John Aylesworth with Michael H. Wasserman, PC

The Connector

Lead Attorney John Aylesworth’s promotion to partner was the shining star among the transformative changes at Michael H. Wasserman, PC, Real Estate Law Firm since we featured them in 2023. These changes reflect founder Mike Wasserman’s stance, which he shared with us back then: “Nobody stays at the top by standing still.”

John, an attorney for over twenty-five years, is known for his deep understanding of real estate law and unwavering support for his clients. He also shares Mike’s drive and aspirations. Focused on providing superior service, the partners are firm on remaining nimble. To that end, they have implemented seamless technology to improve their already-excellent customer experience. 

“Our focus is always on making the client’s journey easier,” says John. “‘Selling and buying real estate can be hard. Let’s make closings easy has and always will be our mantra.”

The firm has doubled down by enhancing their proprietary process, which helps keep clients, and other parties, informed and feel confident. The focus is on convenience and transparency.
What sets this law firm apart isn’t just their track record of more than 9,000 closings; it’s also their client-first approach, dedication to community, and constant pursuit of innovation. 

“We’ve seen incredible results by combining technology with our years of expertise,” John explains. “Our clients and brokers know that they can trust us to handle every detail, and they appreciate the simplicity we offer.”

He continues, “Clients can reach any of us via text, email, social media, or a phone call—whichever way is easiest for them. And it’s easy to schedule a call or video chat through our website. We don’t leave anyone hanging. There’s just too much on the line.”

“Every call is important,” John emphasizes. “In fact, we encourage brokers to call us to talk through issues and situations.” 

John is overseeing strategic initiatives to strengthen the firm’s reputation for being approachable and solution-focused. Consequently, he talks to a lot of real estate pros. 
“One of my favorite aspects of this role is connecting with brokers to troubleshoot issues and find creative solutions,” he says. “Those conversations are invaluable.”

He also emphasizes that at their firm, every team member plays a vital role in ensuring success. 

“Our team is the backbone of our success,” says John. “We’ve built a culture where people feel supported, whether they’re handling complex files or simply sharing a laugh in the office. Happy, motivated employees translates to exceptional client service.”

Philanthropy remains a cornerstone of the firm too. Through their Thanks to You program, they donate $50 to a client-selected charity after each residential closing. To date, the program has raised over $100,000 for charitable organizations.

“It’s a small way to show our gratitude,” John says. “We’re not just serving clients; we’re contributing to the communities where we live and work. That connection is incredibly meaningful.”

In his personal life, John, who is a longtime resident of River Forest, has recently entered a new chapter. With his son now attending the University of Illinois, John has been learning to embrace being an empty nester by pursuing some of his passions, in particular, learning Spanish and traveling to (so far) Ecuador, Colombia, and Mexico to immerse himself in the culture, music, and language.

“Speaking Spanish has become a big part of my life,” John shares. “It’s opened so many doors for connection and understanding, and it’s the perfect excuse to explore new places. Plus, it creates the possibility of helping even more clients close with confidence.”

John’s love for connecting with people is part of what drives his determination for excellence. It likely comes as no surprise, then, that the two partners share an ambitious vision for the firm’s future. Over the next three to five years, they aim to build on the firm’s momentum, allowing the team to focus more on what they love most: helping clients achieve their real estate goals.

As John puts it, “Every day is an opportunity to learn, adapt, and improve. That’s how we stay ahead, and that’s how we ensure our clients receive the best possible service and calm, clear guidance in an important time in their lives.”