He did even have rent rolls or any agreements.

@Jonathan Greer are you planning to roll into closing with a briefcase full of benjamins?

You could easily sell your current place tax free due to it being your primary residence, and then roll the money into purchasing a new primary home and  buy an investment property.

Is it possible to roll a portion of the old 401k into a Self Directed IRA and roll the rest into my new employers 401K program?

My total bill last month was $2800 which put's me on track thus far for over 33k per year not including tax returns.I should disclose that I have another business that keeps me traveling pretty much half the year.Our Real Estate business operation looks like this:Property manager handles tenants and collects rents, he deposits all rents into our accounts and coordinates the rent roll with bookkeeping, they cut him a check for his gross collected rent management fee, bank statements are automatically sent to CPA's office for them to reconcile against business credit card statements, they also handle 95% of day to day financial operations from there to include paying contractors, setting up utilities, paying company bills ,bank deposits etc. for 4 and now 5 entities with the short term rental llc.We have a initial goal of 100 doors so I it's pretty easy to see this cost jumping significanly in the not so distant future.

Definitely do not quit your job until your whole selling business gets rolling. you need money to make money and if things don't go well on your first few deals you are out of luck.

When the good times are rolling we often forget to think about the negatives.

You'll want to make sure your growth assumptions, rent roll assumptions, and expense assumptions are independent of the broker's opinion.

Once you sell a particular property for a profit, that profit must be rolled into another property of "like-kind" within 180 days of the sale. 

Even if you do or don’t it sounds like you need to hire an attorney to get the ball rolling on getting this guy out.