If I were to take a poll of all of the investors who came before you and who  implemented similar entity formation structures I suspect at least 90% fail to utilize the correct insurance depending on the status of their project (vacant, builders risk, property etc.), fail to execute contracts with vendors, use uninsured and unlicensed vendors, fail to be added as additional insured (likely don't even know the difference between being a certificate holder and being added as additional insured).   

That was the largest part of my financing but in addition I did end up having to ask my older brother to co-sign for me because the underwriters just could not trust the 1099 contractor status given the volatile industry I was in during 2020.

Next year with my pension only I am in the 22% tax bracket but also will have more passive deductions with 2 properties, REP status and cost segregation on both.  

Each is about 1/2 a social group, and the other half, learning and sharing from others in the industry.  

If your wife is a stay-at-home mom and is involve with managing the rentals you may want to explore Real Estate Professional Status as an alternative tax strategy or along side your STR tax strategy.

Helps with the slow season and really gives you an amenity to stand out with on social media and OTA'sI think a hot tub is a great idea but the even better idea is an outdoor bathtub /shower with tankless hot water heater. 1.

@Michael MattinglyRecommend 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.

Some of these people have emotional issues; some have an inability to comprehend social norms; some are ********, and some think they’re being funny.  

And a big social media aspect.

@w phillpots, as a newbie, which I consider myself 19 months into investing, but not new to entrepreneurship, you have to understand quickly that a lot of people won't embrace your newbie status into this space, especially when you come with a mindset of leveraging technology, automation, and anything online related to conduct business that's adverse to that archaic models that didn't allow space for everyone to succeed, let alone participate in.