There are some that say that  adding "and/or assigns" to the contract is old and outdated and you will not be taken seriously. 

If he didn't want to be charged for the items then he should have had them repaired PRIOR to the move out date and when keys were turned over.What exactly is he arguing about?

Do some homework and find out what kind of properties (think "outdated" rather than "distressed") you can buy with a VA loan and live in while you build equity. 

Ugly maroon color carpet throughout, way outdated counter tops in kitchen, kitchen cabinets need paint, living/dinning room needs lighting and lots of other stuff.

At which point we would want to buy it, rehab it and rent it.. but here is my question.. he is perfectly fine with the outdated kitchen.. and outdated bathroom.. would it be totally CRAZY to buy it for say $110,000 and turn around and rent it to him??

I'd reduce the rent, and make an amendment that specifically states the move out date of the end of May and make it clear that you will not extend the lease at this rate any longer.  

HelloI was listening to a Cody Sperber video the other day and he mentioned that typical marketing methods wholesalers use are outdated ( bandit signs, yellow letters etc.).He said that potential sellers see multiple bandit signs, MAY receive sever letters or postcards from different wholesalers, and listsource and others of the like are selling the same lists to different wholesalers.Do you think these methods are still working today?

I decided not to purchase this property, instead bought a house that already has rough hardwood floors (sand, stain, and seal) I do have tiles in two of my other rental homes though, one is marble and looks outdated.

I guess "scanning" can be a bit outdated now though.I have had applicants take photos of their applications with their smartphones and email them to me. 

@Sarah Miller In Connecticut we have 30 days from the move out date to give the deposit back to the tenant.