Mostly since that’s what’s easiest to understand, but definitely open to hearing about how other strategies in SA pan out.  

Remember, that half of the Florida residents are retired.

Without knowing what the loans would be from him, the interest rate, and the potential profit, it makes it difficult to really judge this agreement.However, based on everything but any potential loans now and in the future from him to you regarding the cars, I will give you the following analysis:1 - Your cost will be $150k (the cash DP).2 - Assuming no cars are involved, based on the projected yearly CF of $18k/year, it will take you over 4 years to reach the $75k in profit you will get before he takes any share of the profit.3 - After you get your initial $75k, you will be getting $37.5k (your half) in CF from then on. 4 - Since the first $75k recovered half of your $150k DP, and you will be getting half of that after that, it will then take you a bout 9 years to recover the other half of the $150k you paid in cash. 

Are December 2nd half/January very slow months and can we expect it to get better?

Unfortunately, I’m in NJ and here you cannot charge more than 1.5 months for deposit which means, I can’t do a pet deposit as it would be the deposit amount over the month and a half.

Right now my main goal is to acquire a property to be a rehab rental with in the first half of 2022( On Market Or Off Market).

I seem to recall most of them setting it around half of a normal security deposit.

Based on the initial project schedule I will be there full time during the week (Mon-Fri) for a year to a year and a half, and am looking into buying a small multifamily property to live in while I'm there.

Based on the initial project schedule I will be there full time during the week (Mon-Fri) for a year to a year and a half, and am looking into buying a small multifamily property to live in while I'm there.

@Paul Deliso Finding a multi-fam or any property for that matter that is value-add and needs some TLC would be your "easiest" way of adding equity and forced appreciation upfront which would then allow you to pull more cash back out to pay back your lender, assuming the comps and market support the ARV.