Live and Invest Overseas
  • HOME
  • COUNTRIES
    • TOP DESTINATIONS
      • PANAMA
      • PORTUGAL
      • MEXICO
      • FRANCE
      • GREECE
      • SPAIN
      • BELIZE
      • THAILAND
      • COLOMBIA
      • MONTENEGRO
      • THE DOMINICAN REPUBLIC
      • ITALY
      • ARGENTINA
    • RANKING & GUIDES
      • THE 12 BEST PLACES TO RETIRE OVERSEAS IN 2026
      • CHEAPEST REAL ESTATE
      • BEST PLACES TO RETIRE IN LATIN AMERICA
      • THE BEST PLACES TO RETIRE IN EUROPE
      • BEST HEALTH CARE OVERSEAS
      • BEST COST OF LIVING OVERSEAS
      • QUICKEST AND AFFORDABLE RESIDENCY OPTIONS
      • COUNTRIES WITH EASIEST GUN LAWS
      • BEST ENGLISH SPEAKING COUNTRIES TO RETIRE OVERSEAS
      • SAFEST PLACES TO RETIRE OVERSEAS
    • BUDGETS
      • CHEAP
        • HUA HIN, THAILAND
        • CRETE, GREECE
        • MENDOZA, ARGENTINA
      • AFFORDABLE
        • TARRAGONA, SPAIN
        • SANTA FAMILIA, BELIZE
        • GASCONY, FRANCE
        • SARDINIA, ITALY
        • KOTOR, MONTENEGRO
        • LAS TERRENAS, THE DOMINICAN REPUBLIC
        • BOQUETE, PANAMA
      • JET-SET
        • THE ALGARVE, PORTUGAL
        • PUERTO VALLARTA, MEXICO
  • REAL ESTATE
    • LATEST POSTS
    • THE OVERSEAS PROPERTY ALERT
    • BUYING REAL ESTATE FOR CASHFLOW
  • CONFERENCES
    • UPCOMING EVENTS
      • IN PERSON EVENTS
      • VIRTUAL EVENTS
        • 2026 LIVE AND INVEST IN MEXICO ONLINE WORKSHOP
        • 2026 LIVE AND INVEST IN FRANCE VIRTUAL CONFERENCE
        • 2026 OFFSHORE WEALTH VIRTUAL SUMMIT
        • 2026 LIVE AND INVEST IN COLOMBIA ONLINE WORKSHOP
    • CONTACT OUR EVENTS TEAM
  • RESOURCES
    • GLOBAL LIVING
      • LIVING & RETIRING OVERSEAS
      • RAISING A FAMILY ABROAD
      • FOREIGN RESIDENCY & CITIZENSHIP
      • OFFSHORE & DIVERSIFICATION
    • MAKING MONEY
      • INTERNATIONAL REAL ESTATE
      • BANKING
      • EMPLOYMENT
      • INVESTING
  • STORE
    • SERVICES
      • THE OVERSEAS LIVING LETTER
      • THE SIMON LETTER
      • GLOBAL PROPERTY ADVISOR
      • EUROPE UNCOVERED
      • THE PANAMA LETTER
    • REPORTS
      • EUROPE HAVEN REPORTS
      • OVERSEAS HAVEN REPORTS
      • PANAMA SPECIAL REPORTS
    • LAHARDAN BOOKS
  • MY LIBRARY
Live and Invest Overseas
  • HOME
  • COUNTRIES
    • TOP DESTINATIONS
      • PANAMA
      • PORTUGAL
      • MEXICO
      • FRANCE
      • GREECE
      • SPAIN
      • BELIZE
      • THAILAND
      • COLOMBIA
      • MONTENEGRO
      • THE DOMINICAN REPUBLIC
      • ITALY
      • ARGENTINA
    • RANKING & GUIDES
      • THE 12 BEST PLACES TO RETIRE OVERSEAS IN 2026
      • CHEAPEST REAL ESTATE
      • BEST PLACES TO RETIRE IN LATIN AMERICA
      • THE BEST PLACES TO RETIRE IN EUROPE
      • BEST HEALTH CARE OVERSEAS
      • BEST COST OF LIVING OVERSEAS
      • QUICKEST AND AFFORDABLE RESIDENCY OPTIONS
      • COUNTRIES WITH EASIEST GUN LAWS
      • BEST ENGLISH SPEAKING COUNTRIES TO RETIRE OVERSEAS
      • SAFEST PLACES TO RETIRE OVERSEAS
    • BUDGETS
      • CHEAP
        • HUA HIN, THAILAND
        • CRETE, GREECE
        • MENDOZA, ARGENTINA
      • AFFORDABLE
        • TARRAGONA, SPAIN
        • SANTA FAMILIA, BELIZE
        • GASCONY, FRANCE
        • SARDINIA, ITALY
        • KOTOR, MONTENEGRO
        • LAS TERRENAS, THE DOMINICAN REPUBLIC
        • BOQUETE, PANAMA
      • JET-SET
        • THE ALGARVE, PORTUGAL
        • PUERTO VALLARTA, MEXICO
  • REAL ESTATE
    • LATEST POSTS
    • THE OVERSEAS PROPERTY ALERT
    • BUYING REAL ESTATE FOR CASHFLOW
  • CONFERENCES
    • UPCOMING EVENTS
      • IN PERSON EVENTS
      • VIRTUAL EVENTS
        • 2026 LIVE AND INVEST IN MEXICO ONLINE WORKSHOP
        • 2026 LIVE AND INVEST IN FRANCE VIRTUAL CONFERENCE
        • 2026 OFFSHORE WEALTH VIRTUAL SUMMIT
        • 2026 LIVE AND INVEST IN COLOMBIA ONLINE WORKSHOP
    • CONTACT OUR EVENTS TEAM
  • RESOURCES
    • GLOBAL LIVING
      • LIVING & RETIRING OVERSEAS
      • RAISING A FAMILY ABROAD
      • FOREIGN RESIDENCY & CITIZENSHIP
      • OFFSHORE & DIVERSIFICATION
    • MAKING MONEY
      • INTERNATIONAL REAL ESTATE
      • BANKING
      • EMPLOYMENT
      • INVESTING
  • STORE
    • SERVICES
      • THE OVERSEAS LIVING LETTER
      • THE SIMON LETTER
      • GLOBAL PROPERTY ADVISOR
      • EUROPE UNCOVERED
      • THE PANAMA LETTER
    • REPORTS
      • EUROPE HAVEN REPORTS
      • OVERSEAS HAVEN REPORTS
      • PANAMA SPECIAL REPORTS
    • LAHARDAN BOOKS
  • MY LIBRARY
Live and Invest Overseas
Property Opportunities Under $100K →
7 Cashflow Invests From $8,680

Your Roadmap To Wealth And Diversification

Live and Invest Free Report

Enter your email to get your FREE guide instantly!

🔒 We respect your privacy. Unsubscribe anytime.

  • Property opportunities starting from under $10,000
  • Beachfront, rental, and land investments overseas
  • Potential income and appreciation opportunities
  • Discover markets before the crowd finds them
Home Investing

The Real Estate Investment Risks That Shouldn’t Stop You

When Buying Before Renting Is Worth The Risk

by Lief Simon
May 26, 2023
in Investing, Real Estate
Google Add us as a preferred source on Google NO AI POLICY NO AI
Share:
Facebook X
Scenic View of Medellin, Colombia skyline with mountains in the background

Adobe Stock/Kenyatta Russell

I recently returned to Paris for a couple weeks of meetings. One meeting was with friends who have lived in Paris about as long as Kathleen and I have had our apartment… 20 years or so.

We bought our apartment when we moved to Paris. We didn’t know how long we were going to live there, but we did know we wouldn’t mind having an apartment in the city long-term. Plus, we had kids and wanted to make a home for them.

Our friends moved around the same time and rented. They didn’t have kids when they moved, but they had two while living in Paris.

Still, they continued to rent… partially because they didn’t know how long they would stay in Paris, and partially because they found a nice place with a low rent and over time the landlord didn’t increase the rent much.

Eventually, they were forced to move because the landlord passed away and the son who inherited the apartment wanted to move in. They decided once again to rent rather than buy even though they’d been living in Paris for 15 years by that time, had two kids in school, and had no intention of moving… at least until the kids were both in university which was still years away.

It’s not that they couldn’t afford to buy, but a mortgage would have cost more per month if they bought an apartment the same value as they were renting.

Therefore, renting seemed to be the safe move still.

I understand the thinking.

When Kathleen and I moved to Panama, we rented in Panama City. Kathleen wanted to buy an apartment, but we needed at least three bedrooms with the kids—one in university and one at home. However, in our case, we already owned an apartment in Panama City.

It was a one-bedroom apartment that didn’t suit us at the time, but works perfectly now that both kids are on their own.

Renting in Panama City made sense to us like it makes sense to our friends in Paris.

However, 20 years later, our apartment in Paris is paid for. They are still paying monthly for their housing.

Real Estate And Weallth

Owning real estate builds wealth. Renting can give you more flexibility… in the short-term.

Our friends wanted flexibility when they moved to Paris.

They saw buying an apartment as a risk. What if they decided to move in a year, two, five. Real estate transaction costs in France are around 6%. They didn’t want to risk that expense.

They didn’t want to risk the property market going down if they had to sell if they moved.

They didn’t want to risk their lifestyle short-term paying more for a mortgage than they were in rent.

The risks they perceived kept them from owning property.

That’s left them with a larger stock portfolio, but paying rent for the rest of their lives… because they don’t want to risk selling stocks to buy a place today.

We may have had less flexibility in the short-term, but we now have much more freedom… as well as potential income if we want to rent the apartment… which we did for years while living full-time in Panama.

Get Your Free Real Estate Report Today!
Simply enter your email address below and we'll send you our FREE REPORT – The World's Cheapest Real Estate Investments In 2025 Revealed
We Value Your Privacy! We will not share your email address with anyone else, period.

However, not everyone thinks renting their property is worth it.

Another friend from Ireland owns an apartment in Paris that they use for vacation trips to the city.

Over the years the amount of time they use it in any given year has varied, but it’s never more than a few weeks here and a few weeks there.

I’ve suggested many times over the years that they find a property manager and rent their apartment out short-term when they aren’t using it.

The apartment is perfect as a short-term rental. It’s a modern apartment with basic furniture (because they don’t use it much, they didn’t want to spend too much on fancy furniture) in a reasonably rentable neighborhood although not in the prime locations many people look for when renting a vacation place in Paris.

The main reason they give for not wanting to rent the place out: taxes. Taxes are a part of real estate investment risk no matter the place you choose to live.

Yes, that’s right, they don’t want to rent the place because they’d have to pay taxes in France on the rental income. The asset is sitting there not doing anything… actually being an expense, but rather than make some money renting it, they’d rather make no money because of the taxes.

To be fair, it’s more about the administration of having to file and pay taxes in France than the taxes themselves.

They see the administrative hassle of dealing with a short-term rental not worth the effort. They see the administration of a rental property a risk to their lifestyle. It would take time to manage even a property manager who would deal with everything in Paris from finding renters to repairing things to filing their taxes.

Since they don’t need the money, it’s an easy decision for them. They just want to come to Paris when they have time to come to Paris. They don’t want to deal with renters… and possibly having to schedule their trips to Paris around an occupied apartment.

I can’t be too hard on my Irish friends because we own an apartment that I should either rent or sell. It’s in Medellín.

The original idea was to renovate the apartment and set it up as a short-term rental that we’d use ourselves once in a while… like our Irish friends do with their Paris apartment.

Kathleen and I aren’t worried about administration or paying taxes in Colombia on rental income.

The reason we don’t rent our apartment in Medellín is because it’s too nice to be a short-term rental—both the apartment itself and the furnishings.

We did rent the apartment out for a brief time, but when we went for a trip to Medellín and saw that the previous renter had badly scratched our custom wood countertop in the kitchen. T

he decision was made for us… No more renters.

Real Estate Investment Risks Shouldn’t Stop You 

As one rental manager I had in Argentina said, you can’t charge a damage fee for each scratch renters make in a table… so buy a glass top. If they break the glass top, you can charge them for that.

We weren’t going to put glass on the kitchen counter. And I was worried about some idiot sitting down on our leather couches with a pen in his back pocket and puncturing the cushion (it’s happened before).

At this point, Kathleen and I make it to Medellín maybe once a year for a week. The common-sense thing to do would be to sell the apartment and invest in something else.

The problem is we love the apartment, love how it is furnished, and use it to store some art and collectibles that we don’t want to get rid of.

Unlike our friends’ decisions to not own or not rent based on their lifestyle risk, our decision is based on the risk to the apartment if we rented it. And our decision to not sell it is an emotional one.

Neither of which sit well with me as an investor… but here I am a dozen years later still owning an apartment in Medellín that doesn’t generate any cash flow.

Fortunately, it has gone up in value in U.S. dollar terms.

Risk comes in all shapes and forms. Don’t let risks you make up in your head keep you from building your wealth with real estate.

Stay diversified,

Lief Simon signature
Lief Simon
Editor, Simon Letter

Lief Simon

Lief Simon

Lief Simon has lived and worked in 7 countries on 5 continents and traveled to more than 75 countries. His real estate investment career began with a $5,000 down payment on a three-flat building in Chicago. Less than three years later, Lief sold the building for a leveraged return of 3,000%—$150,000 in profit after closing costs and commissions.

From there, he turned his attention overseas and has bought property in 24 countries including France, Croatia, Portugal, Ireland, Belize, Spain, Argentina, Cyprus, Romania, and beyond. Thanks to his decades-long career as a global property investor, Lief has built a multi-million-dollar portfolio that includes rental properties, significant land holdings, and 7 personal residences.

Lief has established residency in 3 countries and acquired a second passport from Ireland.

In 2008 Lief and wife Kathleen Peddicord made the most important investment of their lives—a 215-acre oceanside finca, known as Los Islotes. There, on Panama’s largely undiscovered Veraguas coast, they’ve installed underground electricity, water, and internet and built a forever family home that sits at the heart of their ultimate vision: a gold standard private residential community for those in search of a true safe haven escape.

Lief’s latest book, “Cowboy Millionaire—The New American Pioneer,” collects all the wisdom he has learned in three decades of living and investing outside America.

He offers advice on international diversification in his twice-weekly Offshore Living Letter and monthly Simon Letter dispatches. For real estate investment opportunities, check out his monthly Global Property Advisor service.

If you’d like to meet Lief in person, join him for one of our upcoming in-country conferences. You’ll find further details here.

Get Your Free Real Estate Report Today!
Simply enter your email address below and we'll send you our FREE REPORT – The World's Cheapest Real Estate Investments In 2026 Revealed

We Value Your Privacy! We will not share your email address with anyone else, period.
Our Expertise Unlocks The World

quick links

  • Best Places To Live
  • Best Places To Retire
  • Finding A Job Overseas
  • Real Estate

LIOS Resources

  • New To LIOS
  • Ask An Expert
  • Media Center
  • Contact Us
  • FAQs
Sign up for our free daily e-letter, Overseas Opportunity Letter, and get your FREE REPORT: The 12 Best Places To Retire Overseas In 2026

We Value Your Privacy! We will not share your email address with anyone else, period.

As seen in

US Logos
© 2025 – Live and Invest Overseas™ – All Rights Reserved.
About Us / Contact Us / Privacy Policy / Terms / Unsubscribe
Facebook-f X-twitter Youtube Linkedin-in Instagram
HOME

Top Countries

  • Spain
  • Portugal
  • Panama
  • Belize
  • Colombia
  • Cyprus
  • Mexico
  • France
  • Montenegro

Best For:

  • Health Care Abroad
  • Retirement Living
  • Cost Of Living
  • Investing in Real Estate
  • Establishing Residency
  • Gun Ownership
  • English Speakers
  • Safety
BROWSE ALL COUNTRIES

Budgets

How Much Will It Cost
To Live Overseas?

Super Cheap

  • Chitré, Panama
  • Santa Marta, Colombia
  • Phuket, Thailand
  • Dumaguete, The Philippines

Cheap

  • Medellin, Colombia
  • Boquete, Panama
  • Kyrenia, Cyprus
  • Hua Hin, Thailand
  • The Algarve, Portugal

Affordable

  • Valencia, Spain
  • Cascais, Portugal
  • Las Terrenas, The DR
  • Pisa, Italy
  • La Rochelle, France
  • Mazatlán, Mexico

Luxury

  • Ambergris Caye, Belize
  • Kotor, Montenegro
  • The Panama City Beaches
  • Paris, France

Resources

Global Living

  • Living & Retiring Overseas
  • Raising A Family Abroad
  • Foreign Residency & Citizenship
  • Offshore & Diversification

Making Money

  • International Real Estate
  • Banking
  • Employment
  • Investing
Meet Our Experts

Real Estate

Overseas Property Alert 

 

How To Become Independently Wealthy And Fund The Lifestyle Of Your Dreams

VISIT SITE

Buying Real Estate For Cashflow

 

Discover tips and strategies used by global property investing veterans

READ MORE

Explore Our Latest Posts

 

Learn how to invest and purchase property abroad…

EXPLORE

Conferences

2026 Live And Invest In Mexico Online Workshop

Online Aug. 22, 2026
Learn More About This Event

2026 Live And Invest In France Conference

Online Sept. 25-26, 2026
Learn More About This Event

2026 Offshore Wealth Summit

Online Oct. 14, 2026
Learn More About This Event
MORE EVENTS

Contact Our Events Team:

Toll-Free U.S. and Canada:
1 (888) 627 8834

From Outside North America:
1 (443) 599 1221

Working Hours
Monday – Friday 08:00 am – 17:00 pm EST.

Reach us with your questions by email at: events@liveandinvestoverseas.com

Store

Overseas Havens Reports

  • Expats' comprehensive destination guides

Conference Kits

  • Hours of coverage  from our latests conferences

Lahardan Books

  • Titles on living and investing around the world

Services

  • Overseas Living Letter: Affordable Retirement Guidance
  • The Simon Letter: Wealth Protection Insights
  • Global Property Advisor: Global Investment Opportunitites
VISIT OUR STORE

Free Report

FREE Report

The 12 Best Places to Retire Overseas in 2026

Simply sign up for our FREE daily Overseas Opportunity Letter, and we’ll immediately email you our editors’ latest research report… absolutely FREE

We Value Your Privacy! We will not share your email address with anyone else, period.

LIBRARY

Follow Us:

© 2008 - Live and Invest Overseas - All Rights Reserved.

Book Cover
User

From the desk of Kathleen Peddicord
Founding Publisher, Live and Invest Overseas

The 12 Best Places to
Retire Overseas in 2026
Live better overseas—for less than you think.
Inside Your Free Report:
  • Where expats are already thriving around the world
  • Destinations with strong healthcare, infrastructure, and lifestyle
  • Climate, culture, and daily life in each location
  • Real-world monthly budgets—from ~$1,400 to ~$3,000
Enter your email to get instant access to your report.
You’ll also receive our free daily Overseas Opportunity Letter.
100% FreeNo obligations
Unsubscribe AnytimeOne-click unsubscribe
Privacy ProtectedYour info is never shared
Where Can You Live Well Overseas on Less Than $1,500 a Month?...
See The 12 Places →
RETIRE OVERSEAS AND LIVE LIKE ROYALTY
Sign up for FREE to learn how. Plus, check out our FREE report on THE 12 BEST PLACES TO RETIRE

We Value Your Privacy! We will not share your email address with anyone else, period.