I suspect most who requested cash for keys had previously received cash for keys.What I do instead is explain:- the housing shortage in my market and that an eviction will forever make it difficult to find a quality rental in this market. - I will ding their credit such that all credit cards and other debt will cost them more.- I will keep their security deposit for funds owed.- I will do my best to garnish future wages until their debt to me is paid in full.This has worked 100% time so far.  

The IRS seems to hedge on this and I see other custodians marketing say you cannot have full time employees.

My units are rented but one tenant is month to month and under market.

Nice to spot your introduction.. what's the biggest hurdle you're seeing in today's market?

In the last 18 months various states have instituted new rules, regulations or laws related to (1) need for licensure to wholesale (2) restrictions on marketing of a property in which you do not have ownership and (3) disclosure requirements when dealing with a homeowner that makes it clear to the homeowner that the contact signed with the wholesaler is not a definitive “sales” contract, therefore making it less likely home owners will sign4.

I've been wanting to expand out of my market in Iowa, and see that the Winter Haven, Lakeland, Haines City areas are similar to purchase points as my market.

The capital required for Denver, and limited cash flow makes it a tough market to get your next one.

Astonishingly, I'd argue that the luxury Oregon Coast Real Estate market is still a bit under the radar. 

Does anybody invest in his market and if so what is the spring and summer like?

Study the market.