You may have to wait until the first 4-5 generate enough cash flow to buy the next one. 

We have worked together for 5 years, and two of your four properties, purchased I believe in 2022, have both renewed their leases and are operating smoothly. 

Jack,Do you only buy/sell in Mass or do you operate in other states?

Buying a mobile home to place on your land can be a great way to generate rental income, but like any investment, it comes with pros, cons, and key considerations.On the pro side, mobile homes are typically more affordable than traditional single-family homes, meaning lower upfront costs.

@Heath D Wallace operates as a property manager?

With myself as an operator I would offer the following: underwriting the deals, a detailed scope of work, a detailed material list, the labor, and the management.  

My question is how do most people make the jump to the 2nd STR property if you're generating $25k per year on the high end? 

I am in it for the long term as well for the next generations. 

Does anyone have advice on next steps and/or examples of terms, operating agreements, types of LLCs ect. ?

I've never heard of someone not generating leads from a sign.You may not have the best call to action or landing page for your listing leads if you haven't seen any traction.Cell phone #s and emails on listing signs did not convert well for me.