@Seldon RiosI am not a wholesaler so I am not up to speed on all the laws surrounding it - a double closing I believe may alleviate any legal concerns

They'll save you a ton of time, alleviate stress, maximize your profit, and maintain your property. 

In order to help alleviate this paint point this deal included a Bill of Sale for furniture in the home!

The other reason it’s worth jumping in today is the huge rent bumps that do not appear to be alleviating.

This may alleviate some of the headaches of managing the properties you currently own.

Though, maybe they'd be happy to simply sign something with their current rent as it would alleviate their fears of us increasing the rent?  

My paperwork allows me to cancel at anytime for any reason, alleviating any concerns about being stuck making payments due to not finding a qualified tenant/buyer. 

Having these numbers will alleviate a lot of questions.

One option I know of that could help alleviate some of his concerns would be a servicing company that collects payments, but I'm unsure if this is usually used for seller finance transactions at all or if it's only Subject-to deals.

This can also help alleviate your marketing costs by co-marketing and having someone selling you as the "Go-To" Agent.You have two things already going for you one your smart and two your beautiful!