Congratulations.I think the hole your sensing is the strategic ancilary parts to real estate that really aren't real estate - Tax strategy implications, Accounting practices and positioning, Finance models, and overall coaching on direction.  

@Brent Coombs I disagree - strategic purchases of primary residences can absolutely lead to "bigger pockets." 

How do I strategically find good properties to small and medium sized houses to help my uncle with his business and myself as well?

They can provide strategic planning so that you minimize your taxes each year.I like to make sure to have a strategy at the beginning of the year (usually just after tax season) to go over my projected income, projects, new acquisition expectations, etc.

For me that’s a huge long term strategic advantage. 

You'll want someone who has some familiarity with managing Airbnb's specifically and can help you strategize static or dynamic pricing to better compete with neighboring properties to keep occupancy up as well as a manager who has a dependable cleaning company who is familiar with turning around a rental after the guests depart.

Incidentally, I've written about how to get around the due-on-sale clause you'll find in most mortgages with a few strategic moves here on BP as well.

Biased opinion, but... the money you will pay your CPA you will receive back many times over when you file your taxes and, more importantly, when you get the strategic advice that will help you plan ahead and make wise financial decisions.

Be patient and strategic.

My personal recommendation is to strategize with risk mitigation in mind, not capitalize on potential market changes.