I would be concerned about what it would do to my credit by having multiple credit cards all at once.  

With these interest rates, if you can find a house hack situation that you are paying the same, slightly less, or I'd argue even slightly more, then I think it can be worth it for these reasons.1) You will get to live in your preferred location.

We also are heavily invested in the Hilton Head market along with our clients owning multiple short-term rentals, long-term rentals, and now a new initiative in workforce housing.

@Mark Graham IIThere are multiple structures for seller finance deals. 

@Mohit Arora to gain some piece of mind in this same situation, I drafted a "Holding Deposit Agreement" document that is entered between the potential tenant and I.The purpose is to use the deposit to hold the rental until the lease signing and transition this Holding Deposit to a Security Deposit once the lease is signed and all other move-in funds are collected.You can message me privately and I can send you the doc I drafted.

In a very complicated situation, charging a couple of thousand is also reasonable.... he may be acting as an expeditor, or using the service of an expeditor. 

Ideally would like to break this up into multiple deals. 

@Tara Montgomery learn from my previous, unfortunate experience in this manner:Make sure you ask upfront and multiple times whether they use the highest of the credit scores or lowest of the credit scores.

Maybe I am misunderstanding or wrong in some way, but I would definitely reach out to your accountant, or a good one in the area as they can get a full overview of your situation and recommend based off what is required in Missouri. 

Talk with the lender you are working with because you may need a second on the property to meet the gap of the money down and the purchase price ( you can do a second in this situation).