The Upstarts Podcast
Salespeople have a problem: they only spend 21% of their time actually selling to customers. Founder Jaleh Rezaei set out to fix that – and business was booming. Her startup, Mutiny, reached $10 million-plus in revenue for software that helped take some of the busywork out of the sales process. “When you start a company, the expectation is failure,” she says. “It’s really hard to accept that you’re going to burn it to the ground for the possibility of a better future.” But the CEO now believes that re-founding Mutiny, including painful layoffs and firing all of its customers, was the best thing she could do. The reborn business now uses AI agents to automate away that pain, allowing sales reps to set custom pricing and share peer case studies with just a prompt. It’s growing 150% month over month. On The Upstarts Podcast, Rezaei shares why follow-ups are the sales killer; how AI is disrupting software; and how she got over ‘Claude spookies’ about the big labs. Plus, she shares her Upstart Moment: convincing her co-founder to start over again, on a fateful New York walk. CHAPTERS 00:00 Introduction 2:41 An AI agent for sales 7:04 Why an AI ‘blank canvas’ doesn’t work 10:38 Jaleh’s founder journey and Gusto lessons 17:01 Mutiny’s early software success 22:51 Jaleh’s Upstart Moment: tearing it down 24:42 Why you can’t rebuild a business halfway 27:15 Intercom’s founders share valuable advice 30:44 Focus on the business, not the optics 34:53 ‘Speed is the only thing that matters’ 37:40 ‘Claude spookies’ in the AI app layer 43:59 Second-time founder advantage For more, visit https://www.upstartsmedia.com/ [https://www.upstartsmedia.com/] Season 2 of the Upstarts Podcast is presented by Rippling [https://rippling.ai/upstarts] Produced & edited by Eric Johnson from LightningPod [https://lightningpod.fm/]
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