279: Digital Nomad-ing and Answering All Your FIRE Healthcare Questions w/Amy & Tim from GoWithLess

279: Digital Nomad-ing and Answering All Your FIRE Healthcare Questions w/Amy & Tim from GoWithLess

Health insurance for early retirement? Is that even a thing? If it is, it doesn’t seem self-evident in the United States. For most early retirees within the USA, you have a couple of options for healthcare—make a low enough income to qualify for government-subsidized healthcare or pay an exorbitant amount of money to either buy healthcare upfront or pay out of pocket any time you get sick. But, that’s not a terribly safe way to live, especially when you’re working with a (relatively) fixed income. Throughout their world travels, Amy and Tim from GoWithLess have had to learn this the hard way. They were originally insured on a healthshare plan but found it far riskier than they would have liked. Now, as they travel throughout the United States, Mexico, and the world, they’re making sure they’ve covered all bases so a random surgery or two doesn’t force them back into the working world. Early retirement health insurance is one of the biggest reasons that financial independence-chasers stay at their jobs, so if you’re itching to get your post-work-life travel on, listen to this whole episode. In it, Amy and Tim drop gems about finding health (and auto) insurance when retiring early (or abroad). They also discuss the best questions to ask a healthcare provider or broker, what to look for in a healthcare plan, and how to save money with digital nomad insurance. In This Episode We Cover How Amy and Tim’s post-pandemic travel plans unraveled in 2020 and 2021 House-sitting, dog-sitting, and other ways to creatively lower your travel costs “Quick traveling” and the time/mental energy it takes to be a full-time nomad Roth conversions and using resident-specific tax benefits to convert more The top questions to ask a healthcare broker when choosing health insurance Car insurance as a retiree and how to pay less to be more protected And So Much More! Learn more about your ad choices. Visit megaphone.fm/adchoices

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15: The Pillars of FI, Pt. 2: Designing the Life You Want with Brad Barrett and Jonathan Mendonsa from Choose FI

15: The Pillars of FI, Pt. 2: Designing the Life You Want with Brad Barrett and Jonathan Mendonsa from Choose FI

This is the last half of the epic interview with Brad and Jonathan from Choose FI. Continuing where we left off from last week, we finish up the Pillars of FI conversation, including beginner level to...

9 Huhti 201849min

14: The Pillars of FI: Designing the Life You Want with Brad Barrett and Jonathan Mendonsa from Choose FI

14: The Pillars of FI: Designing the Life You Want with Brad Barrett and Jonathan Mendonsa from Choose FI

On today’s epic show, we speak with Brad Barrett and Jonathan Mendonsa from Choose FI. Brad and Jonathan share their pillars of financial independence — the 10 things you need to do in order to achiev...

2 Huhti 20181h 1min

13: Achieving FI Before 40 Despite Breaking Every Financial "Rule" with Tanja from Our Next Life

13: Achieving FI Before 40 Despite Breaking Every Financial "Rule" with Tanja from Our Next Life

Tanja reached financial independence (FI) and retired from her full-time, high-stress job at age 38—despite not being a natural saver, having purchased two brand-new cars in the past, and not maxing o...

26 Maalis 201849min

12: How to Become an “Overnight” Success in 10 Short Years with David Greene

12: How to Become an “Overnight” Success in 10 Short Years with David Greene

While David Greene is a long-time real estate investor, best-selling author, and one of the top real estate agents in California today, his career started in the most unlikely of places—as a busboy at...

19 Maalis 20181h 2min

11: Financial Freedom in Less Than Five Years with Joel from FI 180

11: Financial Freedom in Less Than Five Years with Joel from FI 180

Joel and his wife were barreling down the wrong financial path - saving nothing and spending more than $100,000 every year. A freak car accident literally changed the direction of their lives by causi...

12 Maalis 20181h 14min

10: Designing a Frugal But Luxurious FI Life by Age 32 with Liz Thames

10: Designing a Frugal But Luxurious FI Life by Age 32 with Liz Thames

In March, 2014, Liz and her husband made the conscious decision to stop their big city, big spending lifestyle, and adopt a frugal mindset in order to realize their new goal of moving out of the hustl...

5 Maalis 20181h 6min

9: Financial Independence at Age 30 (by House Hacking + Side Hustles) with Drew from Guy On Fire

9: Financial Independence at Age 30 (by House Hacking + Side Hustles) with Drew from Guy On Fire

What would happen if someone had early financial independence in mind right out the gate, upon graduating college? Imagine the amount of money that person could stockpile... Today’s guest had exactly ...

26 Helmi 201856min

8: From Financially Perfect to Rock Bottom (and back again) with Tiffany “The Budgetnista” Aliche

8: From Financially Perfect to Rock Bottom (and back again) with Tiffany “The Budgetnista” Aliche

Tiffany Aliche grew up talking about money. Her dad was an accountant,  her mother actively  engaged the children in grocery  shopping and other areas of finance. She was a teacher at a private school...

19 Helmi 201855min

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