@Zach Howard if you're serious, you'll get a Pro Membership so you can access the analysis reports here on BP.You can then share those and ask for feedback:)

I just re-read and realized you're talking about getting loans for lien position 2, is that correct?

I also am going to read Brandon Turner’s Rental Property Investing.

Researching on Google, watching YouTube videos, and reading articles I found on the internet regarding the topic I was interested in.

I'd get a quote from Steadily as mentioned, but Thimble is another one I read about in an AirDNA article.

You will want to read the policy language to confirm there isn't an exclusion for STR.Best of luck Hey Adam! 

The city of chicago does not come out every time to read the meter for the water bill so they produce an estimate.

If any of you reading this feel you can assist me.

@Oleksandr IvanovskiyRecommend exploring as many sources as possible to get referrals AND cross-reference them to get as much accurate information as possible.Check out NARPM.com, BP’s Property Manager Finder (BiggerPockets: The Real Estate Investing Social Network), etc.Also, encourage you to learn from the mistakes of others - by reading posts here on BiggerPockets about owners not having their expectations met by their current Property Management Company.

@Stephen MageeRecommend exploring as many sources as possible to get referrals AND cross-reference them to get as much accurate information as possible.Check out NARPM.com, BP’s Property Manager Finder (BiggerPockets: The Real Estate Investing Social Network), etc.Also, encourage you to learn from the mistakes of others - by reading posts here on BiggerPockets about owners not having their expectations met by their current Property Management Company.