Dear MarketWatch, I’m a single, 50-year-old bicultural gay man considering an early semi-retirement due to ageism in my profession. I have $3.5 million in taxable investments (including the appreciation of my home) that I’d like to stretch as far as possible. Can you recommend a few U.S. cities that offer a robust medical infrastructure, vibrant cultural activities, warmer climates (no snow, and no humidity), an LGBTQ+-friendly environment and moderate-left demographics?
When I own a home, Airbnb might be an option for side income. And it would be nice to have a place that’s tax-friendly for retirees. A place with welcoming, community-minded and educated locals would be great. I want to feel safe in a new home. Wai Dear Wai, I’m sorry you feel you’re being pushed out of your job. At least you’ve saved well, and that will give you options and, I hope, reduce your stress. I’d still encourage you to consider hanging on, though, while you explore your options. Given your wish list, you are headed for a major city or its suburbs unless you are OK with some compromises. It would be really easy to tick off a few big, expensive cities — such as San Diego and Denver — but I want to give you a broader range of pos …