It's been awesome, not only from its performance but it's our go-to place for vac or long weekends.

A tiered system works well: reward individual performance (e.g., quick work order completion) and team-based success (e.g., overall portfolio stability or income growth).Be cautious when setting pay expectations.

But it sounds like you should also balance your decision on what fits you and your families preference and style since you will be using it personally. 2.

There’s no chance I would trade my 10 well performing homes for 50 or 100 homes to get the same income before the increased taxes and repairs/vacancies, etc etc. 

As it's been non performing.

It's not as high performing as what's traditionally recommended (it's still cash flow positive but has a small margin) but that has a lot to do with the high interest rate.

For instance, properties with an accessory dwelling unit (ADU) on the lot that can be implemented as a long-term or short-term rental can perform exceptionally well.

I’d approach this like an SEO challenge (I use this strategy to get nearly 100% occupancy in San Diego (in winter) Airbnb’s algorithm is designed to maximize their revenue, which means they prioritize listings that perform well.

@Daniel Green some good suggestions and really high performers on this thread, you are in good hands. 

The cash flow from the properties I am looking @ are low..The buildings are all under performing on what they could potentially get for rent..I see a lot of room for growth and cash flow on these properties, especially with two major projects in the village getting ready to be completed -more jobs and more foot traffic to Main Street are on the way..Carbon copy of Hudson and early 2000’s... Advice, buying a building that wouldn’t maximize for 15 to 24 months ??