961: Friday Q&A: Health Insurance Abroad, Becoming a Pilot, Taxes for a Nanny, Trustee Position, Etc.
Radical Personal Finance
Joshua J. Sheats, MSFS, CFP, CLU, ChFC, CASL, RHU, REBC, CAP
4.2 • 1.9K Ratings
🗓️ 1 September 2023
⏱️ 68 minutes
🧾️ Download transcript
Summary
On today's Q&A show we discuss:
- 00:38 How do I handle my health insurance while abroad?
- 6:04 I want to leave my teaching job and become a pilot. Should I do it?
- 19:28 How do I set up the taxes/wages for a nanny?
- 24:37 Should I accept a trustee position on a special needs trust?
- 28:53 Should I cash out my stock options or keep them?
- 38:29 How do you travel the world with small children?
Enjoy!
- Get access to next week's call: https://patreon.com/radicalpersonalfinance
- Come hang out with me in Panama in January! https://expatmoney.com/radical
Transcript
Click on a timestamp to play from that location
| 0:00.0 | When you can't quite get the angle, take hands-free selfies with the Samsung Galaxy Z Flip 5, |
| 0:05.2 | stand it up, step back, and your photos are also synced to your Chromebook, ready to edit. |
| 0:10.8 | The new Samsung Galaxy Z Flip 5 and Chromebook, available on Vodafone. |
| 0:15.8 | Welcome to Radical Personal Finance, a show dedicated to providing you with the knowledge, |
| 0:18.5 | skills, insight, and encouragement you need a little rich. Meaningful life now while building |
| 0:22.8 | a plan for financial freedom in 10 years or less. My name is Joshua. I am your host today as Friday |
| 0:27.9 | September 1, 2023. And on this Friday, as we do every Friday, in which I can arrange the |
| 0:33.5 | appropriate technology, we do live Q&A. If you would like to gain access to one of these live Q&A |
| 0:37.5 | shows, go to patreon.com slash radical personal finance, patreon.com slash radical personal finance, |
| 0:42.8 | that will gain access for you to one of these live shows. We begin with Mike and Minnesota. |
| 0:47.0 | Mike, welcome to the show. How can I serve you today? |
| 0:48.8 | Hey, Joshua. You and I actually last spoke on April of 2022, and I was asking you about a plan |
| 0:58.6 | for spending five months abroad with my wife, who's from South Africa. Awesome. So we've made |
| 1:04.8 | that our goal. I got a remote job and my wife tailored her business to the opportunity. So |
| 1:11.9 | we'll actually be bringing two flights of wedding photographers from the US to a Safari |
| 1:17.8 | Lodge for high-end niche wedding content. So I'm proud of her for planning this and putting it |
| 1:23.9 | together. And I'm happy that we're making this goal a reality. We'll leave in November. |
| 1:29.9 | But that brings me to my question. I never thought about health insurance while we're abroad. We've |
| 1:37.5 | been over there at most for a month's stay at a time. And so I've always been insured through |
| 1:44.8 | my workplace. You know, high deductible insurance. We're not at the doctors often. But should I be |
| 1:50.7 | considering health insurance while we're abroad? While you abroad, are you abroad simply as a tourist |
| 1:56.5 | living on a tourist visa? Or did you set up any kind of residential visa for where you are living? |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Joshua J. Sheats, MSFS, CFP, CLU, ChFC, CASL, RHU, REBC, CAP, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Joshua J. Sheats, MSFS, CFP, CLU, ChFC, CASL, RHU, REBC, CAP and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.