Connecting buyers and sellers with off-market residential and commercial opportunities throughout Illinois & Wisconsin.
About Second Half
We source, market, and distribute off-market residential and commercial investment opportunities across Illinois and Wisconsin. Investors, buyers, and owners trust us for efficient transactions and long-term partnerships built on quality deals and professional execution.
Active markets
Property types
Trusted Network
solutions
1
Join our investor network
2
Receive curated deal flow that matches your criteria
3
Review underwriting, photos, and property data
4
Submit offers and close with confidence
1
Tell us about your property
2
Review your available selling options
3
Receive competitive offers from qualified buyers
4
Close on the timeline that works for you
1
Send us your deal
2
Leverage our buyer network
3
Collaborate on marketing and disposition
4
Maximize exposure and close efficiently
inventory
View all
Organization is key. Learn more about our team structure and roles.
Andrew specializes in cultivating strategic relationships throughout the real estate industry, working closely with brokers, investors, operators, business owners, and industry leaders across the Midwest. With a strong network and a people-first approach, he focuses on creating meaningful connections, identifying opportunities, and bringing the right parties together to facilitate successful transactions and long-term partnerships.
Reviews
"Andrew made the process straightforward and professional from start to finish. Communication was excellent throughout the transaction."
Chicago, IL
"We've purchased two properties from Second Half so far and their transparency and professionalism throughout this process was excellent. Very smooth."
Milwaukee, WI
"I bought my first house hack from Second Half. They broke down all the numbers and were very knowledgeable. Highly recommend Andrew and James."
Aurora, IL
Three ways to get started — browse current inventory, submit a property for review, or talk to our team directly.
