It's an older place that needs some upgrades but every time I get anything done it's a half-*** job.

You make half a million a year with your W2 job.

@Don Owens My 9-5 job revolves around Indiana water regulation and well installation.

You could get the boxes delivered to the property and task rabbits to set them up.

Those other probs have now gone away plus I'm making a lot more dough from my regular work/day job these days.

For most loans especially for first time homebuyers, your lender wants to see a 2 year work history of the same job that you are or will be working (same thing if you are self-employed).

For liability I'm thinking if someone gets hurt on the job site, we find out the home building materials were toxic, something along those lines. 

City employees generally get the job done in one week, third parties can take two weeks to get this done.

Your realtor will do a lot of the acquisition hand holding you're looking for and BP and your local network can help with any concerns you have getting folks into the property and managing it, or you can hire a property manager to do it, albeit at 10-15% of gross and they won't do as good a job as you will.

I am kind of stuck on where I should lead him next, since he's busy with school and sports he doesn't have time for a job.