Search for the BP podcast episode with Jude Bernard - he is very active in NYC.

I’m also an active member of the local landlord association in Joliet (JRLA), which has been a great resource for networking and education.

It could give you peace of mind as you focus on your family and move to your new home, without the additional stress of managing a second property from afar.Best of luck with your decision! 

(in the back of your mind the cleanliness is no excuse and they clearly do not respect your property.

Momentum 2025: Virtual Investing SummitJoin me and hundreds of active investors for an immersive 8-week virtual summit designed to help you identify opportunities, avoid costly mistakes, and build lasting wealth in 2025 and beyond.

Your financial background is a huge asset, and it’s great that you’re starting locally in Milwaukee while keeping an eye on future expansion.If you’re looking to connect with like-minded investors, the Rental Property Association of Wisconsin is a fantastic resource for networking with rental portfolio owners, accessing legal resources, and finding contractors. https://www.aasew.org/For mentors, funding sources, and flippers, the Milwaukee REIA is another great group to explore. https://www.milwaukeereia.com/I’m a member of both and find unique value in each—maybe we’ll cross paths at a future meeting!

However, the tax treatment differs between short-term and long-term rentals:Short-Term Rentals (STRs): If you materially participate (work 100+ hours and more than anyone else on the property), you may be able to offset rental deductions against W-2 or other active income, offering greater tax benefits.Long-Term Rentals (LTRs): If your AGI exceeds $100K, your rental losses may be limited, unless you qualify as a Real Estate Professional (REPS).If you plan to expand your rental portfolio, consider an LLC later for liability protection and easier management.

Interested in a meet up with like minded investors on Long Island.  

Also, keep in mind that if you do form an LLC, you'll want to keep these under your EIN, not your SSN.Bank AccountCredit CardTitleLoanBookkeeping Ledger

Quote from @Diane Pizarro: @Sarah Kensinger do you mind if I ask which mastermind class you took?