Quote from @Obed Calixte: There are a ton of free tenant applications online and through property management software companies such as turbotenant, rentspree, zillow etc.You will want your application to meet any state specific guidelines (if applicable). 

What I'm really looking for is a simple platform where my tenant can pay rent online rather than send in a physical check every month (their current system...).

I look forward to reading the responses from experienced investors here, and I wish you the very best Sir! 

Hello, Has anybody done bootcamp “90 Day Challenge to Buy Your First Rental Property” or “Rentals made easy” by Jessie Lang, would really appreciate if you could please share your experience, I could not find any reviews/feedback online. thank you.

To answer your question I would highly recommend shopping around on the BP online bookstore and finding a couple of books that stand out to you.

As a cross-border investor, I'm likely going to need advice on entity structure to protect my liability while also not being double-taxed, I'm going to need to network with experienced investors/property managers/agents in the Cleveland area.

Send an email to [email protected] with an example of a new law and evidence that it has not been updated in their online files.

An experienced agent would be able to guide you in the negotiation process much more insight-fully than the forums.  

Or if anyone can suggest any RE agent who is honest, experienced working with investors?

They are legit - USA Today had a pretty great article about them online.