Valleyofdoubt
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Overview
Founder stories from the early years of startups. Click to read Valley of Doubt, by Scott Handsaker, a Substack publication.
News
From Bing to Budapest: How Michael Cameron and Bernie Tschirren Built Rome2Rio into a Global Travel Phenomenon
Michael Cameron co-founded Rome2Rio, building it into one of the world's most loved travel platforms. In this story we dive into:Walking away from Microsoft to do a startupHow it took three years before it felt like it was workingThe struggles of fundrais
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Building Pin Payments and the Hidden Cost of Taking On Australian Banks
Grant Bissett co-founded Pin Payments with Dom Pym in 2011, eventually exiting to Checkout.com. Pin Payments was started at a time where payments infrastructure was stuck inside legacy systems, making it hard to launch a new business and sell globally fro
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12 Years, Near-Death Experiences, and a Strategic Exit
Welcome to Valley of Doubt, a free weekly newsletter that goes deep into founder stories from the early days of startups. Tom Amos and Jacqui Bull co-founded Sidekicker, a digital marketplace for hiring short-term staff in Australia. After twelve years of
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The Octopus Deploy Story: Building to $80M ARR Without VC
Paul Stovell and his wife Sonia co-founded and grew Octopus Deploy into one of the world's leading continuous delivery tools, despite not raising external venture capital until almost a decade into the journey. They recently closed a A$45m round with Insi
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Phil Bosua on Reinventing the Light Bulb
Phil Bosua went from electrician to founder of one of the most successful Kickstarter campaigns ever. Then he lost control of his own company. Here's what happened.
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