It's different market now and I am slowly getting back to explore to see if we can still cashflow in the new price.

Most who get tripped up are those buying the smaller multi-families that don't possess the correct use permit/historical rental license activity. 

However, if you made the property available for rent in 2024—meaning you actively advertised it, listed it, or had it ready for tenants—you may be able to deduct certain expenses like mortgage interest, property taxes, maintenance, and depreciation for that period.

I'm exploring a few mentoring programs out there.

I currently own a 3-unit multifamily property, and I’m actively looking to expand my portfolio while building meaningful connections with like-minded investors in CT.I’m particularly interested in:Wholesalers: If you’ve got off-market deals, I’d love to hear from you.Creative Financing Opportunities: Subject-to deals and seller financing are right up my alley.Networking and Partnerships: I’m eager to collaborate with other investors who share a passion for creative deal-making and scaling our businesses together.Whether you’re an experienced investor, just starting out, or anywhere in between, let’s connect!

Often, I am not able to keep all of my ira funds invested in active loans so I would like to be able to keep the money that is not invested in loans in a liquid "money market" type of fund on a temporary basis.

Do you want to be an active investor, building those systems and teams while traveling to do so or would you prefer something more passive?

Ask your trusted tradespeople (electricians, plumbers, etc.) if they know someone reliable.Local Facebook Groups & Nextdoor – Many handymen rely on word-of-mouth, and these platforms can be great for finding recommendations from landlords and homeowners in your area.Real Estate Investor Groups – Chicago has an active real estate community.

Would this be the ideal market, or are there other rental options we should explore? 

Are you focusing on long-term rentals, or are you still exploring different investment strategies?