I've found that targeting single family cosmetic renovations (anything in front of walls) makes things as simple and smooth as possible. 

Our financial commitment ensured a smooth and expedited transaction, demonstrating our dedication to providing the necessary resources for successful real estate ventures and maximizing profitability.

Based on where I'm at in the process of being under contract with my 4 unit and 5 unit, I will purchase in my name, but transition to an LLC after, knowing my loan will not be "called."  

Other then having a decent cash buffer as backup for vacancy+ things that will break and having insurance for each property what should i need to do to keep the engine flowing smoothly .

Long-term goals could involve building a diverse portfolio, achieving financial independence, or even transitioning into real estate full-time.Ultimately, the journey in real estate investing is both challenging and rewarding.

And in the STR game, reviews are pretty much everything.Assuming you have the hot tub up and running smoothly though, I'd also take some time to focus on what cold weather amenities you can offer to guests to entice them to visit during the colder months when ADR's drop and occupancy falls off a cliff. 

Our financial commitment ensured a smooth and expedited transaction, reflecting our dedication to providing necessary resources for successful real estate ventures and maximizing profitability through strategic investments.

We transitioned from LT to MT 1 year ago.

The owners may agree to carry part of the financing, but you won't need them to stick around to transition operations.After acquiring the properties and assets you wish, you would either run your own business, or part-out and resell some of the assets.From your post, it does not sound like parting out the properties is a viable path and where you admit to having no experience with vacation rentals or the resort business, you might want to explore purchasing the business with the current owners hanging around for a bit to help you get your feet wet.Regardless of approach, it needs to have legs to be worth pursuing.

However, I identified a deal in the southern part of Bloomfield (near Watsessing NJ transit station) I am interested in and do not know that area as well.