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

EPISODE · Aug 19, 2025 · 51 MIN

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

from From Failure to Launch · host eaeix

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

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

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This episode was published on August 19, 2025.

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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...

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