We have had a Strctural Engineer out to the property and while we don't need to conduct repairs within the next 5 years or so, we will need to address both of these things at some point and it will likely cost us about 100k.Any advice on selling or holding for the long term?

I believe this is a game of being patient --- long game of 5-10 years to see cashflow especially if you are financing. 

She sent me this long formal letter asking me to change her annual lease to month to month because she is seeing roaches in the unit.  

I am wanting to invest 100% into real-estate whether it is flip and sell and/or long term rentals. 

My primary interest is in package deals that offer straightforward terms and quick closings.If you’re a wholesaler with deals that fit this description, please reach out.

The headaches you get from a bad section 8 tenant can outweigh the benefits by a long shot.

I apologize for the delay and I hope your deal went smoothly.William, the only way I see that being possible to get someone to lend is if you have very strong contingencies for the return of EMD that stretch the full term of the contract, as well as a personal guarantee on the loan amount. 

Why do you think purchase contracts are so long and have such small print?

I would not expect that demand to drive up the price in a crazy way but let's say there's some $700,000 4-unit properties in some markets that are sitting for a long time - those will sell faster. 

Evaluate the rental market in your area to determine the optimal configuration for maximizing rental income.The choice between using cash flow from your current house to cover expenses or pay off the mortgage faster depends on your long-term financial goals and risk tolerance.