Malarkey 30-Year Dimensional Shingles.I have gotten estimates ranging from $5,500 - $7,500, which all seem like total rip-offs to me given the small size of the house.What do you think?

I don't think that's as clear-cut. 

Unfortunately, he made the common mistake of thinking he could borrow his way to wealth.

Think micro market within a market.

Think of the SDIRA as a separate entity/corporate /owner.

I think the disregarded LLC means no 1031 issues on transfer to/from the LLC either before initial sale or on replacement purchase since it would be to/from me to the disregarded entity.

Fast forward to yesterday(appraisals are done, waiting on underwriting) after a text from the realtor about signing a document that says I'm okay with him representing me and the seller, I called him and brought up the fact that I'd looked over the purchase agreement and the rental agreement and nothing was stated about the rent increase, but it was clearly stated that ALL rental income even prepaid rents (the warehouse was paid in full up front) would be prorated to the buyer (roughly 2200/month)I'm at a crossroads on what to do, part of me wants to just ask for earnest money and appraisal fees back and walk away, but the cashflow of $2300 (current rents not counting warehouse) on a $105,000 property just seems to appealing to walk away from, what do the more experienced investors than myself think

Think of SD the way courts do “a shield not a sword”

So, I think the question is more about knowing who your guest is and creating the perfect guest experience around them. 

Very good information and the system I think every agent should be following.