I'm sure there are plenty of paid mentors and coaches out there, but from personal experience its been the on the job 1 on 1 time with someone doing what you are trying to thats been most impactful to me.  

I'd echo what Drew says.While I don't have as much experience with DHC, I do have a few S8 tenants and definitely agree with his final thoughts...

Do not buy for appreciation in class C neighborhoodsAfter many conversations with successful investors and my own experience, successful investors focus on the following:1.

They are very different experiences and some like one but not another. 3.

I’d love to share my knowledge and experiences with anyone interested in learning more about VA assumptions or other creative financing options. 

Does anyone have experience with this (even better if in Chicago)?

There are multiple big properties here that you could rent out or even buying multifamily here would give you your own space and give you some landlord experience without having to live with your tenants. 

They require a site plan to get that started.Has anyone had any experience with this and have done it successfully?

I think your issue is (if I recall your other post) that you don't have any experience as a co-host but are trying to gain it by offering your help for free.

Does anyone have experience investing in the St.