House hacking is a powerful strategy that can put you far ahead financially compared to those buying a primary residence or continuing to rent.

This will not compare to a large apartment complex. 

Their coaching program pricing appears to be reasonable compared to other programs, that lures you in then upsells participants to their 50-60K packages. 

You want to compare this EBITDA across all other bed and breakfast businesses. since you already own two, you have an unfair advantage in that you can compare this one your considering buying with yours, and see if its a fair price you are paying. you can also breakdown your expenses and compare them with the business your looking to buy to see if you can force appreciate value by creating more earnings. 

Browse many attorney's  and compare their prices and fee structure.

Better return vs risk. compared to the larger more expensive property.

Rates on a DSCR 1st are pretty low compared to a conventional loan 

Looking at 350$/sq ft in a certain vacation area with a decent CoC% based on comparables 

@Eric S. new britain. that is your answer. i invest there. i spent my whole life in CT besides the last few years. i know the area well. i own a few multi-family properties there currently. i went CCSU in new britain and lived in the town for 10 years. its an incredible source of cash flow and, in my opinion, the current mayor is doing all the right things. i actually see growth happening in that town, compared to the rest of CT that is struggling. happy to help in any way i can. just let me know!

They are effectively like any other syndication (by definition they are a syndication), but put in place a legal ownership structure to accommodate 1031 proceeds.I understand why they have higher fees than the typical syndication, given the complexity in their ownership structure compared to a "typical" syndication.At the end of the day, any return from a syndication (typical or DST) is going to be primarily driven by market cycles.