StepOne
StepOne is a shortform podcast for tech founders who don't have time for hour-long interviews. We interview the world's most successful founders, builders, and investors.
- Indexed episodes, last 90 days
- 5
- Latest publication
- Sep 9, 2026
- Audience
- Checking…
- Earliest in this view
- Aug 10, 2026
Latest episodes
How Top Executives Land Their Next Role | Gia Scinto, ex-A16Z, YC Talent Leader (opens the original)
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Gia Scinto , ex-A16Z, YC Talent Leader and Partner at The Cole Group , flips the table to the candidate's side. In her second conversation with Ashish, she lays out how a senior leader should run their own search, from working the three channels that reveal the market and picking the right filters, to de-risking a company before joining, standing out at the hottest companies, and negotiating the offer. Topics discussed: The three channels every executive should work when thinking about their nex
How to Hire Your First Executive Team | Gia Scinto, ex-A16Z, YC Talent Leader (opens the original)
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Gia Scinto , ex-A16Z, YC Talent Leader and Partner at The Cole Group , has placed sales and marketing leaders at companies like OpenAI, Stripe, and Figma. In her first conversation with Ashish, she breaks down how founders should build an executive team from the very first hire, from how to pick a search firm and what a top-tier firm's fee actually buys, to why you should define the role around the three problems it needs to solve rather than chase the big-name CRO. Topics discussed: Choosing a
Cross functional and organizational dynamics for a CRO (AJ Tennant) (opens the original)
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AJ Tennant , Founder of Tenacity Capital and ex-CRO at Glean, spent three years scaling the company to $100M+ ARR. The hardest problems were rarely in the sales org. They lived in the CEO relationship, the board room, and the R&D roadmap. He shares how he and CEO Arvind settled their AE to SE fight, why GTM strategy is entirely the CEO's remit, and the board-meeting lesson that changed how he brings decisions forward. Topics discussed: Reforming QBRs into future-focused problem solving Extending
Selling AI vs. SaaS products (AJ Tennant) (opens the original)
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AJ Tennant , Founder of Tenacity Capital and ex-CRO at Glean, pioneered enterprise AI selling as the leader who scaled the company to $100M+ ARR. Selling an AI transformation is closer to selling business consulting than shipping a feature list. The reps who win can walk into a CIO's office, run discovery, and build a seven or eight figure business case on the spot. He explains why generalist AEs beat vertical specialists, why free pilots have to die, and how regional partners open doors before
What it takes to build $2 to $100M ARR engine (AJ Tennant) (opens the original)
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AJ Tennant , Founder of Tenacity Capital and ex-CRO at Glean, scaled the company to $100M+ ARR. The engine was a repeatable hiring system. Pair an experienced AE with an up and comer, add one aggressively vetted SE, then give frontline leaders hiring quotas with no relief until seats fill. He explains why AEs own pipeline generation and how counting ARR only when seats went active, shaped expansion at Slack and Glean. Topics discussed: Hiring the founder-stage trio of AE, up-and-comer, SE Why so
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