The vast majority of contractors won't want to give bids on properties while under contract unless they have a relationship with that person from prior jobs.

I personally think being a landlord in Chicago is easy and I have never had an eviction. 

-Attend at least 3 meet ups, in person, a month with my local REIA.

Unfortunately, this problem waste a lot of my time that could be spent on other investments.I have used the same tax professional for many years and he is very educated, but also much older than me and it's hard for me to understand all the reasons he has expressed why is better to put the rental on my personal tax returns.

Buy it personally, and rent it full time to my C-corp?

Are you referring to personal losses or other people had losses?

Well, three top reasons come to mind:It will allow you to deduct their earnings on your own tax return.It is required by law for any person to whom you paid at least $600 in 2023, total.

Personally for what people charge for these programs I would say you are 1000x  better off taking some courses at a local college, getting a degree and working in real estate to get paid for experience and then do real estate on the side for your own portfolio as well.

Personally CA scares me. 

I personally have no connections with anyone who is involved in this niche and I'm wondering how other people have started their journey.