Episodes
56
Latest episode
May 2026
Language
EN
Nobody’s prepared to grow a billion-dollar business from square one. So we’re learning from revenue leaders who have already done it. Join host Alex Kracov, CEO & Co-Founder of Dock and former VP of Marketing at Lattice, for candid conversations with successful revenue leaders about their business growth stories. In 2026, we're talking to the sales and revenue enablement leaders building the function from the inside—proving enablement's impact on win rates and ramp time instead of training completion, earning a strategic seat with sales leadership, and how enablement leaders are really using AI. Guests have led enablement at companies like Gong, Rippling, Vanta, Everlaw, and Demandbase. We also pull back the curtain with special behind-the-scenes episodes on building Dock, where Alex and the team share what's actually working (and what isn't) as they grow the company. If you want the true, challenging stories of what it takes to grow revenue—not generic, high-level advice—then this show is for you. --- Grow & Tell is brought to you by Dock, the AI revenue enablement platform built for the way people buy today. Collaborate with customers, share content, and enable reps in real time. Learn more at dock.us.
Joey Wright, Head of Sales at Dock—and former Head of SMB and Mid-Market Sales at Modern Health—joins Alex and Eric to reflect on three years building Dock's sales motion, including how they transitioned away from founder-led sales, 10x'd ACV, and started winning deals against billion-dollar incumbents.
Fiona Simpson, Senior Revenue Enablement Business Partner at Boomi and Founder of ReflectPath, built her career enabling the exact functions she used to work in—CS, presales, and solutions consulting. Fiona shares how she's now building CS enablement at a $500M company, why most revenue teams only study failure (and what to do instead), the actual best use cases for AI in CS, and how to say no to stakeholders like a pro.
Stacey Justice, VP of GTM Enablement at Gong, breaks down Gong's detect-prescribe-validate enablement flywheel, how AI role play is replacing traditional certifications, and why "enablement" is her least favorite word in the dictionary.
Alex Kracov, Co-founder & CEO of Dock, and Eric Doty, Head of Marketing, break down why sales reps ignore most of the content enablement teams create—and what modern content management actually needs to look like in an AI-driven world.
Jonas Master, VP of Sales Enablement at Rippling, has scaled his team from 5 to 36 people while the sales org grew from 350 to 2,200+ reps across 35 product SKUs—and argues that most enablement teams optimize for the wrong things. He breaks down Rippling's highly specialized enablement model with 65 distinct onboarding tracks, the time-and-motion study that revealed where sellers waste hours daily, and why training sentiment scores are the least valuable metric you can measure.
Alex Kracov, founder and CEO of Dock, and Eric Doty, Head of Marketing, dig into the current and near-future state of AI in sales enablement—breaking down what's actually working, why data infrastructure matters more than buying new tools, and how to think about AI-powered selling as the space evolves.
Sheevaun Thatcher, VP Revenue Enablement at Demandbase—who previously built a 162-person enablement team at RingCentral during a $300M to $2B revenue run—shares her "Responsible To, Not For" philosophy that transformed how enablement partners with sales leadership, her Five Questions framework for ruthless prioritization, and why the biggest enablement failure isn't bad training but managers who don't know how to coach.
Justin Driesse, Director of Sales Enablement at Legora, drove $105M+ in pipeline as the architect of Slack AI's global enablement strategy before building AI-native programs at Writer and now the $1.8B legal AI startup. He shares why enablement needs to get out of the content business, how two Notion-based AI agents generated 300 account plans in nine business days for his sales team, and what "seller empathy" actually looks like in practice.
Ryan Vanshur, VP of GTM Intelligence & AI Solutions at Handle, spent 10 years co-founding CourseKey—growing it to 200+ career college customers, 99% retention, and a private equity exit—and now brings that founder-operator DNA to construction FinTech, where he's built one of the most AI-forward enablement programs in B2B SaaS—covering 90-day vertical immersion curricula, AI-powered deal coaching, and why the future belongs to internal micro-SaaS over off-the-shelf tools.
Alex Kracov, founder and CEO of Dock, and Eric Doty, Head of Marketing, walk through the full anatomy of a product launch at Dock—from roadmap planning and messaging development to sales training, soft launches, and marketing tactics.
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