I am unsure my co-sign will be any assistance on an OO purchase.  

My point is I want to avoid paying for the repairs, am I on the right track and is there any advice I should know before my first auction ?

I've had HUD forms filled out billing me for pro-rations that were the seller's responsibility, agents who have lost track of contingency removal dates, ... the list goes on and on.

I've never done one of these, but I would reach out to someone like Jeff Watson for assistance getting solid paperwork in place.

I’ve been documenting multiple comps close to my house tracking rents and it seems like my house would rent around $2,000/month.

It tracks all of the entries that the associate does on the dashboard. 

Consequently you either sell to the least qualified owner occupant imaginable, likely pay 6% seller assist, get crushed through the home inspection process or come to the conclusion going through that process 4 times is not worth the hassle and find an investor to purchase the homes as a package at a discounted price.

We only learned this meeting with the towns assistant commissioner of planning who was a co-worker of my wife who worked in city planning for a while.

If I can be any assistance let me know...Thx

Constantly manage bookkeeping and cash flow to make sure you stay on budget and/or make adjustments when (not if) things come up to stay on track.