I definitely have some adjustments to make to my team and my processes for it to really turn into a worthwhile investment property.  

I think it would be worthwhile.

It will take a few good deals to make this worthwhile and from what it sounds like you have to spend  a lot on marketing to find that deal. 

A couple of hours spent networking with local investors could be a worthwhile investment.

While I am currently looking for multi-family duplex/triplex with an eye to use BRRRRR in the north shore area (north of Boston suburbs like Chelsea, Revere, Saugus, Swampscott, etc) class B/C properties, I am wondering whether this strategy in a "tenant-super friendly" state like Massachusetts's with current high interest rates (and therefore high construction/materials/contractor costs) is worthwhile at this time.

There are so many "solutions" out there for STR is it easy to get lost in the mess.Some of those are worthwhile, Pricelabs for instance.For the most part, I just use the built in apps. 

Not really a great place for one whereas if you are near water/entertainment or something worth while then it can be a great investment.

Hello BPers :)Curious if anyone has joined an ICOR mastermind group and if they found it worthwhile.  

That almost defeats the purpose of trying to attain wealth.Regarding having a small business, you may be eligible for different types of retirement accounts, deductibility of health insurance and other things.New Jersey also has a complex tax system - It may be worth while to work with a CPA in the tri-state area.

@Holly Ross not knowing the risks can certainly make this more daunting. 1) 50k wouldn’t be enough or a worthwhile venture because of the neighborhood class that would put you in. 2) borrowing money wouldn’t have an impact on your current mortgage since that’s already in place. 3) worst case scenario if you’re doing the BRRRR would be that you’re absolutely unable to refinance the property, at which point the lender would take the property and likely sell it to get their money back.