Instead he landlord appears to have attempted to enter while the tenant was out and without notice. 

Given our financial constraints at the time, we couldn't afford such a high sum for limited coverage.I'm told that the lapse in coverage for the few months between being dropped by our previous insurer and attempting to get a landlord/investment property policy will make if VERY difficult to get a policy.I'm not sure that my agent really has much experience in insuring investment properties/rental properties.I reached out to Arcana (now MSI, and they forwarded my a list of agents/reps that could work with me.My question is: Are there any other places I should be looking to obtain coverage?

However, a challenging situation has arisen: the previous owner's son, who lost the house to the bank, is currently occupying it.I've attempted various methods to facilitate a smooth transition, including offering cash for keys and assistance with moving expenses.

Hey @Octa Sua, With all due respect, you are not ready to do a deal, so please DO NOT attempt to get anything under contract at this time.I don't mind jumping on a quick call to explain more about how the whole process works.

An attorney can attempt to file a TRO but again, what is their claim?

It was Amway.The Title Researcher – This “character’ apparently doesn’t know about, or doesn’t believe in title insurance.

Even banks won’t attempt to do it.

I'm sure you'd like it to continue there, because you're trying to backpedal now by attempting to move the conversation out of the place where everyone can see it. 

Without limits, STRs tend to eventually get banned altogether as they erode the character of the community.

I will attempt to reply with additional pics.