I also like Huntington's proximity to Kentucky and Ohio, because it provides convenient access to markets with other dynamics.We've also talked about starting slowly because experience is a harsh teacher who gives the exams before the lessons!

Could be seen as harsh but its business.

If you actively manage any investment, whether it performs well or not, I can’t imagine it won’t cause perpetual family conflict and drama between 4 siblings

I use my vacation rentals to raise money to buy long term rentals so I don’t have to deal with the drama.

I know that may sound harsh so I apologize if it's coming off like I am attacking you because that is not my intention here.  

I'm trying to lay out all facts so that I can find the best deal for myself and my parents which also minimizes potential for drama.

I am a real estate borker who specializes in investment property and the owner of a full servivce proprety management company - I have several clients that have used Eric Veronica - he is on BP as well @everoni https://www.biggerpockets.com/users/EveroniThe deals have been simple, quick and zero drama. 

In my experience, crazy people need drama, so if you ignore them, they go find it somewhere else.

If you don't know how to put a scope of work together, then you need to learn that first and foremost.See here:  Your Real Estate Scope of Work: The Drama EliminatorAnd here:  Our Flipping Journey: The Scope of WorkI also recommend reading these two books:  The Book on Flipping HousesThe Book on Estimating Rehab CostsYou can get them both here:  Flipping and Estimating BundleCheck out the file section on BP also:  https://www.biggerpockets.com/filesThere are many files there that may help you, such as this one:  https://www.biggerpockets.com/files/user/drobertson/file/sample-contractors-scope-of-work-documentsAnd this one:  https://www.biggerpockets.com/files/user/JasonScott/file/13-rehab-analysis-spreadsheet---basicAnd see these:  https://www.biggerpockets.com/files/search?

You'll have less drama and be able to enjoy living together as friends.How to charge rent?