If any one can offer insight and/or advice to get started for my situation, that would be appreciated.  

You will need it in place to submit offers, getting your POF/Approval letter, and will avoid delays once you have started the process.

@Nathan DarcyFile eviction and offer cash for keys

We frequently have properties offered to us off market in the $250k-$750k range but finding decent lenders or investors is a slight challenge. 

If you’re set on taking the loss and speed is more important, try Opendoor and offer pad. 

Yes, it costs a little more... adjust your offers accordingly.The law is a mirage.

While house hacking can offer immediate benefits in terms of offsetting housing costs, it's crucial to also think about long-term goals and how this investment fits into your overall wealth-building and real estate portfolio growth strategies.Good luck!

What questions should I be asking the insurance agent to understand what they are offering and what to add / remove from the policy?

Both banks and credit unions are good starting points, as they can offer different types of financing solutions that might suit your down payment goal of 15-20%, but the chances of getting 15-20% are limited as 25% is more likely to open more doors for you. 

Most lenders will offer two options:1: 20% down and 20 yr amortization and 10 yr term.2. 25% down and 25 yr amortization and 10 year term.Rates will vary by region, lender, and relationship with your lender.