But, honestly, there's no stipulation for anything like this in the lease, and they're nice people, so I'm just unsure how to go about having this conversation with them.

How weird.I would have a straightforward conversation with him.

I noticed that already just having 1 conversation with her.

Based on the conversation my realtor had with the seller's agent, the family selling the home is humanitarian in nature and would like to "help a family."

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However, you do need to handle this situation carefully, make sure you follow a standard screening process to avoid any Fair Housing Act violations.I'm honestly not even sure if you can initiate the conversation with the parole officer, if they reach out to you, or the tenant provides the info and offers the opportunity to call them, that's a different story.Make sure you apply the same screening criteria you use for all potential tenants. 

I can honestly say I have added an abundance of impactful investors to my network and had some of the most beneficial conversations to propel my investing career in the right direction, in just a 3 day span! 

If you can only be 50% you'll have to secure your additional 1/4 some other way (and there are lots of ways).The only problem I see with your plan is the condo conversion. 

Some folks have both Pro and Business if they want both tools, but just wanted to throw that out there as a way to show what you do in the community. https://www.biggerpockets.com/businessOutside of that I have gone to several local real estate meetups in Charlotte and Denver and feel like some great conversations often lead to future relationships.

This first conversation seemed like I didn't learn anything, so not too sure about moving forward with them.