To address this maintenance issue, I sent out a reputed garage door company to look at it. 

We just don't want our clients to face issues if they were ever audited and I'm giving you the same advice! 

Doing the due diligence on rental rates wont be an issue for me but I’m not a developer.

Rent Control is a two sided issue.

I believe the neighbor has some beef with the city, and is trying to use this issue to create a problem for the city, my friend is just the unlucky guy who gets to be collateral damage.The small town utility department doesn't have record drawings of the laterals, and they are not being too helpful. 

I have no issue with cold calling either.

If there's ANY concern about the foundation or structural integrity, I call in a foundation pro, or I walk (foundation/structural issues are usually my one total deal-breaker).

I spoke directly with Drew Sygit - the founder of LogicalPM and we spent a good portion of 60-90 minutes chatting about the current portfolio, the issues I've faced, and how his company plans to solve it. 

Our firm actually does no small amount of work with private equity firms that buy NH based businesses... and then don't want to deal with the NH tax issues and farm it out. 

Either way, it's not "easy".The main issue with finding the deal first and raising money later is the consequences of not being able to raise enough money.