I did one last year that was an hour away from me, and it was a huge, huge pain. 

Both these cities have some serious pain to work through.

It pains me to hear what my fellow landlords are going through.

Florida's insurance issues and zoning regulations can be a pain.

Both careers would see a sharp short term income loss, but once i'm established the money i'll make ought to be comprable to my next year income.

I did hear that Chase Bank will do it but that their process is a pain and requires a bunch of workarounds in order to make it happen. 

You will have to do something unique to make it effective & useful to you... because it's always no pain, no gain!

They sound like regular conversations where the RE professional/investor is genuinely interested in discovering the seller's pain points to help find a solution.All the best!

Most syndicators use quickbooks and run a portal through juniper square or appfolio or another 3rd party software companyOnce you outline your pain point happy to provide recommendations

You will also need a team that knows how to work with CMHA, which in itself is a huge pain to deal with.