I also know that in many cases the llc will protect my personal assets and I fully believe this is either analysis paralysis or just fear of failure.Thoughts on how to get past this and where you recommend starting?

I’m aware of what material participation is, i just wanted to see if anyone has personally done this and if there were any issues or pitfalls with doing it.buy a million dollar cabin, cost segregation, 200- 250k tax deduction against w-2 income and rinse and repeat?

I've done this with my properties because I'm well known in my small town and don't want people to know what I own.LEGAL PROTECTION: By placing your assets in an LLC, you are legally separating them from your personal assets.

They can walk in to a local branch with cash or personal check, or pay via ACH bank transfer online. 

I personally use my HELOC for down payments on homes and then quickly pay if off, this allows me to always have a liquid down payment source on hand.

I am familiar with the meet ups happening in the area (and eager to join those) but am looking for something more personal, formal and consistent (bi-weekly?). 

I am a board member with CFRI, the local chapter for the national REIA and I personally know about a dozen private lenders that are members.

I'm thinking I may need to seal/coat the exterior walls - one person I talked to thinks moisture may be coming in from the walls and getting sucked into the soft bricks.

Which means I may well have been the only person foolish enough to bid on it, among the billions of people with internet access.On the other hand, the fact that the owner didn't pay taxes since 2018 is not a big red flag.

I personally don't believe that the property will continue to appreciate or see the rent growth that it has seen over the past few years.Based off of the surface level information, what options would you go with and why?