Lastly, be flexible in TI (Tenant Improvement) you're willing to provide to your potential tenant.  

Hi Luca,Are you and your fiancé joint owners in either property or do you both "own" one property?

If I could go back in time I would have sold all my luxury lease options before getting stuck with 14 houses, when the market tanked back in 2007, I lost everything but I am now looking forward to doing it all again now that the market is improving, so I know how to get in but knowing when to get out is more important.

I meant depreciate 2/3 of costs for building improvements. 

So she has not had any tenants in house as she does not want to be a landlord.What should I look out for, as well as what improvements should I look into to help attract good tenants?

I would be happy to have newbies be involved in this as well (perhaps a joint venture).

I only have about 15-20k I can use to invest, so I need to figure out how to get creative financing.Maybe you could consider joint ventures with homeowners who don't want to sell to wholesalers but don't have the money to do repairs themselves.I don't mean major repairs but just optimizing the appeal for a retail buyer.Once you agree on an as-is price near what a wholesaler would offer you could lock it down with sales contract.Then a joint venture contract could be drawn up that protects both parties.You would not be looking for distress sales because the homeowner needs to be able to keep paying the mortgage and has to have enough funds to move out before the work is completed.You would have to be selective about the owner and be confident they can fully understand the process and that they can pull it off. 

It's in an area I am fighting to improve.   

Gotta say, I almost find it amusing that wholesalers don't understand, especially in Florida, that your "business" is like running a bookie joint, you're underground, black market, off the radar "business" is the target for regulators.

I understand wanting to improve your primary residence.