CourtSide with Evan Dechtman cover art

CourtSide with Evan Dechtman

CourtSide with Evan Dechtman

By: Evan Dechtman - TopSpin Digital
Listen for free

CourtSide is the podcast about the business side of racquet sports. Tennis, pickleball, padel, squash. If you own a facility, run programs, coach players, or operate in this industry, this show is for you. Host Evan Dechtman sits down with facility owners, directors of racquets, head pros, club managers, and operators across the country for honest conversations about what it actually takes to run a racquet sports business. How to fill courts. How to keep members. How to build programs from scratch. How to hire good coaches and keep them. The stuff that happens off the court that determines whether the stuff on the court survives. No scripts. No highlight reels. Just two people talking about what they've built, what's working, what's not, and where they think this whole thing is going. New episodes every two weeks. Evan is the founder of TopSpin Digital, a marketing agency built from the ground up for racquet sports, and HEARD Digital Marketing, its parent company. 25+ years of digital marketing for local businesses. 350+ clients. TopSpin exists because racquet sports businesses had real momentum and almost no marketing infrastructure behind it. Want to be a guest? Book your spot: topspindigital.co/courtside/book Email: evan@topspindigital.co Show notes: topspindigital.co/courtside2026 Evan Dechtman - TopSpin Digital Economics Marketing Marketing & Sales Tennis
Episodes
  • CourtSide Ep. 5: From Teaching Pro to Director: 32 Years at The Broadmoor with Karen Schott
    Jul 14 2026

    Karen Schott walked into The Broadmoor in 1994 as a teaching pro. She spent eleven years learning under Dennis Ralston — a five-time Grand Slam doubles champion and International Tennis Hall of Famer — before taking over the program in 2005.

    She's been running it ever since. Thirty-two years at the same club. One of the most recognizable names in racquet sports at the same property.

    In 2021, she stood at the USPTA World Conference and told a room full of tennis pros: if you don't learn to teach pickleball, you'll be out of a job in two to three years. The title on her office door changed from "Director of Tennis" to "Director of Racquet Sports" shortly after.

    In this conversation, we get into:

    • Walking into The Broadmoor at 24 and what she saw on day one
    • Eleven years learning under Dennis Ralston and what he passed down
    • The standard of a five-star property — what it demands and what it protects
    • The USPTA conference moment and telling her peers the hard truth about pickleball
    • How coexistence actually works when you have tennis diehards and pickleball beginners on the same staff
    • The economics of running racquets at a resort vs. a private club
    • Women in leadership — how many are in the room and what needs to change
    • Working alongside her husband David on the same team for nearly a decade
    • What she'd tell a young woman who wants to be a director someday



    If you run a racquets program, manage a club, or want to understand what thirty-plus years in the industry actually teaches you, this one is worth your time.



    ABOUT COURTSIDE
    CourtSide is a podcast about the business side of racquet sports. Long-form conversations with the owners, directors, and head pros shaping tennis, pickleball, padel, and squash. Hosted by Evan Dechtman, founder of TopSpin Digital.

    New episodes every two weeks. Subscribe so you don't miss one.

    Want to be a guest? Book your spot: https://topspindigital.co/courtside/book Email Evan directly: mailto:evan@topspindigital.co

    Full show notes: https://topspindigital.co/courtside TopSpin Digital: https://topspindigital.co HEARD Digital Marketing: https://heardmarketing.io

    CONNECT WITH KAREN SCHOTT
    The Broadmoor: https://www.broadmoor.com/sports/racquet-sports/ LinkedIn: https://www.linkedin.com/in/karen-schott-45409422/

    #CourtSidePodcast #RacquetSports #Tennis #Pickleball #TheBroadmoor #DirectorOfRacquetSports #KarenSchott #ClubIndustry #WomenInSports #TennisProfessional

    Show More Show Less
    21 mins
  • CourtSide Ep. 4: Building a $2.5 Million Racquets Program, with Jarrett Chirico
    Jun 30 2026

    Jarrett Chirico had a racket in his hand at three years old. By 11, he was at the Bollettieri Academy on a full scholarship. By 16, he was the top-ranked junior in America, playing all four Junior Grand Slams.

    Today he builds racquets programs at private clubs and turns them into the highest-revenue departments in the building. He took Baltimore Country Club from $7,000 a month to nearly $100,000. He grew Royal Oaks Country Club from $1 million to over $2.5 million a year in racquets revenue, without raising prices. In 2022, he founded the Directors Club of America, a network of over 1,300 leaders across 400+ clubs.

    In January 2026, Jarrett moved to North Hills Club in Raleigh to take on his next challenge: 22 tennis courts, 6 pickleball courts, and 3 padel courts.

    In this conversation, we get into:

    • Growing up at Bollettieri, playing Grand Slams, and the decision not to go pro
    • Playing World Team Tennis for the Philadelphia Freedoms, coached by Billie Jean King
    • The $7K-to-$100K turnaround at Baltimore Country Club and the $1M-to-$2.5M run at Royal Oaks
    • Building the largest pickleball program in the Northeast (1,000 players a week) and pioneering clay court pickleball
    • Why his crossover rates hit 80%+ when the industry average is 30%
    • Founding the Directors Club of America and building a network of 1,300 directors
    • The move to North Hills and what padel looks like from a director's chair

    If you run programs at a club, manage a racquets facility, or want to understand what separates the best directors in the country from everyone else, this one's for you.

    ABOUT COURTSIDE

    CourtSide is a podcast about the business side of racquet sports. Long-form conversations with the owners, directors, and head pros shaping tennis, pickleball, padel, and squash. Hosted by Evan Dechtman, founder of TopSpin Digital.

    New episodes every two weeks. Subscribe so you don't miss one.

    Want to be a guest? Book your spot: https://topspindigital.co/courtside/book

    Email Evan directly: evan@topspindigital.co

    Full show notes: https://topspindigital.co/courtside

    TopSpin Digital: https://topspindigital.co

    HEARD Digital Marketing: https://heardmarketing.io

    CONNECT WITH JARRETT CHIRICO

    The Directors Club of America: https://www.thedirectorsclubofamerica.com

    North Hills Club: https://www.northhillsclub.com

    LinkedIn: https://www.linkedin.com/in/jarrett-chirico-dca-b7712649

    #CourtSidePodcast #RacquetSports #Tennis #Pickleball #Padel #DirectorsClubOfAmerica #NorthHillsClub #ClubIndustry #RacquetsDirector #JarrettChirico

    Show More Show Less
    38 mins
  • CourtSide Ep. 3: 30 Years Running Gates Tennis Center, with Sam Hitman
    Jun 16 2026

    Sam Hitman has been managing Gates Tennis Center since 1993. In 30+ years he's turned a public facility into the host of the country's largest sanctioned tennis tournament, launched two more facilities across Colorado, and built a scholarship program for kids who can't afford lessons.

    Sam is the General Manager of Gates Tennis Center in Denver, Director of Tennis at Pueblo Tennis & Pickleball Center, and founder of The School of Tennis Management. He and Evan go back to before either of them got into racquet sports, they played on a championship basketball team together at their local community center.

    In this conversation, we get into the parts of the job nobody puts on a podcast:

    • How the public-private partnership with The Park People actually works, and what a $4.7M reconstruction looks like when the city owns the land
    • Running three facilities at the same time across different markets
    • The real economics of public vs. private tennis facility pricing
    • How Gates added quiet pickleball courts, the paddles he tested, the investment, and a league that sold out in three days
    • The School of Tennis Management, why he started teaching facility operators, not just players


    If you run a facility, manage programs, or want to understand how public tennis centers actually operate, this one's for you.


    ABOUT COURTSIDE
    CourtSide is a podcast about the business side of racquet sports. Long-form conversations with the owners, directors, and head pros shaping tennis, pickleball, padel, and squash. Hosted by Evan Dechtman, founder of TopSpin Digital.

    New episodes every two weeks. Subscribe so you don't miss one.

    Want to be a guest? Book your spot: https://topspindigital.co/courtside/book Email Evan directly: mailto:evan@topspindigital.co

    Full show notes: https://topspindigital.co/courtside TopSpin Digital: https://topspindigital.co HEARD Digital Marketing: https://heardmarketing.io

    CONNECT WITH SAM HITMAN
    Gates Tennis Center: https://gatestenniscenter.info

    #CourtSidePodcast #RacquetSports #Tennis #Pickleball #GatesTennisCenter #FacilityManagement #Denver

    Show More Show Less
    23 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet