At 65 personally I'd want debt paid down or gone but it's not bad to add some more properties.

I have purchased 3 STRs personally in the last 18 months and have closed on at least 25 for clients in the past 12 months.  

It has a very nice bath tub that is of high importance to us personally.

I'm also looking at properties in Alabama and Indiana, but haven't pulled the trigger yet due to personal complications. 

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Certain things need to be redone for selling vs renting vs personal.

I am by no means a lawyer or CPA so take my advice with a grain of salt....but we personally do flips in one LLC, and rentals in another LLC.

So homes with ADUs sell for more, and the appraisals have followed pricing for four+ years now.I personally know an investment group that targets neighborhoods, mostly in the San Fernando Valley, where comps with ADUs are outperforming non-ADU comps so that they can refinance out the value created by their ADUs.

House-hacking today often has to rely on much greater lifestyle sacrifice than what I personally did 10 years ago, and requires strategies that would make me uncomfortable like rent by the room, or using local laws that allow Short-Term rental only for owner-occupants. 

House hacking will also give you some personal "property management" experience.