Retirement Bound: The Best and Worst Cities to Settle Down

Retirement is looming for many Gen-Xers in the coming years, and choosing the right location has never been more important. There are many places where retirement might seem attractive, though certain cities may best be left alone.

1. Victoria, British Columbia

This story involves a move over the northern border: Victoria, British Columbia, in Canada. While lakes and mountains seemed like the perfect retirement solution, one Canadian retiree (let’s call him Paul) had a retirement nightmare when his aging mother in Edmonton fell sick. Paul couldn’t afford the living costs and commuting back to his hometown every week, so he had to give up his dream.

2. Detroit, Michigan

The Detroit Free Press ran a story in 2018 about a woman named Barbara Yokum, who retired in 2012 after 38 years as a Detroit Public Library technical assistant. Sadly for Barbara, her city filed for Chapter 9 bankruptcy in 2013, meaning she was suddenly stumping up $940 for her monthly health care bill, thanks to Obamacare’s sudden hikes. Even worse, Detroit City’s “Clawback” bankruptcy reorganization measures meant she was ordered to pay $45,000 back to the state after being overpaid through a city retirement savings plan.

3. Buenos Aires, Argentina

While Argentina’s capital is nicknamed “the Paris of South America,” its economic factors may overshadow the attraction of life in a sunny foreign city. Argentina has been an unstable economy since the ‘30s when a military junta took power. Moreover, one must be careful when transferring funds; buying property can be complicated. Buenos Aires should be avoided unless a retiree has family or good friends in the city.

4. Chester, Pennsylvania

This city outside Philadelphia has fallen on hard times of late, with its falling population at half its former peak in the mid-20th century. Retiring in Chester comes with the added doom of ongoing bankruptcy proceedings, which started in 2022 after the police pension scheme ran into trouble after decades of neglected intervention.

5. Manila, Philippines

Another story concerns a retiree (Ned) who had lived with his Filipina wife in the U.S. for ten years, so he thought it fair when he retired in the suburbs of Manila. Although he loved his wife and the Filipino people, he struggled to adapt to its climate and customs, and for a guy who grew up in the safe confines of an American town, a city full of pollution, noise, and creative timekeeping methods was not what he had imagined.

6. Stockton, California

Online financial analysts, WalletHub, studied retirement benefits across 182 American cities, using 45 metrics totaling 100 points. These markers were in subcategories such as activities, affordability, Health Care, and Quality of Life. The lowest-ranked place was Stockton, California, which sat bottom overall; this complements its Forbes 2020 ranking for the worst city to find a job.

7. Phuket, Thailand

While Thailand remains an attractive retirement destination for many expats, some can get stung by the locals. A British surveyor (let’s call him John) chose Thailand for his retirement. Settling in Phuket, he met a local woman whom he married and soon had children. After investing in property and a business, John put the property in his company or his wife’s name, though he kept his voting rights. However, his wife secretly signed the properties out of the business before conspiring with a local lawyer to remove him from the business agreement and steal them all. Sadly for John, he spent even more money suing his ex-wife, who found herself in prison.

8. Las Vegas, Nevada

It may seem like a dream place to retire with its sparkling casinos, sunshine, and dollar signs, but retiring in Las Vegas seems like a bad idea. Las Vegas should remain a weekend escape unless you love sweltering summers, hordes of selfie-stick-holding tourists, and limited public transportation in your latter years.

9. Panama City, Panama

There is much to like about Panama, though living there differs from visiting for a relaxing beach holiday. Some people who retired in Panama say several things may ruin one’s enjoyment, depending on the person. The weather can be oppressive, which is unsurprising for a tropical country; moreover, bureaucratic issues, public littering, and a slow approach to life might not be ideal for certain pensioners. However, Panama City can be the perfect place for more adventurous types to see out one’s twilight.

10. San Diego, California

Axios reports that San Diego has fallen into the no-go zone for retirees due to the city’s rising housing costs. Although “America’s finest city” appeals to the active types, the living costs are 43% higher than the national average. With a median home price near the $900,000 mark, those with meager resources would be advised to avoid San Diego.

Featured Image Credit: Shutterstock / Matt Gush.

The content of this article is for informational purposes only and does not constitute or replace professional advice.

The images used are for illustrative purposes only and may not represent the actual people or places mentioned in the article.

For transparency, this content was partly developed with AI assistance and carefully curated by an experienced editor to be informative and ensure accuracy.

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