Any thoughts on what the ideal way to structure the lease option is since my breakeven is quite far above market?

Banks and institutional servicers are not usually willing to get involved and assist customers and stick to the servicing agreement to the letter to avoid liabilities, and that makes good business sence, but we adminstered deals that were underwritten and failure was not an option!

I’m looking to do more long term rentals, ideally triplexes or fourplexes but definitely not opposed to SFRs if the numbers look good.

Sure, but I agree that until you really know your problems with scale you can't justify the cost of a custom or premium software solution.

I recently was finishing a rehab that in terms of budget was my worst ever (not ideal at my experience level but shows even those with experience have learning opportunities) but was still feeling generous to a local newbie.  

We are in a business/ venture that requires more customers, not less to charge more.

@Kevin S.Personally, I would put everything in the right kind of revocable trust, but there are complications.As a broker, I deal with a whole lot of lenders who claim they will close in a trust but don't really understand them. 

Ideally it would be mostly cosmetic and nothing serious as my free time is fairly limited with work/school.

I’m of the opinion that when my contractor gets there biweekly to mow the lawn is fast enough to change them but we do pride ourselves on good customer relations.

(meaning, has the customer paid on time)You will see these steps occur since your company is the lender on this transaction.