These are two small homes in the Southeast (on two different properties, but a package deal), about 800 square foot each.

We live exactly one mile from the beach, trader Joe's and a bunch of other stores in the surrounding area, gym, Michael's, new whole foods ECT that we can walk too...

I’ll look it up and check my BP state form package as well.

Maybe figure out what you “need” to live on (I have a pretty liberal definition of need: loans/taxes/food/insurance/housing/internet/phones/etc. ) and how much of a safety margin you have on top of that. 

We spend about $300-400 every two weeks on variable expenses (food, gas, household items, etc.)

Jill had a crush on Jack, so she purchased the home next door to his.Obviously it will have to be packaged well by the LO for underwriting, but I totally don't see any other issue.

While searching online I came across a package of 5 condos that is going for 255k, Each unit is renting for an average of $760, if I'm doing my math right, this makes the income to purchase price to 1.49% Given that they are a package deal, this is a great bang for your buck investment.

They exist throughout the real estate food chain. 

I’m trying to figure out if as part of his employment package I need to provide him a vehicle to run around in?

Also, there are cases where the expenses will be higher, particularly in an RV park that has a large amenity package and daily RV traffic.