It sounds like you're well on your way to creating generational wealth.

Quote from @Dalton Dillon: Thanks for your response @Joe Villeneuve Possibly my question could be more specific but maybe instead of a response like that, you could ask questions to help narrow down an answer?

Most likely won't as your portfolio grows. 

(Except something like 1/2 of a duplex where the rental 1/2 is worth as much as your exchange.).

Hey Aaron, have you considered a commercial mortgage from a local bank like First National or Bangor Savings Bank? 

This is a solid opportunity, and you’re thinking about it the right way.

Screening tenants is like interviewing someone for a job.

I hope this hleps!

Building an ADU is not like building a structure on a vacant lot.

We have a potential buyer of a lot in St Augustine, FL who would like to build a new single family short term rental.