About Us

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About Us

Your Partners in Real Estate, Finance, and Generational Wealth

Everyone at A-Squared Homes shares a passion: helping people create generational wealth and improve their communities through real estate. Our ethos is that we see our clients as partners. We intend to continue nurturing and adding value to that partnership for years to come. It usually feels like we eat, breathe and sleep real estate. However, when we're not servicing our clients, we enjoy spending time outside with our family, going to concerts, trying all of the fabulous food available in Chicago and meeting up with friends at neighborhood street festivals.

Alison

Alison Aviles, Real Estate Sales Professional, CREN, Privy PRO, Licensed Illinois Life Insurance Producer: Alison decided to launch a careers in real estate because she's passionate about connecting people with solutions.

After 18 years of helping to launch various medical device and technology start-ups, Alison understands better than most how to manage long, complex sales cycles and how to collaborate with multiple stakeholders to see a project through to completion.

Chicago investors, Alison is your data-driven real estate strategist. She delivers hard-numbered pro formas, insider neighborhood intel (specializing in Chicago's west side), and tough-as-nails negotiations to maximize your returns. From acquisition through rehab and exit, Alison is your hands-on ally—no handoffs, no excuses. Ready to boost your portfolio?

Alison deeply values the trust her clients place in her to help guide them through some of life’s biggest milestones and she aims to be a friendly and knowledgeable resource to those clients for life.

Ryan

Ryan Anderson is a licensed Realtor with over five years of experience and a deep understanding of nearly every aspect of real estate — from fix-and-flips to ground-up developments. An investor-friendly agent, Ryan specializes in securing off-market deals and helping clients build long-term wealth through real estate.

Beyond serving his clients, Ryan coaches other Realtors, sharing the strategies and mindset that drive lasting success in the industry. A graduate of Western Illinois University, Ryan has a lifelong passion for fitness, sports (especially cheering on the Chicago Bears), and once competed as a professional poker player. When he’s not working or coaching, he loves spending time with friends and family — especially his two young boys.

Why Choose Us

We focus on people, not transactions

We have an extremely high sense of urgency to meet our clients' needs - a trait that is fairly uncommon in real estate. When we encounter a roadblock, we remain undeterred. In fact, a main reason many clients decide to work with us is that we take the initiative to deploy unconventional, creative strategies and exhaust every available option to help our clients achieve their goals. When clients partner with A-Squared Homes, we support them at every turn. Through our deep relationships with lenders, real estate attorneys, contractors and service providers, we can provide concierge-style service from start to finish.

  • Years of combined real estate & finance experience
  • Personalized plans for every investor type
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What Our Clients Are Saying