Snagged a dream place in Puerto Vallarta or Mykonos… and now the IRS is at the door? Today we’re joined by expat tax expert Michelle Miele (Director of Paperwork) to decode how U.S. taxes work when you retire abroad. We cover Social Security, IRA/401(k)/Roth distributions, self-employment/online business income, countries with and without U.S. tax treaties, foreign tax credits, and common traps (like selling your U.S. home after you change tax residency). Three real-world scenarios—Mexico, Portugal, and Thailand—show you how this plays out.

Key Takeaways:

• Filing ≠ owing. You’ll likely file in the U.S. even after moving, but credits/treaties can prevent double tax.
• Order matters: generally file where you live first, then the U.S., and use foreign tax credits to offset.
• Roth alert: some countries tax Roth distributions; plan timing and residency to protect withdrawals.
• Entity traps: your LLC/S-corp may be treated as a corporation abroad; confirm local treatment before you move.
• Real estate timing: if selling a U.S. primary home, sell while still a U.S. tax resident to preserve exclusions.
• Benefits trade-off: higher taxes in some countries may be offset by much lower healthcare and living costs.

• Ep 614 — Top 5 Cities for Gay Retirement in Taiwan
• Ep 610 — Best LGBTQ+ Retirement Cities in Greece
• Ep 607 — The $6,000 “Boomer Bonus” Deduction Strategies
• Ep 599 — Affordable Gay-Friendly Cities in Portugal
• Ep 542 — Gay Expats in Mexico: Pacific Coast Edition

• 00:11 - Navigating Taxes as an Expat Retiree
• 03:51 - Understanding Tax Obligations for Expats
• 11:34 - Tax Implications of Living Abroad
• 14:10 - Tax Obligations for Expats: A Case Study
• 21:25 - Retirement Abroad: Tax Implications
• 28:09 - Planning for Retirement Abroad

Mentioned in this episode:

Get Your Portugal Golden Visa Faster Here!

Want a European passport with access to living in nearly any European country? Just click the link below to find out how.

Get Your Portugal Golden Visa Here!

Get Your Portugal Golden Visa Here!

Thinking of retiring in Asia where gay rights have advanced and everyday life feels modern and livable? On episode 614 we head to Taiwan to explore one of the region’s most unexpected retirement gems for gay men: full same-sex marriage, vibrant queer culture, lower cost of living and global infrastructure.

Hosts John & David walk you through the Top 5 Taiwanese cities for LGBTQ+ retirement, break down cost of living, queer infrastructure, and the trade-offs you’ll need to know.

What you’ll get in this episode:

• Why Taiwan leads Asia for LGBTQ+ acceptance and what that really means for early retirement abroad.
• City-by-city breakdown of the Top 5: from tranquil towns to the heart of queer nightlife.
• Average 2-bedroom rent (USD), how the cost of living compares to the U.S., and our updated Queer Money Retirement Rating for each city.
• The one major missing piece for U.S. expats: no tax treaty with the U.S. (yet) and what that can mean for your retirement plan.
• How to weigh “affordability + queer culture” when choosing abroad instead of “cheap only”.

Takeaways:

• You can find a modern, livable retirement location in Asia with strong queer rights and lower cost of living.
• Affordability is relative: even the “cheapest” Taiwanese cities are still going to cost something — quality housing, good transport, medical care matter.
• Legal equality (same-sex marriage) is a huge baseline win — but other elements (trans/non-binary inclusion, tax issues) still vary.
• Your personal “vibe” matters: Are you after quiet affordability or full queer community energy? Taiwan offers both ends of the spectrum.
• Always check the tax/financial dimension early when you’re planning overseas retirement — no treaty with the U.S. = extra research required.

What to do next:

If you’re ready to map out your path to gay-friendly early retirement abroad — whether Taiwan or elsewhere — grab your free Happy Gay Retirement Calculator today at: https://queermoneypodcast.com/hgrcalc

Join the conversation: comment, share your experience, or send us your questions about retiring abroad as gay men.

Suggested other episodes you’ll love:

• Episode 610 – “Top 5 LGBTQ+ Retirement Cities in Greece”
• Episode 599 – “Affordable Gay Retirement Cities in Portugal”
• Episode 575 – “Understanding Tax Treaties Before You Retire Abroad”
• Episode 542 – “Bold Retirements: Gay Men in Mexico’s Pacific Coast Towns”

Chapters:

00:00 - Intro

02:22 - Taichung

05:16 - Kaohsiung

07:09 - Tainan

09:10 - New Taipei (suburbs of Taipei)

11:23 - Taipei

15:14 - Outro

Mentioned in this episode:

Get Your Portugal Golden Visa Here!

Get Your Portugal Golden Visa Faster Here!

Want a European passport with access to living in nearly any European country? Just click the link below to find out how.

Get Your Portugal Golden Visa Here!

Picture it: retiring fabulously in Portugal with LGBTQ+ protections, world-class healthcare, and the freedom to split time between Europe and the U.S.—without uprooting your life today. In Queer Money® episode 613, we sit down with Pedro Lino, CEO of Optimize Investment Partners, to unpack the Portugal Golden Opportunities Fund—a SEC-registered, PFIC-compliant mutual fund designed to qualify investors for Portugal’s Golden Visa (residency now, citizenship later). We cover why a Golden Visa can be smart “life-hedging” in uncertain times, how the fund works (stocks/bonds, no real estate), what’s changing in Europe, using self-directed IRAs, costs, timelines, and how one investment can include your spouse, kids, and even parents through family reunification.

Whether your dream is six months in Lisbon and six months stateside, a second passport for your kids’ future, or a values-aligned Plan B if U.S. politics keeps fraying your nerves, this episode gives you the details to decide with confidence.

• A Golden Visa is optionality: live/work/travel in the EU now or later—without leaving the U.S. immediately.
• Portugal is consistently LGBTQ+ friendly, with significantly lower healthcare costs and robust protections.
• The current path is via eligible investment funds (no real estate); fund must meet strict criteria (≥60% PT companies, no real estate, long-only, five-year availability).
• Self-directed IRAs can be used; look for SEC-registered and PFIC-compliant structures to keep U.S. tax/reporting clean.
• One qualifying investment can include spouse, kids, and parents via family reunification, creating a multi-generational Plan B.

• 00:00 – Dream setup & why a Plan B now
• 01:22 – What a Golden Visa actually gives you (residency → citizenship)
• 03:18 – You don’t have to move today: optionality for LGBTQ+ families
• 05:02 – Why Portugal for LGBTQ+ safety, community & healthcare
• 07:10 – Real-estate option removed: what changed and why funds remain
• 10:12 – Inside the Golden Opportunities Fund (eligibility rules, asset mix)
• 13:15 – Returns, risk, and diversification vs. buying a single property
• 16:02 – Using self-directed IRAs; SEC & PFIC compliance explained
• 19:04 – Demand, timelines, and potential policy shifts to watch
• 22:31 – Costs, EUR/USD realities & creative ways families reach €500K
• 26:05 – Family reunification: who can be included under one application
• 28:40 – Downturn strategy: dividend-rich Portuguese market & bonds
• 31:12 – What Optimize handles vs. what U.S. custodians/lawyers handle
• 34:20 – Wrap-up & how to send us follow-up questions

Download your free Happy Gay Retirement Calculator

Mentioned in this episode:

Get Your Portugal Golden Visa Faster Here!

Want a European passport with access to living in nearly any European country? Just click the link below to find out how.

Get Your Portugal Golden Visa Here!

Get Your Portugal Golden Visa Here!