Get Messy with Maddie

53. Are You Playing to WIN — or Just Trying Not to Lose?


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Are you holding back in your career, your creative work, or your relationships — not because you don't want to win, but because you're secretly terrified of losing? Yeah. Same. In this quick but mighty mindset episode, I'm breaking down one of the most powerful moments from Andre Agassi's memoir Open — and how a single question he asked himself mid-match completely changed how I approach my voiceover auditions (and honestly, my whole life).

If you've ever found yourself playing it safe, second-guessing your instincts, or trying to be what everyone else wants you to be — this one's for you, babe.


Timestamps:

  • [00:00] Welcome + what we're diving into today
  • [00:30] Why Andre Agassi's memoir Open is an unexpected must-read for creatives
  • [01:00] The match that changed everything — playing to WIN vs. playing not to LOSE
  • [02:00] How this hit home: losing a 2.5-year voiceover client and the spiral that followed
  • [03:30] The trap of trying to "do all the right things" — and why it makes your work go flat
  • [05:00] What "getting messy again" actually looks like in practice
  • [06:00] The mindset shift that got Maddie a callback AND an avail within ONE week
  • [07:00] The question to ask yourself in every arena of your life


Resources Mentioned:

  • Open by Andre Agassi


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Explore Maddie’s Website | @messywithmaddie

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Get Messy with MaddieBy Maddie McGuire