HUD loans will take drastically longer (I've never used one personally), but there can be benefits to using these loans if you're a long-term owner.The interest rates in your Key Considerations seem very low for agency loans and they're definitely low for bridge loans. 

Because, it's way too low. 

It has a Walmart, Lowe’s, Home Depot, Applebees, and a 99 Restaurant which is a New England chain as well as tons of other businesses and restaurants.

The problem with apps running comps is that they can't see inside the homes (or smell them lol), or evaluate the exact location, or understand the local market on an intimate level to know what's next door or around the corner and predict the market value and ARV accurately like only an experienced local Realtor, appraiser or expert investor can.

If your business entity is taxed as a C corp, the entity is taxed at that level (double taxation as you call it).

Or we gradually perform high-quality updates for a live-in flip, then roll the equity into a new home.Regarding rental income, we aim to boost income, lower our effective tax rate by generating more low tax-drag income with rental income (since there’s not much we can do to lower out W2 tax bills) and have retirement cash flow.To compare the financial impact over 10-20 years, we want to analyze renting versus flipping.

I'll see if I can use some of this because I get almost no Airbnb bookings unless I drop price way low.

Chris is a high level note investor, he has that network.

Forgot to mention:knowing the rental laws and having a solid lease is a must--a level 10.I love @Drew Sygit post and list! 

I suggest you start with developers in your local area (your county and neighboring counties level) because they would be your most likely partner or parcel buyer.