• TB9, S14, E16 | Actor Paul Adelstein: Growing Up and Growing Older in Hollywood
    Oct 13 2026

    After decades in Hollywood, Paul Adelstein still isn't sure he's made it. And maybe that's part of what's kept him going.

    This week on **The Back 9**, the star of *Private Practice*, *Prison Break*, *Girlfriends' Guide to Divorce* and *The Audacity* joins us to talk about his unlikely start in Chicago theater, his big break with John Cusack, and the experience of growing older in an industry where the roles change right along with you. And how did his high school class manage to produce four successful Hollywood actors, including one who became a major star?

    Along the way, Paul shares stories of old friends, famous collaborators, divorce, fatherhood and what it means to keep challenging yourself creatively.

    For Paul, success isn't necessarily a role, a paycheck or a particular milestone. It's doing meaningful work with people he respects and staying excited about what might come next. Not a bad way to approach the Back 9.

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    44 mins
  • TB9, S14, E15 | Attorneys Amy Shield & Roger Levine — Divorce Mistakes You Can't Afford to Make
    Oct 6 2026

    Divorce has a nasty habit of turning bad decisions into permanent ones.

    This week on The Back 9, mother-and-son appellate attorneys Amy Shield and Roger Levine, authors of Divorce SOS, share the legal mistakes people often don't recognize until it's too late — from financial records and settlement agreements to choosing the wrong attorney.

    But some of their best advice happens outside the courtroom. When an ex knows exactly how to push your buttons, that angry text or email can feel pretty satisfying, until it gets used against you.

    Amy and Roger join us to talk about lowering the temperature, protecting your kids and finances, and making decisions today that you can still live with tomorrow...and all the way through your Back 9.

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    35 mins
  • TB9, S14, E14 -- Dennis and Josh on How to Engage with the World
    Sep 29 2026

    Being engaged with the world doesn't mean we have to let all of it into our heads.

    This week on The Back 9, it's just Dennis and Josh, talking about everything from the crime against humanity that is mixing 12-year Scotch with Coke to movies, anxiety, meditation, social media and the things we allow to occupy way too much space in our lives.

    Dennis shares what happened when he dramatically cut back on social media. Josh talks about recognizing his own anxiety around conflict. And together, we wrestle with a bigger question: how do we stay curious, informed and connected without getting consumed by all the noise?

    Maybe the answer isn't disengaging from the world. Maybe it's becoming more intentional about how we engage with it — and what actually deserves our attention.

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    30 mins
  • TB9. S14, E13 Entrepreneur Philip Crutchfield — Don't Miss Your Life
    Sep 22 2026

    Sometimes we get to a point in life and realize that we are spending so much time focused on the future for our family, that we've lost sight of the life we're living right now.

    This week on The Back 9, entrepreneur Philip Crutchfield talks about becoming a father young, building successful businesses, and confronting his own role in the end of his second marriage.

    Philip spent years working long hours and traveling to give his family a life he never had, only to realize -- a little too late -- that they already had a pretty good life. Now 50, with four children, he reflects on ambition, fatherhood, divorce and the years we can't get back.

    Sometimes figuring out what happened isn't about assigning blame. It's about recognizing what we want to do differently with the years ahead. It's an opportunity to change the game -- on the Back 9.

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    36 mins
  • TB9, S14, E12 -- Divorce Professional Kurt Heide -- Divorce Is Emotional. Your Decisions Can't Be.
    Sep 15 2026

    Divorce can feel like the worst thing that's ever happened to you. For Kurt Heide, it once did.

    When his first marriage ended, Kurt suddenly found himself raising three young children as a single father while trying to hold together his career and his life. This week on The Back 9, he shares what he learned about putting his kids first, keeping anger from driving important decisions, and eventually building the relationship he's now been in for 18 years.

    Kurt also talks about his work with the National Association for Divorce Professionals and why the right legal, financial and emotional support can matter when you're least equipped to make clear decisions.

    Because the choices we make during the worst moments of our lives long after it's over, and that's a lesson worth heeding on the Back 9.

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    37 mins
  • TB9, S14, E11 | Chicago Sports Radio Legend Marc Silverman — Reasons to Believe
    Sep 8 2026

    This week on **The Back 9**, ESPN 1000 Chicago's **Marc Silverman** joins us to talk football, fatherhood and the non-Hodgkin's lymphoma diagnosis that changed the way he thinks about his time.

    Now six years in remission, Silvy shares how therapy, mentorship and even acupuncture helped him through treatment—and why he no longer puts off the trips, experiences and time with his wife and sons that once could have waited.

    Dennis also opens up about his own experience with prostate cancer, including why he chose to handle parts of it very differently.

    Two dads. Two cancer journeys. And a conversation about health, family and why some things are too important to save for later...on the Back 9.

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    41 mins
  • TB9, S14, E10: Investor/Wiener's Circle Owner Ari Levy -- Two Divorces and a Hot Dog Stand.
    Sep 1 2026

    Three years ago, The Back 9 was born over late-night hot dogs and cheese fries at Chicago's legendary Wiener's Circle. This week, we sit down with one of the guys who owns it.

    Investor and restaurant owner Ari Levy talks about preserving—and reinventing—a Chicago institution famous for its irreverence, and how the Wiener's Circle became part of the conversation around the Bears last season with viral stunts involving Ben Johnson, Caleb Williams and more.

    Then we make the turn. After two divorces, Ari opens up about therapy, fatherhood, taking better care of himself, and finding an unexpected relationship with one of his closest friends from college. It's a conversation about what experience teaches us to value in a partner—and why friendship, shared values and simply enjoying each other's company may matter a whole lot more the next time around.

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    39 mins
  • TB9, S14, Making The Turn: HOW MUCH IS YOUR TIME WORTH?
    Aug 25 2026

    Everybody says time is more valuable than money. We decided to put that idea to the test.

    So we kick off Season 14 of The Back 9 with a hypothetical that quickly becomes a lot less hypothetical. Our answers lead to a bigger conversation about time, money, family and what we value at this stage of life.

    As we make the turn into another season, we also look at how far The Back 9 has come, the progress of our book, and our recent work with a former guest whose story continues to remind us what can happen when we turn difficult experiences into something meaningful.

    Nearly 150 episodes in, we're still right there with you -- still asking questions, still learning and still figuring out what we want to do with the years ahead.

    Welcome to Season 14 of The Back 9.

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    21 mins