
Hi, I'm Tim Cunningham—born in Poland and raised in Chicago's Lincoln Park, where biking the lakefront with my dad sparked my love for this city.
I studied Actuarial Science and Risk Management at the University of Illinois, which sharpened my ability to analyze and simplify complex financial topics. I've worked across consulting, financial services, and education, always with a focus on helping others.
I speak five languages, coach volleyball year-round, and stay active with Chicago United. Family means everything to me—I've got two younger siblings I try to lead by example. Mutual of Omaha's client-first mission aligns perfectly with how I serve professionals, families, and small businesses in the greater Chicago area.
Whether we're tackling goals or helping protect your future, I'm here to help make it clear and meaningful. Let's build your insurance plan together—book a time and let's talk.
Financial RepresentativeTim Cunningham
Hi, I'm Tim Cunningham—born in Poland and raised in Chicago's Lincoln Park, where biking the lakefront with my dad sparked my love for this city.
I studied Actuarial Science and Risk Management at the University of Illinois, which sharpened my ability to analyze and simplify complex financial topics. I've worked across consulting, financial services, and education, always with a focus on helping others.
I speak five languages, coach volleyball year-round, and stay active with Chicago United. Family means everything to me—I've got two younger siblings I try to lead by example. Mutual of Omaha's client-first mission aligns perfectly with how I serve professionals, families, and small businesses in the greater Chicago area.
Whether we're tackling goals or helping protect your future, I'm here to help make it clear and meaningful. Let's build your insurance plan together—book a time and let's talk.

Protect Your Kingdom
As a licensed insurance agent* with Mutual of Omaha Insurance Company (Mutual of Omaha), I work hard to:
- Help young families protect their family and property in case of an unexpected and potentially devastating disability or death.
- Help professionals plan for a long retirement, so they don't run out of money yet still have the lifestyle they desire.
- Help those close to retirement prepare for the effects of healthcare expenses including long-term care and unexpected illnesses.
- Help small business owners protect their life's work for their family and employees.
Learning Center
In a world of one-size-fits-all financial advice, Mutual of Omaha Advisors offers a fresh, personalized take with the "Make it Personal" podcast. Get practical insights to help you plan smarter, take control, and make your money work for you.

Choosing between term and whole life insurance depends on your goals, budget, and coverage needs. Know the key differences to make a confident choice for your financial future.

Timing matters when enrolling in a Medicare Supplement plan. Learn when you're eligible, what affects your options, and how to avoid higher premiums or coverage delays.
