As for insulation, there a few ways we tackle it:Remove lap boards (some or all) install batt insulation, replace lap boards if desired.Remove top lap board (or drill holes) and blow-in insulationIf you plan to re-do the siding on the exterior of the house, we have pulled the siding and installed batt insulation from the exterior of the home, leaving the lap boards up on the inside, then siding the exterior. 

If you don't like owing on your home, tackle that one. 

And truth be told, you probable will run out of time.And if you do decide to tackle it, good luck!

Now tackle that data.

It sounds like you've got a great amount of experience that you bring with you and we certainly look forward to your contributions on site.I wanted to briefly tackle the issue of members being banned with you, as you did mention it.

Honestly this is something I wouldn't tackle myself.

I'm going to tackle the floor, I've sanded it down and will be applying a light stain.

The shortened link tackles the issue of providing an easy way for a person to pull up the property on their smartphone while minimizing the amount of work on the user's part. 

I decided to tackle the worst unit first and leave the best for last.

This may break down into the following BIG PICTURE steps:Do the front end loading, CAD plans, get secure financing lined up (if you can)Tackle the higher risk construction parts FIRST including from what you've described, the roof repair, the joists and other structural stuff.