Grow & Tell

Dock
  • 4.5 (8)
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  • Updated Weekly

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.

  1. Inside Dock's Sales Evolution: How we 10X’d our ACV in 3 years

    May 27

    Inside Dock's Sales Evolution: How we 10X’d our ACV in 3 years

    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.

    38 min
  2. How Boomi Built CS Enablement from Scratch with Fiona Simpson

    May 13

    How Boomi Built CS Enablement from Scratch with Fiona Simpson

    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.

    48 min
  3. How Gong uses Gong for Sales Enablement with Stacey Justice

    May 6

    How Gong uses Gong for Sales Enablement with Stacey Justice

    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.

    42 min
  4. Sales Content Management: Why Reps Ignore Your Content

    Apr 29

    Sales Content Management: Why Reps Ignore Your Content

    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.

    32 min
  5. Rippling's Specialized Enablement Model with Jonas Master

    Apr 22

    Rippling's Specialized Enablement Model with Jonas Master

    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.

    46 min
  6. AI in Sales Enablement: Where to Start (And What to Skip)

    Apr 15

    AI in Sales Enablement: Where to Start (And What to Skip)

    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.

    40 min
  7. 5 Key Enablement Questions with Sheevaun Thatcher from Demandbase

    Apr 8

    5 Key Enablement Questions with Sheevaun Thatcher from Demandbase

    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.

    46 min
  8. Sales Enablement for AI Products: Justin Driesse from Legora, Writer, and Slack

    Apr 1

    Sales Enablement for AI Products: Justin Driesse from Legora, Writer, and Slack

    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.

    58 min
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Trailer

Ratings & Reviews

4.5
out of 5
8 Ratings

About

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.

Information

  • Creator
    Dock
  • Years Active
    2023 - 2026
  • Episodes
    56
  • Rating
    Explicit
  • Copyright
    © 2026 Dock Labs, Inc.
  • Show Website
    Grow & Tell

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