I just bought and sold one last week that was owner occupied.Think beyond the low-hanging fruit. :)

However, these properties won't be low hanging fruit. 

Briefly- fruit orchards and vineyards,  hydro dams/ electricity generation, block chain / data centers, aerospace supply mfg, etc.  

I am also that ''smart traveler'' on the investment path that truly listens to veteran investors and even those with wise words derived from hardship and fruitful mistakes.

Also concerned with throwing all the capital into one basket although the potential quick cash flow is attractive, I would be married to only one property, is this a good or bad thing?

If you're going to compare fruit, go get another apple to compare to my apple so it's a level playing field.Who's a better baseball team, the Cubs or the Sox?

As long as you can follow along and demonstrate that you aren't wasting the other person's time, it should prove fruitful.

Your tenant also has the right to the fruits of the land, a right to earn a living so long as that activity conforms to zoning and commercial requirements, which are very limited requirements for someone tutoring a student.

See if your efforts bear fruit first.

I'm not putting dishwashers and dogs in the same basket, I'm using examples to show that he has become non-communicative.