Fail First PodcastMay 14, 202600:55:48

The much anticipated update. (Does it finally work?) w/ DUPR CEO, Tito Machado | Ep. 67

Pickleball is evolving faster than any sport in history, and at the center of it all is one number: the DUPR rating. In this episode of Fail First, Alec sits down for a much-anticipated third conversation with Tito Machado, CEO of DUPR, to dive into the massive updates designed to make the rating more accurate, transparent, and global.

Tito shares his personal journey from "doing everything" in the early days of the startup to leading a global brand that just surpassed 2 million users. This conversation is a masterclass in leadership, listening to community feedback, and the relentless pursuit of high standards.

🎙️ In This Episode, We Discuss:

The "Warrior" Mindset: Why Tito believes in hiring people who want to replace him and the "eat the world" (Comer el Mundo) culture at DUPR.

New Feature Deep Dive: Breaking down the most requested updates: Sub-scores (Mixed & Gender), Age-Related Ratings, and Career Highs.

DUPR Impact & Transparency: How the new "Impact" and "Forecast" tools allow players to see exactly how a match will move their rating before they step on the court.

The Asian Explosion: Why DUPR just opened headquarters in Vietnam and the rumor of "underground" facilities training the next Olympic gold medalists.

AI & The Individual Journey: How partnerships with hardware companies (PB Vision, Playsight, etc.) are paving the way for personalized feedback on your third-shot drop and court coverage.

The CEO’s Greatest Challenge: The humility required to realize you’re wrong and the "darkest of times" DUPR faced before becoming a global household name.

Connect with Tito & DUPR:

Website: mydupr.com

youtube: @DUPRPB

Instagram: @duprpb @titomachado.dupr

[00:02] – Introduction: Tito’s third appearance and the release of major DUPR updates.
[01:15] – From HR to CEO: How Tito worked every role in the company to "earn his stripes."
[05:45] – Talent Acquisition: Why DUPR builds its team through referrals and "warriors."
[08:45] – Hiring Your Replacement: The value of ambitious, mission-aligned talent.
[11:13] – Feature Update: Introducing Mixed Doubles & Age-Related (50+, 65+) sub-scores.
[12:45] – The Universal Concept: Why DUPR decided to pivot based on community feedback.
[14:55] – Career Highs: Allowing players to keep their identity despite rating fluctuations.
[17:48] – The Data Behind the Number: Explaining the "True North" connectivity network.
[21:50] – DUPR Impact & Forecast: Giving players transparency on rating movement pre-match.
[23:40] – Debunking Myths: Why 85% of players who win a match do go up in rating.
[26:36] – Reliability vs. Rating: Why not playing "to protect your status" actually hurts you.
[30:48] – Asia Expansion: Why 50% of new DUPR users are coming from Asia (Vietnam & Philippines).
[34:00] – The Global Academy: How countries are training youth for the 2032 Olympics.
[37:34] – AI & Super Coach: Integrating video and hardware for individual skill tracking.
[43:08] – Partner Targeting: How AI identifies court coverage and individual credit in doubles.
[46:27] – The Road Ahead: Forecast for the next year of the player journey.
[48:36] – Tito’s "Fail First" Moment: Realizing you’re wrong and navigating the 2023 algorithm shift.
[52:22] – Final Question: Defining success through the "simplicity of doing things the right way."