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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39: From “Bad with Money” to Intentional Saving and Spending with Jamila Souffrant

39: From “Bad with Money” to Intentional Saving and Spending with Jamila Souffrant

Jamila Souffrant grew up watching her mom struggle to provide for her. She decided early on that she wanted to be a millionaire, her solution to not having enough was to simply make a lot of money. Sh...

24 Syys 20181h 9min

38: Getting Serious About Paying Off Debt with Phillip Taylor from PT Money

38: Getting Serious About Paying Off Debt with Phillip Taylor from PT Money

Phillip Taylor studied to be a CPA in college, just like his dad. He graduated with some debt and decided to add to it by buying a house. In order to afford his new house, he didn’t max out his 401k—h...

17 Syys 20181h 13min

37: Paying Off Student Loan Debt with a Median Income and Two Kids in Northern California with Kyle Renke

37: Paying Off Student Loan Debt with a Median Income and Two Kids in Northern California with Kyle Renke

Kyle Renke graduated from college and hopped right on the American dream bandwagon. He started off with a starter house, added a couple of kids and moved onto a bigger, better house—one that he could ...

10 Syys 20181h 1min

36: From Childhood Poverty to Financial Freedom by Age 32 with Jillian Johnsrud

36: From Childhood Poverty to Financial Freedom by Age 32 with Jillian Johnsrud

Jillian Johnsrud grew up lacking the privileges that many of us take for granted. Jillian Johnsrud grew up poor, with an abusive step father and a mother unable to leave due to lack of funds. She eman...

3 Syys 20181h 23min

35: Hacking Your Life to Live for (Almost) Free with Craig Curelop

35: Hacking Your Life to Live for (Almost) Free with Craig Curelop

Graduating from college, Craig Curelop had amassed an impressive $25,000 savings account - AND $85,000 in student loan debt. Conventional advice is to pay off your student loans BEFORE investing. In t...

27 Elo 20181h 8min

34: The Low-Stress, Surprisingly Simple Way to Pursue Financial Freedom with Andy Hill

34: The Low-Stress, Surprisingly Simple Way to Pursue Financial Freedom with Andy Hill

On today's show we discuss the highest-probability way that a family can move toward financial independence—without stress and worry—while enjoying incremental freedoms along the way. We’ll also talk ...

20 Elo 20181h 5min

33: From Debt to Financial Freedom While Active Duty Military with Stuart Grazier

33: From Debt to Financial Freedom While Active Duty Military with Stuart Grazier

Stuart Grazier joined the military and immediately went into debt. A chance encounter with Dave Ramsey’s Financial Peace University showed him how to manage his finances, and he returned from his stin...

13 Elo 20181h 4min

32: Financial Freedom Through Small Life Changes and a Modest Real Estate Portfolio

32: Financial Freedom Through Small Life Changes and a Modest Real Estate Portfolio

Today we sit down with Mr. and Mrs. Planting our Pennies, or Mr. and Mrs. PoP for short. Mr. PoP never wanted to be anchored to an inflexible job. Mrs. PoP never wanted to be financially insecure. A r...

6 Elo 20181h 10min

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