Week 28, 2025

ATP Events This Week: Bastad 250, Gstaad 250, Los Cabos 250

WTA Events This Week: Hamburg 250, Iasi 250

  • The Tennis World’s Roast Of Bill Ackman

    Context: Billionaire investor Bill Ackman received a wildcard into the ATP Challenger Hall of Fame Open in Newport, Rhode Island this past weekend.

    Eliza Wastcoat’s Reaction: “I might aspire to this level of delusion.” See here.

    Why It’s Interesting: This 30 for 30 spoof was peak roast.

  • Iga Swiatek’s Core Team Members Interviewed After Wimbledon Triumph

    Why It’s Interesting: Rothenberg brings premium subscribers one-on-one interviews with Swiatek’s coach Wim Fissette, her performance psychologist Daria Abramowicz, and her strength & conditioning/physiotherapist coach Maciej Ryszczuk.

  • A Reflective Essay Appreciating Novak Djokovic, The Human

  • 2022 Grass Swing Darling Tim van Rijthoven Is Retiring

    More: “Van Rijthoven memorably triumphed on home soil at the 2022 Libema Open in 's-Hertogenbosch. As a wild card, he knocked off three Top 20 players that culminated with upstaging second-ranked Daniil Medvedev in the championship match.”

  • The Grass Is Greener For Iga Swiatek

    Why It’s Interesting: Terrific deep dive into the one-sided women’s final from Tennis Inside Numbers. Detailed accounts of the important moments and plenty of granular match statistics that you won’t find elsewhere.

  • Why Andre Agassi Always Knew Where Boris Becker Was Serving

    Why It’s Interesting: This isn’t completely new information, but for any readers who’ve yet to stumble upon it… it’s one of the quintessential bombshell insights in the history of tennis.

    Note: While we’re linking to TikTok, please note Gill has re-launched his TikTok account - see here.

@agassi

IYKYK… #tennis #tennistiktok #agassi #wimbledon #psychology

  • Craig Boynton Joins Alex Michelsen’s Team

    Other Coaching News: News: Alexander Zverev spotted in Mallorca working with Toni Nadal, although there’s no official word on that yet. Also, Jasmine Paolini splits with Marc Lopez after 3 months.

  • Leaving You With More Of Josh Berry’s Johnny Mac Impression

On Monday Match Analysis, Gill breaks down Jannik Sinner's triumphant bounce back victory in the 2025 Wimbledon final against back-to-back-defending champion Carlos Alcaraz. We'll discuss all the things that Sinner improved and adjusted in order to win, as well as Alcaraz's biggest regrets, what we learned about the Italian and what it means for the rivalry moving forward.

Want to sponsor this newsletter? Reach out to [email protected].

Want to send us content? Send an email to [email protected]

Hey everyone, Gill Gross here. While I’m grateful for any amount of success I’ve had talking tennis on the internet for the past half decade, I believe we should all be doing better in this sport as creators and as fans. The tennis content economy is far behind other sports by metrics of engagement and popularity. This newsletter is our effort to DRAW the great things we find in tennis every week- we search for content that teaches us, makes us think, makes us laugh and ultimately makes loving this sport the best possible experience. Our vision is to speed up the growth of a robust content economy in tennis, for the benefit of fans, players and creators alike.