Liability is usually based on a simple formula, duty, breach, causation, and damages. 

You'll realize why coming in with a position of strength is vital-- if you cant practice such discipline, the realities of the market will make you.

If they still refuse, talk to the lawyer about what legal actions you have against your property manager for not following through with their duties.  

I am hung up on taking that leap until I make some connections with people that have done something similar.Currently active duty in the military and trying to set myself and my family up in the next 5 years so when I get out I can be a full time real estate investor.

Understanding the local market there, like rental rates and property trends, is crucial but hard to do from far away.Finding a reliable property manager is vital for tasks like tenant screening and repairs.

Honestly, that's sort of like saying you need to go back to school to learn about real estate --- what investor has done that...Looking back at your OP, if you haven't you might want to see what part of your "extroversion" doesn't fit your current job duties. 

Unless it’s a multi-unit property you have no duty to perform any type of background check & in almost every state massive increased liability from doing so. 2.

Personally, I would just let him know that this particular brand does not come with finger guards like the previous one did but you understand his concerns and it if I’m not mistaken, baby proofing is not a part of a landlord’s duty

Insurance has no skin in it since they don't cover mold, only have duty to defend. 

They had a duty to supervise this guy.