Cass Wennlund, a distinguished legal professional and dedicated community leader from New Lenox, Illinois, has profoundly impacted both the legal field and local governance over his three-decade career. As the owner of Wennlund & Associates, he specializes in providing comprehensive legal solutions with a focus on civil litigation, real estate, zoning and land use, and business law, always prioritizing integrity and client-focused service. Beyond his legal practice, Cass serves as the New Lenox Township Supervisor, where he advocates for vibrant community development and transparent governance. A devoted advocate for civic engagement, Cass seamlessly blends his legal expertise with a deep commitment to public service, striving to enhance community welfare and mentor the next generation of legal professionals. His dedication extends into his personal life as a family man and outdoor enthusiast, embodying a balanced approach to professional achievement and personal fulfillment.

How did you get started in this business?

I started my career in law after graduating from law school, driven by a deep-seated passion for justice and a desire to make a tangible impact in my community. Initially, I worked in a more traditional legal setting, which provided a solid foundation in various aspects of law. Eventually, my career evolved towards combining legal practice with active community engagement, leading me to assume the reins at Wennlund & Associates, founded by my father Larry, in 1979. This allowed me to focus on providing personalized legal services while also addressing broader community needs, and today allows me to further honor his memory, and his lifetime of contributions to Illinois and the Lincoln-Way area community.

How do you make money?

My primary source of income comes from my legal practice, Wennlund & Associates, where we specialize in a range of legal services tailored to meet the needs of our community. We handle everything from civil litigation to real estate, zoning and land use, and business law. Additionally, my role as Township Supervisor, while more about service than profit, complements my broader professional activities by deepening my engagement with community development and governance.

How long did it take for you to become profitable?

Building a vibrant law practice did not happen overnight. It took several years to establish my own reputation in the community, build a client base, and refine our services to the point where the practice became truly profitable. I’d say it was around the five-year mark when I truly felt that my practice was not just sustaining itself but also growing steadily.

When you were starting out, was there ever a time you doubted it would work?

Absolutely, there were numerous times early in my career when I doubted the path I had chosen, especially during periods of slow business and financial uncertainty. The challenges of building a clientele and a name for myself in a competitive field were daunting, but my commitment to my community and belief in the value of my work kept me going.

How did you get your first client?

My first client came through my father, Larry.  I was also active in local events and made it a point to be involved in various community initiatives, which helped me to network and get the word out about my services. This grassroots, community-focused approach was instrumental in attracting my initial clients, and it has continued to be a cornerstone of my business development strategy.

What is one marketing strategy that works well to generate new business?

One effective marketing strategy has been hosting and participating in community seminars and workshops. These events provide a platform to share valuable legal information and advice, demonstrating my expertise and the value of our services, while also engaging directly with potential clients in a meaningful way.

What is the toughest decision you’ve had to make in the last few months?

Recently, the toughest decision involved navigating the implications of expanding our practice areas at Wennlund & Associates. Balancing the risks and benefits of growing the firm during uncertain economic times required careful consideration and ultimately a decision that aligned with both our business goals and our commitment to serving the community.

What do you think makes you successful?

I believe my success stems from a genuine passion for serving others, a commitment to ethical practice, and a strong connection to the community. These elements have not only helped build trust and credibility but have also fostered a loyal client base that values personal integrity and community involvement as much as legal expertise.

What has been your most satisfying moment in business?

One of the most satisfying moments was successfully defending a client’s property rights in a complex legal battle that had significant implications for their family business. Seeing the relief and gratitude of my client reaffirmed the importance of diligent and empathetic legal service.

What does the future hold for your business?

The future of Wennlund & Associates looks promising. We plan to continue growing our services and expanding our reach within the community while maintaining the high standards of legal advice and personal service that have been the hallmark of our practice. I also look forward to leveraging technology to enhance our service offerings and accessibility.

What business books have inspired you?

“Good to Great” by Jim Collins has been particularly inspirational, providing insight into what differentiates top-performing companies from the rest. Its focus on leadership and building a lasting, values-driven company resonates deeply with my approach to both business and community service.

What advice would you give to your younger self?

I would advise my younger self to be patient and steadfast in the face of challenges. The path to meaningful success is often long and fraught with setbacks, but persistence and integrity pay off. I would also stress the importance of networking and building relationships, as these are invaluable assets in both business and life.

Are you willing to be a mentor?

Absolutely, I am always open to mentoring young professionals. Sharing knowledge and guiding the next generation of legal minds is not just a responsibility but a privilege. Helping others grow and succeed is one of the most rewarding aspects of my career.

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