From Failure to Launch

S2E8: Failing Fast: Kerry Rupp on Venture Capital, Startups & Stepping Stones


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In this episode of From Failure to Launch, host Keira sits down with Kerry Rupp, General Partner at True Wealth Ventures and one of only two women GPs in a venture capital fund in Texas. Kerry’s career path has been anything but linear — from consulting at Accenture and McKinsey, to joining (and leading) multiple startups, to serving as CEO of DreamIt, a Top Ten US accelerator and VC fund. Along the way, she’s held almost every leadership role imaginable and built a reputation as a champion for women-led businesses that are improving human and environmental health.

Kerry shares:

  • Why leaving McKinsey was one of her best career decisions 

  • The lessons she learned taking on countless startup roles 

  • How “failing fast” shaped her mindset as both an entrepreneur and investor 

  • What it’s like breaking barriers as a woman in venture capital 

    Her journey is a testament to rethinking failure — not as an ending, but as a stepping stone to growth, leadership, and impact.

    #FailureToLaunch #Podcast #VentureCapital #WomenInBusiness #Leadership

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    From Failure to LaunchBy eaeix