I'm probably UNDERleveraged, so we are looking into pulling some of the equity out so we can continue to buy properties, make improvements to existing properties, etc., all without having to access our own cash.I wouldn't get out of bed each day for only $100 per door.  

I have offered several rental properties to the existing tenants, but for one reason or another, none have taken me up on my offer. 

Converted existing studio to legal ADU.

So, should I start a new LLC for this IRA or use an existing? 

My electrician said the existing knob and tube that is in use for the lights and receptacles is in really good shape and to not worry about it.

Part of my plan is to better track my existing portfolio.

Yea cash flow is obviously the most desirable outcome, but I just felt like the loan pay down aspect of it seems to always be dismissed as if it doesn’t exist.

Home insurance is not designed or priced to replace roofs every 5-10 years and then to double down and say that doing so doesn't affect pricing is just nonsense.The roofing practices you mentioned end up getting legislated out of existence (see Florida) because they're untenable.I agree the original poster should explore every avenue but there's no way a legit roofing company is going to be able to "turn this around on the insurance company" in this scenario.

Looking for advice on raising about $1.2M quickly (2 weeks) from my existing network of doctors. 

Buying a property with existing tenants can definitely have its perks, especially if you're looking to hit the ground running with rental income.