Possibly already permitted outbuildings that already have plumbing such as workshops, offices, etc might be able to be converted to an ADU at a cost that does not result in the cost being more than the value added.Building an ADU is a lot of work and can be a slow process.  

You are excluding possibly the majority of available tenants to focus on the most difficult to manage and the ones who are most likely to leave your property heavily worn and damaged, all other things being equal.

It is also quite possible that the Buildium system does not support multiple accounts payable or that they would have to create additional accounts payable for you.

A couple of decades ago a collection agency collected judgement and never paid a penny to us and you couldn't possibly collect from collection agencies.(8) No attorney takes a collection case, unless it exceeds $10,000 and multiple collections.

i'm currently trying to automate and/or streamline as much administration as possible in effort to get better organized.

Just curious on possible strategies or suggestions from anybody currently thats an agent in the Central Illinois or Chicago area.

Possible inflation on home value4.

While it is possible and can be profitable to invest in small properties out of state, I don't think it's worth your time and effort.

My humble advice to anyone attempting to do creative finance is:Creative finance is for experienced investors who have access to capital if anything goes wrong.Learn the lawsDon't use a contract "off the internet", laws vary by state and are also regulated on a federal levelLearn the financing techniques correctlyDon’t skip parts of the processDon’t ever do a “kitchen table” closingUse the proper deedAn attorney can help you with the legal work, but the rest you are on your ownYour guru will not bail you out“Investing” in someone else’s deal by providing a small 2nd loan so the “investor” can pay for “cash to the seller” and for “closing costs” so he can do the deal is a very bad planKnow what problems can ariseLearn the responses and solutions to problems before they are neededKnow everything there is to know about Title and what that meansKnow who a "protected class" individual isLearn the "back doors"Learn human natureUnderstand timelinesUnderstand regulation enforcement (some of these "mistakes" have a 10 year statue of limitations ( they can charge you 10 years AFTER you do the transaction) and carry hefty fines and possible imprisonmentThe court doesn't accept "I didn't know" for an answer"Know that the source of the lead plays a serious role in some states and federallyKnow how much of a "profit" pushes the boundaries to invite an investigationYou can be sued by the seller if you don’t do things correctlyYou are automatically at fault if an investigator or attorney or regulator gets involved.

A reliable lender can fund a loan within days, this opens the door to countless more deals allowing you to get the best possible price.