If everyone in the chain is good at their job: Investor, Broker, Lender, Title, Insurance. 

From what I saw for the most part the big names you typically hear in insurance typically performed well for people. 

For the person that is letting you arbitrage their property, why would they choose to let you arbitrage their property rather than hire a professional, licensed, insured PM that has a team to run their property for them? 

1) As an agent put 3 more under contract this month for going into 20252) Cut internet and car insurance bill down3) Start prepping for tax time, organize expenses yay lol

This is why you have insurance, and use LLC protections.

If the insurance is higher, like in a flood zone, or hurricane zone the net will be lower. 

Your insurance company might want to look at the property. 

@Kay S.Assuming you are getting title insurance (which I recommend) the closing costs will be similar to a traditional closing.

However, due to rising insurance and tax costs, I'm starting to feel the financial pinch as the tenant currently pays rent 60% below the market average.My long-term goal is to acquire more properties, and I've considered doing a cash-out refinance to access equity for reinvestment.

Your best bet is to consult with a good broker that has experience with business insurance and RE.