I would only partner with someone if there were "synergies" where they had knowledge and expertise where I did not and where we had alignment in our approach and goals.

Should I pursue a commercial mortgage on the third property or pull equity out of the second property that I own free and clear?

Happy to connect, feel free to reach out. 

You are free to come remove it and take the materials down.If you do want the fence then of course pay the guy

Feel free to reach out! 

Again, that's all fine and good but the numbers have to work which is why I was hoping to speak to someone with first hand knowledge of owning a property or properties in the town without an axe to grind like the Seabrook sales people.On the issue of negative STR regulations roughly half the houses in the town are in their rental program currently so I don't see that as an issue in the future as an investor as it's baked into the town's business model and not likely to change.

Hey @Joshua Ibarra, feel free to reach out.

@Cory Bagby- Feel free to reach out to me if you have any questions about the Milwaukee Market. 

I have been doing my fair share of readings but i have a lot of questions that pop up and wonder who i can reach out to More info on my financial status if anyone is willing to give recommendations:10k in roth ira3k in high yield savings (paused to pay off debt)6500 in student debt200 ish in credit card debtestimated 4.5 months to pay off. 2 current part times (only been at each a year)expect to go full time on 65k salary working at brick and mortar bank and use college transcript as 1 year and pay stubs as other forms of evidence of a jobfather will be able to aid 20k as gift and if need be added as a cosigner for better approval rates.my goal is to save 50k, debt free and look for houses, however, could this be done sooner with other thank you for any and all advice !

I don't do month to month but a lot of landlords do.Feel free to reach out if you have any other questions!