Buy a property when it feels good is when you are buying your primary home where your kids will grow up and you'll live with your family.

The only other advice that I would give is if your primary motivation is to save on taxes, don't do it.

Most traditional property managers don’t handle this setup due to challenges like managing tenant disputes, coordinating overlapping move-ins/outs, and the risk of Fair Housing violations when selecting tenants.

.: Decided to try to use Obie on a new acquisition because my traditional insurance doesn’t do new policies in California and the insurance agent recommended by my loan officer just wasn’t working fast enough (CA Fair Plan seems to be at fault) to meet our closing calendar. 

So if conventional primary residence rates are that high, par rates on investment properties are generally higher. 

Right now I have a kid in college and my primary income wouldn’t be any help.

Other factors as well of course: DTI, the LTV, primary residence vs investment property, etc.

Short term rental permits are only granted to owners who will be renting their primary residence.

You’d also make all future capital gains at least partially taxable instead of tax exempt by converting your primary to a rental.

These were mostly pot farm loans that traditional lenders wouldn’t touch.