With Airbnb prices rising, we loved the idea of investing in a few different small apartments scattered around the world so we would have a virtually free place to stay, and when we were not there we would make money off of sites like Booking and Airbnb.

Stay arms length and nothing to worry about. 

@Cody Lewis one strategy you can try is a discount for longer stays (ie 10% off for 5 nights or more; 15% off 7 nights or more).

You have to pay fees, but you'll have a professional handling issues instead of bleeding money trying to figure it out for yourself, then you have your time free to pursue other things.

Plan on staying married no matter how rocky it gets, work through it, it's worth it. 

Would love to have a reliable person to help free up some of our time to focus on growing the business.

Or I could just buy 2 brrrs/ or dscrs and stay here. 

With 40k cash, a wife that loves your current home, and 2 kids, stay put unless you can find a compelling reason to convince your wife to do another live in flip or live in a 2-4 unit house hack.

I've stayed within this niche moving forward which has helped me to focus and find deals easier due to my familiarity with the niche as a local investor. 

If you want to discuss bookkeeping options further, feel free to reach out!