Nowadays I use what I've learned and help investors building their rental portfolios in class C neighborhood while personally I either build Padsplit in class C or build high end vacation rental in class A area and hold them. 

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?

As well as guest room in the main house.These properties are all personally owned and obviously highly leveraged.

I haven't personally gone myself, but plan to soon.

I'm personal friends with the owner and they do a great job. https://www.livindy.co/ 

I was wondering if I should set up another personal bank account for all activities.

I am looking to borrow 50k from equity in a 4 unit investment property to use as a downpayment on a personal residence. 

Usually contractors in Philadelphia will carry commercial general liability coverage which covers property damage, bodily injury & personal injury.

i want to keep the group small. not like industry scale crowdfunding.if I can find a property which has okay cashflow (which is hard anyways). and can collect around 10/20 people who wants to invest some cash each.I build a company to own the property and give each person a share. and give yearly dividend to each, until sold.

I tried self managing my first year, it didn't work out great as I rushed and rented to the first person I found.