Hunters and Unicorns

• Great Leaders UK - Libby Derbyshire

  They Told Her Not to Work in Sales — She Proved Them ALL WRONG   Description In this episode of The Playbook Universe, we sit down with Libby Derbyshire, Sales Director at ComplyAdvantage, whose transformation journey is nothing short of extraordinary. From selling boat party tickets in Ibiza to leading with data and empathy at some of the UK’s fastest-growing startups, Libby shares the pivotal moment that changed everything — and the power of combining gut instinct with hard analytics. We explore her early experiences in sales, how Jeremy Duggan and Steve McCluskey shaped her development, what it means to build inclusive teams, and how she balances motherhood with high-performance leadership. Raw, inspiring, and deeply insightful, this is a masterclass in becoming more than the sum of your parts. 🙌 Thanks to our Sponsors! PG AI: https://www.getpg.ai Selr: https://selr.ai   🏹 Key Topics Covered 00:00 – Intro 00:39 – From Hard Work to Data-Driven Execution 03:01 – Learning to See the Patterns 06:03 – Becoming a Convert to the Playbook 08:17 – How Libby Leads Today 11:40 – Data vs. People: Earning Buy-In 14:38 – The ‘Cookie Cutter’ Myth 16:20 – Libby’s Unconventional Start in Sales 21:40 – Navigating Pregnancy, Leadership & Career Decisions 24:00 – Female Leadership & Real-World Challenges 27:00 – Imposter Syndrome and Identity at Work 30:00 – Balancing Motherhood and Ambition 34:00 – The Mission Behind ComplyAdvantage 38:00 – Values, Priorities & Why This Role Was the Right Move                   💥 3 Biggest Lessons1. Data doesn’t replace instinct — it amplifies it: Libby learned that great leadership isn't about abandoning your gut; it’s about backing it up with data that tells the real story. 2. Authenticity scales, imitation doesn’t: Early on, Libby tried to imitate powerful leaders, but real growth came when she embraced her own leadership voice. 3. Support isn’t just nice — it’s strategic: From Jeremy Duggan’s belief in young talent to Luke Rogers’ immediate support during Libby’s second pregnancy, backing people fully brings out their best. 🙌 Thanks for listening!This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro If you enjoyed this episode, please drop a like/share and subscribe to our channel! 🦄 Connect with Hunters & Unicorns Website: http://huntersandunicorns.com Twitter: http://twitter.com/HuntersUn1corns Instagram: http://instagram.com/huntersandunicorns Blog: http://huntersandunicorns.com/blog   💬 Borrow These Quotes From Libby!   "That was the day the lights went on for me."   "If I’m not getting value from data, why would I expect my reps to?"   "You can’t separate yourself from your values — they show up in every meeting."   "More was more. I learned that early, selling in Ibiza."   "I won’t put my family on hold anymore — I know my priorities."   Tags (SEO) Libby Derbyshire, sales leadership, ComplyAdvantage, Jeremy Duggan, female sales leaders, data-driven sales, sales playbook, Hunters and Unicorns, The Playbook Universe, sales transformation, motherhood and career, female empowerment, B2B sales podcast, sales manager advice, sales coaching, tech sales UK, revenue leadership, leadership podcast UK #softwaresales #huntersandunicorns #playbookuniverse

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• AGAINST ALL ODDS - From FOSTER Care to GVP: Shakira Talbot’s Relentless Rise

  In this new episode of Hunters & Unicorns, we sit down with Shakira Talbot, the Group Vice President at ServiceNow, for one of the most inspiring conversations we've ever had. From growing up in foster care to leading revenue responsibility for over $10B at one of the most influential enterprise software companies, Shakira’s story is a masterclass in grit, champion building, and unapologetic ambition. She shares how she developed her tenacity, why she dropped out of university, and how she found her path through selling timeshares at 14 to leading massive enterprise deals. We dive deep into her early influences, her playbook for high-performance sales leadership, and what truly drives her to never settle. This is not just about sales. It’s about identity, impact, and proving you belong—on your own terms.  Thanks to our Sponsors! PG AI: https://www.getpg.ai Selr: https://selr.ai 🏹 Key Topics Covered 00:00 In this episode... 01:25 Intro and backstory 03:24 Why she never wanted to be like her boss 06:33 Getting recruited by Jeremy Duggan 11:22 Champion-building as a life skill 15:01 Her biggest deal (and what it taught her) 19:47 What makes a great sales leader 24:08 Owning your ambition unapologetically 28:34 From maternity policy to mindset shifts 31:10 Advice to her younger self   💥 3 Biggest Lessons Champion-building isn’t just for sales – It’s how you win people over in life and career, especially when you come from a non-traditional background. Authenticity scales – Shakira’s leadership works because she leads as herself, not as a copy of what leadership is “supposed” to look like. You don’t need to be perfect to be powerful – She’s made mistakes, changed direction, and still kept rising—all while carrying massive responsibilities at home and work.  Thanks for listening! This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro If you enjoyed this episode, please drop a like/share and subscribe to our channel! 🦄 Connect with Hunters & Unicorns Website: http://huntersandunicorns.com Twitter: http://twitter.com/HuntersUn1corns Instagram: http://instagram.com/huntersandunicorns Blog: http://huntersandunicorns.com/blog   💬 Notable Quotes from Shak! "I didn’t want to be a psychologist. I wanted to sell stuff." "You don’t have a deal until you have a champion who passes the test." "I am the only provider in my house. That’s the role we’ve landed on. So I have a duty of care to make it work." "I’m not going to pretend to be something I’m not to make people comfortable." "Would I change things? Yeah—I would’ve done it sooner." #softwaresales #huntersandunicorns #playbookuniverse

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• How Dan Fougere Scaled 4 Billion-Dollar IPOs (And What He’d Do Differently)

  In this episode of THE PLAYBOOK UNIVERSE, we sit down with legendary CRO Dan Fougere, a pivotal force behind FOUR $1B IPOs. From engineering roots to building elite go-to-market engines, Dan unpacks the battle-tested frameworks that turned great ideas into generational companies. He shares hard-won lessons from PTC, BladeLogic, Medallia, and Datadog—including how to scale a sales org, recruit world-class talent, and align GTM with visionary founders. Whether you're a startup founder, CRO, or early-stage sales leader, this is a masterclass you don’t want to miss. Dan also reveals the make-or-break mindset shifts that helped him navigate adversity, imposter syndrome, and the constant pressure of building under extreme constraints.   This episode is packed with insights you simply won’t find in any sales playbook. 🙌 Thanks to our Sponsors! PG AI: https://www.getpg.ai Selr: https://selr.ai 🏹 Key Topics Covered 00:00 Intro 02:00 Dan’s 4 IPO Journey 06:45 Why Mentorship Mattered Most 12:00 Building Datadog’s GTM from Scratch 19:30 When Founders Should Hire a CRO 26:00 Go-to-Market Mistakes Startups Keep Making 32:00 The Wrong Way to Hire Sales Leaders 36:30 Datadog’s Hardest Challenges 42:00 Leading Through Pressure & Burnout 48:00 The Power of Having Great Mentors   💥 3 Biggest Lessons 1. Your job as CRO is to make the CEO successful. Leadership alignment and trust are the ultimate foundations for scalable growth. 2. Play the long game—optimize for learning, not short-term comp. Dan’s biggest career leaps came from choosing mentorship over money. 3. Don’t break what’s working—build what doesn’t exist. Great GTM leaders complement product momentum by filling strategic gaps, not overhauling systems. 🙌 Thanks for listening! This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro If you enjoyed this episode, please drop a like/share and subscribe to our channel!   🦄 Connect with Hunters & Unicorns: 🌐 Website: http://huntersandunicorns.com 🐦 Twitter: http://twitter.com/HuntersUn1corns 📸 Instagram: http://instagram.com/huntersandunicorns 📝 Blog: http://huntersandunicorns.com/blog   💬 Borrow These Quotes from Dan! 🗣 “My job as a CRO is to make the CEO successful. Period.” 🗣 “Great sales orgs win even with an average product. That’s the secret.” 🗣 “Don’t try to fix what’s already working—go build what doesn’t exist.” #softwaresales #huntersandunicorns #playbookuniverse

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  57:15
• Saving a DEAD DEAL Against All Odds, w/Jennifer Ortegón

  In this episode of RAW STORIES LIVE, we sit down with Jennifer Ortegón, Enterprise Account Executive at Harness, to hear how she saved a major account on the verge of churn. With an RFP already in motion and a competitor lined up to replace them, everything was stacked against her. Jennifer had to dig deep, rebuild trust, and take a bold approach. From gathering data to relentless preparation, she and her team refused to back down, showing up day after day until they changed the game. This is a masterclass in resilience, strategic thinking, and leadership in high-stakes sales. 🏹 Key Topics Covered: 00:00 Intro 1:15 A crushing loss 4:16 The account no one wanted 8:03 The turning point 10:52 Winning back trust 12:46 The emotional moment 14:38 Lessons in resilience   💥 3 Biggest Lessons: 🔥 Data is power – Understanding real usage data gave Jennifer the leverage to turn the deal around. 🔥 Trust is earned through action – Showing up consistently and demonstrating commitment made all the difference. 🔥 Own the problem, own the solution – Jennifer refused to let go, took full ownership, and transformed a losing situation into a victory.   🙌 Thanks for listening! This episode was hosted by Simon Koutis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro. If you enjoyed this episode, please drop a like/share and subscribe to our channel! 🔗 Episode’s Links: Jennifer Ortegon on LinkedIn: https://www.linkedin.com/in/jenniferortegon/ Harness Website: https://www.harness.com 🦄 Connect with Hunters & Unicorns: 🌐 Website: http://huntersandunicorns.com 🐦 Twitter: http://twitter.com/HuntersUn1corns 📸 Instagram: http://instagram.com/huntersandunicorns 📝 Blog: http://huntersandunicorns.com/blog   💬 Notable Quotes: "This will be different." – Brian Johnson "We just kept showing up every day until we won the deal." – Jennifer Ortegon #rawstorieslive #softwaresales #huntersandunicorns

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  15:24
• I Took the BIGGEST Risk of My Life—Here’s What Happened, w/Josh Bey

  In this episode of RAW STORIES LIVE, we sit down with Josh Bey, VP of West & APJ at Obsidian Security, as he shares the gripping story of how he turned a seemingly unwinnable deal into a game-changing success. Facing financial pressure & personal life challenges, Josh breaks down the emotional investment, strategic pivots, and relentless determination that ultimately secured a massive win. This episode dives deep into the importance of resilience, the power of champion-building, and the art of navigating high-stakes negotiations. 🏹 Key Topics Covered: 00:00 - Intro 02:19 - A Scrappy Patch & an Unproven Market 05:11 - The Deal No One Believed In 07:08 - The Pivotal Meeting 08:59 - The Missing ‘Why Now’ 10:32 - Finding the Real Champion 11:38 - Everyone Gave Up, But I Had No Choice 13:29 - The Biggest Lesson in Deal Making   💥 3 Biggest Lessons: 1️⃣ Emotional investment can blind you – A deal isn’t real until you align it with the customer’s true business drivers. Personal stakes don’t equal urgency for the buyer. 2️⃣ The "why now" follows the "why anything" – If your deal lacks a compelling reason for change, there is no urgency. Customers must see value beyond just your product. 3️⃣ The real champion is the one who benefits the most – Look beyond those who like your solution. The real decision-maker is the one who gains money, a promotion, or influence. 🙌 Thanks for listening! This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro If you enjoyed this episode, please drop a like/share and subscribe to our channel! 🔗 Episode's Links: 🔹 Connect with Josh Bey – https://www.linkedin.com/in/joshuabey/ 🔹 Learn more about Obsidian Security – https://www.obsidiansecurity.com/ 🦄 Connect with Hunters & Unicorns: Website: http://huntersandunicorns.com Twitter: http://twitter.com/HuntersUn1corns Instagram: http://instagram.com/huntersandunicorns Blog: http://huntersandunicorns.com/blog   💬 Notable Quotes: 📢 "If you don’t have a strong enough ‘why anything,’ you’ll never get a ‘why now.’” – Josh Bay 📢 "Customers don’t care about your fiscal year or personal stakes. They care about their business needs." 📢 "Find the champion who has something to gain—more money, a promotion, or expanded control." #rawstorieslive #softwaresales #huntersandunicorns

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