Investor 路 Chicago, IL 路 Member since 2026 路 25 posts 路 21 votes
Hi Everyone, I'm Theresa based in the Chicago area.
I'm an active real estate investor focused on small multi-family, BRRRR, and value add opportunities. I began investing in late 2024 and am currently executing my first acquisitions while building long-term systems with a buy and hold mindset.
I joined BiggerPockets to learm from experienced investors, connect with others executing in similar markets, and contribute where I can as I grow.
Looking forward to connecting and learning from the community.
Investor 路 Chicago, IL 路 Member since 2018 路 312 posts 路 149 votes
8mo
Cool, cool. Your post says you started investing in 2024 and you're currently working on your first purchase. What were your investments in 2024, where/what is your current purchase, and what systems have you built? Sounds like an exciting time for you
Thanks for the welcome. I'm focused primarily on Chicago and nearby submarkets, taking a very block-by-block approach. My emphasis is small multifamily with long term buy and hold strategy, while continuing to refine underwriting and execution. 2026 is about disciplined acquistions and strengthing systems around operations and capital.
Investor 路 Chicago, IL 路 Member since 2026 路 25 posts 路 21 votes
8mo
@Aaron Zimmerman I'm evaluating a mix of acquisition financing depending on the deal, potentially bridge or hard money on value-add with a clear refi path. Right now the priority is disciplined underwriting and downside protection more than locking into a single funding source.
@Lee Burns I'm focused on select South and West side submarkets where the numbers still make sense, being very block-by-block about it. Always good to connect with other local investors who understand Chicago's nuances.
@Jonathan Klemm Appreciate that, Jonathan- Thank you! Looking forward to getting more involved locally and connecting with the Chicago BP community.
Investor 路 Chicago, IL 路 Member since 2018 路 312 posts 路 149 votes
8mo
Cool, cool. Your post says you started investing in 2024 and you're currently working on your first purchase. What were your investments in 2024, where/what is your current purchase, and what systems have you built? Sounds like an exciting time for you
Congratulations on getting started - and i'm an investor on the south side of Chicago, too! Definitely a great area to invest in as it provides potential for cashflow + appreciation.
& we have a meetup every month called the Chicago Cashflow Breakfast club, you might want to stop by and put yourself in front of other investors. It's a great way to network and surround yourself around other like-minded individuals!
Great question. I started actively pursuing acquistions in late September 2024. I underwrote several deals, including one commercial and another residential oppurtunity that ultimately didn't pencil, which reinforeced my focus on deal quality over speed.
Right now I'm actively underwriting and tightening my acquisition systems (deal analysis, capital structure, contractor vetting) as I move toward my next purchase. The goal is to build something repeatable and scalable,not rush into the wrong deal. Appreciate the question.
Thank you, Eudith- I appreciate that! I'm investing primarily on the South Side as well, so it's great to connect with others active in the same market.
The Chicago Cashflow Breakfast Club sounds right up my alley. I'd love to stop by one of the upcoming meetups, get more involved and connect in person. Thanks for the invite!