If I don't, I feel I would be defeating the purpose.

So you are still subject to the taxes and laws of Illinois, so sort of defeats the purpose of Nevada, doesn't it?

Unless that LLC has massive equity behind it, which completely defeats the purpose of an LLC for most of us, you won't get a loan you don't have to personally guarantee anyhow.Btw, LLCs shouldn't be an income decision, they are generally a net worth decision.

(Which defeat the purpose of using OPM leverage and i have no large cash anyway). 

I currently have Amica right now, and it sounds like their policy covers my primary residence and rental under same policy, which defeats the purpose of having LLC.

The thing Ryan is that he teaches mostly direct mail strategies on his site which defeats the purpose of virtual wholesaling which is if you want to get technical is investing via the net with nothing but a phone and a fax machine.Now direct mail is one of the best strategies when it comes to marketing but that's basic knowledge you can learn on forums like this not spending 800 bucks.I do agree with you spending that much money on courses in stuff is worth it as long as it has worth wild and legitimate info but I wouldn't pay one red cent on something like that if you can learn it free on here or free from another investor/mentor.

To my knowledge, MS Word alone will allow you to create fillable forms but you still have to fill out each document individually, typing the same information repetitively, which is not only self-defeating but risks errors.

Assuming they're buying it from your friend, a purchase option would prohibit your friend from selling it to them, which would defeat the purpose.Why not just buy it outright from your friend now. 

Why bother spending money on a software that requires you to still use 3rd party systems, thus defeating the purpose?

Tends to defeat the definition of the word: primary!