Why We Said No To A Potential AirBNB Guest Who Wanted A Six-Week Stay

– Posted in: AirBNB
Yes and No checklist with no checked off

High season for our Guanacaste vacation rentals is mid-December through Easter. We are already getting some reservation requests for the 2019/2020 high season. In fact, we recently received a request to reserve our Condo Reeves for six weeks from late January to early March 2020. However, after much deliberation, we turned it down. Here’s why. We definitely thought long and hard about the request before turning it down because long vacation stays have their advantages: With shorter bookings, you’re more likely to have gaps between bookings that don’t get filled. We have had some success dropping our rate to fill [...]

Buying Real Estate In Costa Rica Is Our FIRE Escape Plan B

– Posted in: FIRE

As we build our FIRE escape plan, health insurance continues to bedevil us. Our health insurance premiums went up several percentage points for 2019, and that was enough to put us over the $3,000 mark for coverage PER MONTH. Health insurance is our single highest line item. It is higher than our monthly housing and car payments combined! If we’re going to feel secure in our FIRE escape plan, we’ll need to solve for the health insurance issue. The problem is that we have no idea what health insurance will look like in the coming years. That health insurance will [...]

Travel 2019 – Can We Fly to Europe for $99?

– Posted in: Travel
close up view of airplane in the sky, from below

I wrote previously about how 2019 is going to be a big travel year for us, after our younger child goes off to college in August. One of our trips is expected to be to Spain, Portugal and France in September and October, and we are starting now to think about an itinerary. Our intent is to 'slow travel' and stay at reasonably priced AirBNB's off the beaten path, so the airfare is really the most expensive part of this kind of travel. With the proliferation of budget airlines (including those serving Europe), and our potential flexibility to travel based [...]

Will A US Recession Hurt Our Real Estate In Costa Rica?

– Posted in: Finance
man staring at a chart with declining numbers

Living in New York City, the financial capital of the world, talk of the markets can easily occur multiple times a day even for the average bystander. I also happen to be a personal finance junkie, used to work in finance and still have friends in the field, so recession watch is at the top of my mind. The recent inversion of the yield curve, where the yield on the 10-year Treasury note fell below the yield on the 3-month T-bill, has further stoked recession fears. This Yahoo! Finance post predicts a stock market decline, though another post on the [...]

Pay For College Or Achieve FIRE

– Posted in: Finance

As we've been writing about on here since the beginning of this website, our youngest daughter goes off to college later this year, and that will be the moment we officially become empty-nesters and can employ our FIRE escape plan. She is now receiving her college decisions, and scholarship / financial aid offers, and so her college price tag is become more clear by the day. Private college costs $300,000 over four years, which assuming the 4% withdrawal rule would make up a portfolio that could throw off $12,000 of income, or $1,000 per month. If you have two kids [...]

Is Costa Rica A Good Place For Purchasing Your Very First Rental Property?

– Posted in: Real Estate
Sign that says "sold", in front of a house

Some of the links in this post are affiliate links. We may receive compensation if you click one of those links and purchase a product. This reader is choosing between a real estate investment in Alabama or Costa Rica: My wife and I (both born and raised in the US) are looking into buying our first rental property. I'm looking at a condo in Gulf Shores, Alabama, but she wants to buy in Costa Rica, since that's where we plan to retire eventually. I'm a little apprehensive since I've never owned real estate, and the thought of my first purchase [...]

Gap Year In Costa Rica

– Posted in: Career
Hand holding a stone at the beach with the words Gap Year on it

With both our youngest daughter and my nephew graduating high school this year, the subject of taking a gap year did come up for discussion. Both kids are going straight to college, but both did express interest in Costa Rica if they had opted to do a gap year. My nephew is interested in marine biology and spent a few weeks in Spain studying Spanish, so Costa Rica would be perfect. Our youngest daughter has studied some Spanish and has an interest in the environment. She does love the beach, and the gentle waves of Playa Tamarindo would be perfect [...]

FIRE Is A Useful Career Planning Tool Whether It Is A Fad, Paradox, Or Here To Stay

– Posted in: FIRE

In a recent post, Mr. Free @ 33 blogged that FIRE is a paradox, pointing out that the people most well-positioned to achieve are the people least likely to need it – Warren Buffett is the example cited. In the post, Mr. Free @ 33 was inspired by Retire By 40, another blogger who had posted that FIRE is a fad due to its anti-establishment appeal which by definition then limits its spread. That Retire By 40 post was inspired by Physician On FIRE, yet another blogger (are you following me down the rabbit hole?), who posited that FIRE is [...]

Back To Work After A Travel Sabbatical — Job Search After Extended Time Away

– Posted in: Career
Man with bag packed

My friend who took almost six months off for a travel sabbatical recently landed a job. He got this offer after two to three months of job searching, and it is at a comparable level to where he left off. Clearly his time away didn’t detract from his career. That said, there is no guarantee that if you take extended time away from your career you can pick up right where you left off. My friend worked hard on his search, frequently scheduling six to seven meetings in a day. He also built a solid network throughout his career, so [...]

To Hold or Sell A Florida Investment Property

– Posted in: Real Estate

While we have sold off real estate before, we have done far more buying than selling (19 purchases, 3 sales). However, we have a rental condo in our Jacksonville Florida portfolio that we are thinking of selling. We have made the mistake before of selling prematurely, and we have good reasons to keep this place. We similarly considered selling our Indianapolis turnkey portfolio recently, but instead opted to hold it and change property managers because with good property management, the Indianapolis set of properties has great cash flow potential. We have a great tenant in place We still have the [...]

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