth 401k, a legal strategy that lets you push money beyond normal IRA limits into Roth status so it can compound tax-free for retirement. If you’ve ever felt like international tax planning is a booby-trapped puzzle box, we slow it down and show you exactly which levers matter. We start with the plain-English mechanics: the di...

For more information, read "How Germany Taxes Your Roth IRA". Germany's 2024 tax law, effective from 2025, targeted foreign retirement accounts — which sounds like the start of a horror story. Instead, it created a strange, legalistic advantage for one account type. We walk through the paradox and translate the alphabet soup into plain English so you can understand what Germany actually does with Roth IRAs when you live there as a US expat or retiree. We start with the foundation...

You’ve got a monster dividend stock sitting inside a traditional 401(k), bought for next to nothing, now throwing off real income. The dream is to move those exact shares into a Roth IRA so the dividends and growth can compound tax-free. The reality is that one wrong step can force a sale, shrink your share count, or create a tax bill you did not plan for. We walk through the nuts and bolts of an in-kind Roth conversion: what “share-for-share” really means, how to confirm your 401(k) plan al...