I guess it's just too many factors to consider and it easy to get overwhelmed and cannot get accurate info and estimation when I conduct analysis (ex. property tax rate, insurance, maintenance fee, rent, repair, closing cost, etc.) 

Trying to make it where there is a lot of data, easy to use, and have a lot of articles written by local experts.

From anecdotal evidence, there are many more 'Gurus' flogging USA property to Australians than the other way around.

They should be easy to find with an internet search. 

Typically the banks that say they can get it done in a few days I havent had luck with when getting creative as they underwrite the easy deals quickly.

They are 100% correct.The downside sometimes to forums is people have a superman complex and get the impression real estate is easy as they think everyone is doing it and just jump in without the knowledge or expertise.

I get 20 calls a week, tenants are the easy part,  

Luckily, I did not include this unit in my underwriting when purchasing, so the survival of this property is not contingent on this situation.Continuing to optimize for management of the building when I move out, like moving everyone to online rent payments or adding remote accessible security cameras.Exploring opportunities to expand my portfolio—I've begun my hunt for my next 3 to 4-unit building to house hack, ideally in Lake View, North Center, or Ravenswood.This year taught me that real estate investing isn’t easy, but it’s undoubtedly worth it.

I think people forget the risk involved with all the guru's making it seems easy in their "classes" and it's good that a deal might be a bit scary.

Yes what appear to be simple easy jobs still take time , and we bill for time .