Now I have settled outside of Denver, CO and started my family here.I have fantastic tenants (a family of 5) who always pay on time and even do minor fixes and repairs themselves.

My question is this, since the tenant only had a $300 damage deposit how aggressively should we pursue this tenant to recoup some of the cost of repairing the damage?

I GC´d the repair and reno of our burnt out husk, and the insurance saw fit to put $130,000 into our house.So we get moved back in, lifes good.

House is worth about 200K after repairs

I do not know if it will add value, it may if it is uncommon for houses in the area to be insulated. and for $250, well worth doing, it may even help prevent any pipes from freezing in the future. as far as the electric, i do not find that price too bad, the basement will be easy for them to take care of, the 1st floor, they will have to open up the switch and outlets, tie the new wire to the knob and tube and pull the new wire up using that knob and tube wire and re install the switches and outlets, there is some labor involved and is easier with 2 workers. the lights are going to be the hardest for them to do and they may have to open some walls, i would check with the electrician on that and see if you are going to have the added cost of repair and re painting. a lot of times insurance companies will not cover you if there is knob and tube in the house and it was never disclosed to them, so it would be worth it to you for the insurance protection to have it done. over all though, it seems like a good price.

@Karam A Tascoe I’m in Middle GA if you need any assistance here.

And, in most cases, you have probability to assist. 

Your receiving IRA custodian can assist with this process.A "self-directed" IRA is exactly like any other IRA when it comes to account administration, timelines, beneficiaries, reporting, etc. 

Property management and cleaning is key - since you don't live far away, you can get away with managing it yourselves (communicating with guests, arranging cleaning, arranging repairs) but you need to find a cleaning service who would be available in the short turnover window.

and or your going to have to put up EM at some point .. so you need that money.. you don't want to lose it because your lender backs out.Anyway those are a few things to keep in mind.. right now finding properties at 70% ARV minus repairs is pretty tough to do.. and virtually impossible for a beginner UNLESS they are willing to spend thousands on marketing and go direct to sellers.