Personally for me this always gave me piece of mind that IF I ever wanted to sell one of my properties that has appreciated a lot, I could move back into one for a while if I plan strategically in advance

I have a background with owning rental properties, managing STR, MTR, and LTR tenants, and flipping all in the area.

Personally, I do not B&H in Lehigh as there isn't much of a draw there.SWFL Update - Cape Coral, Ft Myers, Lehigh, Naples (biggerpockets.com)

Only after they have been screened and seen the property in person can they apply.

We do plan to require the tenants to carry their own renter's insurance, too.What did you look for or consider when selecting your landlord insurance?

I have a tenant that has been in a property for about 5 years now and they are asking about signing the next contract for 5 years with a rent to own option.

The following is based on my personal experience and is my opinion; it may differ substantially from othersAttending seminars, boot camps, introductory lectures, etc., put on by people trying to “upswell” mentoring services, is the singly WORST thing you can do to launch your real estate career.  

Personally I’d Just let the seller keep it.

In the future, I would love to start with owning multi-family rentals and eventually get into investing in high density rental developments.

Note that they were sub-1% during the COVID era, which is what allowed many delusional syndicators and funds to raise money for properties that were doomed to underperform.So ask yourself this as if you are in their shoes: you could invest in T-bills to get a guaranteed 4% return, then what is the premium I would require to invest in this person and their commensurate deal?