Podcast with Pickleheads CEO, Max Ade: Raises $2.5M Seed Round for the #1 Pickleball App

This week on The 4th Quarter Podcast, we sat down with Max Ade, co-founder and CEO of Pickleheads, the #1 app for pickleball players to find local courts, connect with players, and build their own pickleball communities. Pickleheads is backed by a recent $2.5M seed round — including prior pre-seed investments from Kevin Durant's 35V and notable angels.

Check out our key takeaways from the podcast:

#1 Why Pickleball Isn't Just a Sport — It's a Social Phenomenon

  • Pickleball’s explosive growth comes from accessibility and strong social appeal —not just traditional sports dynamics

  • “Pickleball is the exact opposite of the digital isolation trend; it’s about community and human interaction”

  • Its inclusive, social nature will ensure lasting popularity beyond being just another sports fad

#2 From Free Court Finder to Category Leader

  • Inspired by HubSpot’s website grader tool, Pickleheads gained initial traction by building the ultimate pickleball court finder, creating powerful organic traffic

  • SEO is critical to virality — “We knew paid acquisition wouldn't scale for millions of casual players”

  • Now, with a large recreational player base, Pickleheads is adding advanced matchmaking and skill-based round-robin features to boost player experience and community engagement

#3 Pickleball’s Path to Global Scale

  • Max is bullish on pickleball’s global potential, highlighting its natural accessibility as crucial to international adoption

  • Pickleball’s low barrier to entry uniquely positions itself for expansion into Europe, Asia, and the Middle East

  • With its expanding network, Pickleheads is ideally placed to capture exciting growth opportunities as pickleball gains traction worldwide

#4 Startup Advice from Max

  • Consumer startups should adopt a distribution-first strategy — “We inverted the usual startup playbook, first mastering distribution via SEO, then layering monetizable products afterward”

  • Take career risks early, especially in your twenties: combining youthful ambition with calculated moves yields exponential results — “your twenties are the best time to leap”

#5 What’s Next for Pickleheads

  • With fresh capital, Pickleheads is entering an exciting new phase — launching nationwide events, building out their team, and advancing the sport globally

  • “And if you want to make $10K a month running Pickleball events in your local area, go to Pickleheads — [they] got the tools for you to do it!”

Sports-Tech Market Activity: Investors & Deals

Venture Capital

  • Camb.ai, a speech synthesis and translation startup that offers multilingual soccer live streaming, raised $11M in Pre-Series A funding (Mar. 19th)

    • Simultaneous multi-year deal announcement with French soccer’s LFP

    • Supporting GTM teams across markets in Japan, India, Europe, and N. America

    • Series A raise targeting $75M already in early discussions; total funding to date at $15.5M [SBJ]

  • HireBob.ai, a developer of AI agents geared towards fitness and health & wellness clubs, raised $20M in Seed funding (Mar. 19th)

    • Plans to accelerate agentic AI initiatives, offering 24/7 branded support for bookings, inquiries, and member engagement

    • Raised $20M from a VC firm featuring ex-Google executives to enhance AI-driven customer service and sales for fitness brands [Athletech]

  • Fixated, a digital entertainment platform that offers talent management and content production services for creators, raised $12.8M in funding (Mar. 14th)

    • Represents top digital creators like Sketch, Botez Sisters, and Zach Justice

    • Expanding operations and reach of services for creators, including content strategy and brand partnerships

    • Investment led by Eldridge Industries [FinSMEs]

  • Good Good Golf, a next-generation golf media brand, raised $45M in Growth funding to enhance the sport’s engagement and accessibility (Mar. 20th)

    • Funding to drive global expansion across content, retail, and live experiences

    • Led by Creator Sports Capital; other investors include Manhattan West and Peyton Manning’s Omaha Productions among others [Good Good Golf]

  • Yeet, a crypto casino & sportsbook platform for traditional casino games and crypto-native gambling experiences, raised $7.75M in funding (Mar. 18th)

    • Plans to focus on markets outside the U.S.: Asia, Latin America, and Europe

    • Investment led by Dragonfly, other investors include Pudgy Penguins CEO Luca Netz and LayerZero CEO Bryan Pellegrino among others [Decrypt]

M&A and Investments

  • Celtics’ $6.1B acquisition names William Chisholm as franchise’s new owner (Mar. 20th)

    • Sales deems the franchise the most expensive NBA team sale in history

    • Sixth Street backing group led by Chisholm with commitments of over $1B

    • Overcoming bids from Phillies owner Stan Middleman, Friedkin Group, and existing investor Steve Pagliuca [Sportico]

  • PE firm Sixth Street secures a 10% stake in the Giants, covering both the MLB team and $1.5B Mission Rock development (Mar. 18th)

    • 28-acre project, a public-private partnership with RE firm Tishman Speyer

    • Raine Group retained to handle the sale, on behalf of the SF Giants

    • Sixth Street joins Arctos Partners as a PE investor in the Giants' real estate-heavy portfolio; additionally invested in the Cubs, Red Sox, and Dodgers [Sportico]

  • Sportradar acquires IMG Arena for $125M from Endeavor Group in ‘definitive agreement’ for betting-data expansion move (Mar. 20th)

    • Endeavor to divest IMG Arena, paying out $225M total, including $125 million paid to Sportradar and $100M to sports rights holders

    • Acquisition, expected to close in Q4 2025, aims to enhance Sportradar’s global betting sports portfolio in tennis, soccer, and basketball [SportsPro]

  • PepsiCo acquires prebiotic brand, alternative soda option Poppi for $1.95B (Mar. 17th)

    • Follows PepsiCo’s strategy of pursuing health-conscious product options

    • Poppi originally appeared on ‘Shark Tank’ and received backing from consumer brands investor Rohan Oza [Athletech]

  • Oakland A’s reportedly seeking $550M equity investment for Las Vegas Ballpark, at a $2B valuation (Mar. 18th)

    • In discussions to secure up to $550M for their $1.75B Vegas stadium

    • The Fisher family to cover any shortfall if $550M investment target is not met [SBJ]

  • Coalition Capital, Kylian Mbappé’s VC firm enters competitive sailing, backing France SailGP team (Mar. 14th)

    • His foundation, ‘Inspired by KM,’ will serve as the team’s official charity partner

    • Investment part of a consortium-led privatization of the team, now fully privately owned and operated

    • Accor, a leading hospitality company, played key role in connecting the group with the France SailGP Team [SailGP]

  • Playtomic, a platform connecting racquet sports players worldwide, raised $70M in equity and debt funding (Mar. 19th)

    • Allocating funds across U.S. expansion, product development, and M&A

    • Of the $70M, $20M comes from Match Invest and $11M in debt from Santander

    • Investment led by Match Invest; other investors include Bonsai, and Arconas among others [SBJ]

  • USL’s Detroit City FC eyeing $10M in equity funding (Mar. 19th)

    • New 14K-seat stadium underway, with demolition of existing site set for August

    • According to an SEC filing, $1.1M already raised from a single undisclosed investor, indicating a minimum investment of $500K [SBJ]

  • Professional Triathletes Organisation secures $10M investment from niche-focused Cordillera Investment Partners (Mar. 19th)

    • Aims to elevate triathlon’s commercial presence, bridging gap with major sports

    • Firm focus, includes emerging sports leagues, women’s sports, and lower-tier professional teams among other niches [SIG]

Photo Creds: NBA - Boston Celtics sold for $6.1B.

Strategic Ventures

  • PIF-backed LIV Golf secures a multi-year, global streaming deal with DAZN (Mar. 14th)

    • Bringing LIV Golf+ to over 200 markets, free via DAZN’s FAST channel

    • DAZN gains exclusivity in key markets, including Germany, Japan, and Italy

    • Follows PIF-backed SURJ Sports’ recent acquisition in a major stake in DAZN [Sportcal]

  • Kevin Durant’s Boardroom unveils exclusive ‘Boardroom Members Club’ geared towards sports and media professionals (Mar. 13th)

    • Targeting professionals in sports, media, and finance, along with select athletes

    • Key advisers include Michael Strahan, Mark Ronson, and Taylor Rooks among others

    • Offering in-person experiences, networking events, and an exclusive annual conference [SBJ]

  • UEFA taps soccer-focused commercial rights partner Relevent for six-season global commercial rights strategy (Mar. 17th)

    • Sales process for 2027-2033 cycle to launch by summer 2025

    • Entity to be formed to market and monetize ‘Champions League’ and other men’s club tournaments — working alongside UC3, joint venture of UEFA and ECA

    • Replaces TEAM Marketing as UEFA’s global marketing partner after 3 decades [InsiderSport]

  • Whoop partners with reformer-based brand, Solidcore, to enhance strain and intensity wearable tracking (Mar. 13th)

    • Focused on underestimated effort in reformer-based training due to slow, controlled movements

    • Enabling biomechanics-based tracking for more precise ‘Strain’ and recovery insights [Athletech]

  • Amazon partners with Mexican Football Federation (FMF), Liga MX in major sponsorship deal (Mar. 13th)

    • Securing sponsorship of Mexico’s national soccer teams and Liga MX leagues

    • FMF to integrate Amazon Web Services for AI-driven stats and match streaming

    • Amazon Prime members gain exclusive perks, including match tickets and meet-and-greets [Sportcal]

  • World Sevens Football (W7F) launches new global seven-a-side women’s soccer league with $5M prize pool among two 2025 events (Mar. 20th)

    • First eight-team competition kicks off in Portugal from May 21-23; winning team at each event secures $2.5M in prize money

    • Investors commit $100M over five years to fund W7F’s invitational tournaments

    • DAZN to broadcast matches, featuring two 15-minute halves and extra time [SportsPro]

  • Playfly, a sports media platform known for its ‘Fandom as a Service’ approach, signs historic 10-year, seven-figure NIL and media deal with Mater Dei High School (Mar. 19th)

    • Mater Dei to leverage Playfly’s resources for sponsorships, merchandise, and media exposure; Deal will also help athletes with financial literacy and brand-building [Sportico]

  • Diga Labs, a web3 gaming ecosystem, teams up with metaverse gaming world E4C, by Ambrus Studio, for immersive metaverse gaming (Mar. 20th)

    • Aims to expand gaming communities and integrate blockchain innovation, targeting 10M+ Web2 players transitioning into Web3 gaming

    • Initiatives include the Heroes of Eldarune event and multiple E4C & Eldarune projects [VentureBeat]

  • Relo Metrics, a sports marketing analytics tool, taps Nvidia tech to enhance Census and Edge platform offerings (Mar. 18th)

    • Integrating Nvidia’s multi-modal embedding model to refine logo detection and sponsorship valuation

    • Holds partnerships with teams across MLB, MLS, NBA, NFL, and NHL [SBJ]

Startup Competitions

  • Outside Interactive, an outdoor & active lifestyle company, launches pitch competition for outdoor startups, offers $100K in prizes (Mar. 13th)

    • Outside Ignite’, seeks startups in outdoor, health, and active lifestyle sectors

    • $100K in cash, media, and legal services for first, with $50K advertising prize for runner-up

    • Finalists to pitch at the Outside Summit in Denver in June; Submissions close on April 11, 2025 (Apply Here) [Outside Inc.]

Job Board & Opportunities: Week of March 21st

Here are some cool roles we found and personally curated this week - enjoy!

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