What happens when a CRO walks away from a $300M ARR rocket ship… to start over at a seed-stage startup?In this episode, Oliver Manojlovic (CRO at Dash0) breaks down why he left one of Europe’s biggest unicorns—and how he’s now building a company with a radically different go-to-market strategy: no contracts, no commitments, pure pay-as-you-go… even for enterprise deals.We dive deep into: • Why traditional SaaS contracts might be broken • How to run a business without ARR as your core metric • The reality of forecasting in a usage-based model • How to design comp plans when revenue isn’t locked in • What separates elite sales talent from everyone else • Why “motivation” isn’t your job as a leader (but morale is)Oliver also shares hard-earned lessons from scaling Personio from $3M to $300M ARR—and what changes when you go back to zero.If you’re building a startup, leading a sales team, or rethinking your pricing model… this conversation will challenge how you think about growth.⏱️ Timestamps:00:00 Why he left a $300M company03:00 What makes early-stage startups different08:00 The “no commitment” SaaS model explained12:00 How to think about ARR without contracts19:00 The hardest part: comp plans27:00 Hiring elite sales talent (SEALs vs Marines)35:00 Motivation vs morale (critical leadership insight)41:00 How AI is changing sales execution49:00 The future of work and learning⸻💡 Key Insight:“If your product is truly great, you shouldn’t need contracts to keep customers.”⸻Subscribe for more conversations with top operators building the next generation of companies.

AI is changing how buyers discover your company—and most businesses are completely unprepared.In this episode, we sit down with Mike Head, CRO of PartnerStack (the world’s largest B2B partner network), to break down one of the biggest shifts happening in go-to-market today:👉 Up to 85% of what AI recommends comes from third-party content—not your website.That means your SEO playbook is outdated… and partnerships are becoming your most important growth channel.We cover: • What AEO (AI Engine Optimization) actually is—and why it matters now • Why AI trusts partners, influencers, and third-party content more than your brand • How to build a partnership strategy that drives pipeline, retention, AND AI visibility • The biggest mistakes companies make when trying to “hack” AI search • Why partnerships drive higher net dollar retention (and what most teams miss) • How to think about ROI for partnerships like a modern CRO • What the next 12 months will look like for AI + B2B go-to-market💡 Key insight: The companies that win in AI won’t just have the best product—they’ll have the strongest ecosystem.—If you’re in RevOps, marketing, sales, or building a go-to-market strategy in 2026, this is a must-watch.👉 Like, comment, and subscribe for more deep dives with top CROs and GTM leaders

What do you do when your entire business model changes… every year?In this episode, we sit down with Alex Loktev, CRO at P2P.org, who helped scale the company from $500M to $10B in assets—while navigating five major GTM pivots in just four years.This isn’t theory. This is what it actually takes to survive (and win) in a market that never stops changing.We break down: • How to build a go-to-market strategy when your industry is evolving in real time • The “Golden Era” trap—and why it’s actually the start of commoditization • The #1 question every CRO should ask: “Who controls the customer?” • How to recognize the exact moment you need to pivot your GTM motion • Why you may need to replace high-performing team members to survive the next phase • How to use VC investment trends as a signal for your next product • Why Alex built his own AI tools instead of buying SaaS—and what that unlocks💡 Key takeaway: The best revenue leaders aren’t just executing—they’re constantly rebuilding their entire system before the market forces them to.—If you’re a CRO, founder, or GTM leader operating in fast-moving markets (AI, SaaS, crypto, or beyond), this is a must-watch.👉 Like, comment, and subscribe for more deep dives with top revenue leaders.

Remote vs. office isn’t the real problem… and most leaders are getting it wrong.In this episode, we sit down with Tom Witte, CRO at Upflex, to unpack one of the biggest challenges facing modern companies:👉 How do you create flexibility, connection, and performance—at the same time?After 15+ years in employee experience, Tom breaks down why the current conversation around remote work is too simplistic—and what actually drives culture, productivity, and retention.We cover: • Why the remote vs. office debate is broken • What actually makes an office worth showing up for • The “Swiss cheese effect” killing workplace energy • Why most companies fail at hybrid work (and what to do instead) • How AI is being used to orchestrate teams and collaboration • The future of work—and why intentional design matters more than ever • How top companies create environments where people actually want to work💡 Key insight: It’s not about where people work—it’s about who they work with and how intentionally you bring them together.—If you’re a founder, CRO, or team leader trying to build a high-performing culture in a hybrid world, this is a must-watch.👉 Like, comment, and subscribe for more conversations with top GTM leaders.

What does it really take to become a CRO?In this episode, we sit down with Brett Kelly, Chief Revenue Officer at Inovonix, whose career path breaks every traditional rule. From a classical guitar degree to finance during the Great Recession, to RevOps at a global enterprise—and eventually leading an entire revenue organization—Brett’s story is anything but typical.We dive into: • Why RevOps might be the most underrated path to executive leadership • The real skills you need to move from “behind the dashboard” to owning the number • What most sales leaders get wrong about growth, strategy, and people • How humility (yes, from waiting tables) translates into elite sales leadership • What it actually feels like stepping into the CRO role • And how AI is completely reshaping revenue teams in real timeThis conversation is packed with practical insights for anyone in RevOps, sales, or leadership who wants to level up—and understand what it really takes to lead revenue in today’s world.💡 Key takeaway: The best CROs don’t just understand numbers—they understand people, change, and how to sell ideas internally.—If you’re in RevOps, sales, or aspiring to leadership, this is a must-watch.👉 Don’t forget to like, comment, and subscribe for more conversations like this.

In this episode, Josh Heller, Chief Revenue Officer at Coactive AI (Forbes AI 50), shares the unconventional path that took him from Goldman Sachs layoffs to leading revenue at a category-defining AI startup.But this conversation goes far beyond sales and startups.Josh opens up about the anxiety that comes with leadership, the surprising decision that transformed his mental clarity, and how that shift changed the way he leads teams, makes decisions, and balances life as a CRO with three young kids.We also dive deep into what it actually means to lead revenue at an early-stage AI company — including a powerful concept called “market annealing”, where companies don’t just find product-market fit… they help shape the market itself.If you’re a founder, sales leader, aspiring CRO, or someone navigating high-pressure leadership roles, this conversation is packed with real insight.⸻In this episode we cover:• Why getting laid off from Goldman Sachs was the best thing that ever happened to Josh• The career pivot from finance → tech sales → CRO• The hidden mental pressure of revenue leadership• The decision that helped Josh achieve more clarity and focus than ever before• Why quitting alcohol changed how he performs at work and at home• The difference between product-market fit vs. market annealing• What CROs actually do inside early-stage startups• How to lead teams, influence product strategy, and build category-defining companies• Why clarity might be the ultimate competitive advantage⸻Key TakeawayIn a world filled with unlimited information and opportunity, the leaders who win aren’t the ones doing more — they’re the ones with the most clarity.⸻🎙 Hosted by Anthony Enrico🚀 Featuring Josh Heller, CRO at Coactive AI⸻If you enjoyed this conversation:👍 Like💬 Comment your biggest takeaway🔔 Subscribe for more conversations with founders, operators, and leaders building the future of AI and business.

What happens when an undrafted NFL player learns how to reinvent himself again and again?In this episode, Ryan Kuehl shares the mindset that helped him survive 12 seasons in the NFL, transition into business leadership, and build one of Under Armour’s fastest-growing categories.Ryan’s story starts with a brutal reality: there are only 53 roster spots in the NFL. When he realized his position was at risk, he taught himself long snapping just to stay in the league — a decision that extended his career for more than a decade.After football, Ryan took that same mentality into the business world.At Under Armour, he helped build the golf business from scratch and made one of the most iconic talent bets in sports marketing — signing Jordan Spieth at 19 years old before the world knew who he was.Today, Ryan helps founders scale emerging brands through Chainable Corp, advising companies in sports, health, and consumer products.This conversation is packed with lessons about reinvention, leadership, brand authenticity, and building businesses the right way.⸻In this episode we discuss:• How Ryan reinvented his NFL career to survive as an undrafted player• The concept of “survival math” in professional sports• Why athletes struggle with identity after their career ends• The networking strategy Ryan used to build a post-NFL career• The mindset behind signing Jordan Spieth before he became a superstar• Why most brands misunderstand their consumer• How to measure if your brand is actually resonating with customers• Why businesses must focus on process over results• The leadership lesson: “The big eye in the sky doesn’t lie.”• Why great companies move fast but never skip steps⸻A powerful takeaway from Ryan:“You can build a company faster…you just can’t skip steps.”Whether you’re an entrepreneur, athlete, operator, or leader, this conversation is full of practical lessons about staying humble, evolving your skills, and building things that last.⸻👍 If you enjoyed this conversation:• Like the video• Comment your biggest takeaway• Subscribe for more conversations with founders, executives, and elite performers.⸻🎙 Hosted by Anthony Enrico👤 Guest: Ryan Kuehl — Managing Partner, Chainable Corp | Former NFL player | Former Under Armour executive

What does it take to go from being drafted by the New York Yankees to scaling a GovTech SaaS company to $25M in ARR?In this conversation, Tyler Molinaro — CRO at GreenSpark and former executive at Rubicon Smart City — shares the lessons he’s learned building and scaling enterprise SaaS in some of the toughest industries: government and metal recycling.We dive into:⚾ How sports shaped his management philosophy📈 Growing a SaaS business from $0 to $25M ARR in 5 years🏛️ Cracking government sales cycles (and cutting them from 24 months to 6)🤝 Building powerful partnerships with Sourcewell, HGAC, Samsara & Geotab🧠 Hiring for grit and problem-solving over pedigree⚙️ Using RevOps, automation, and AI agents to 10x team efficiency🚀 Why small AI-powered teams may build $100M companies faster than everTyler shares tactical insights on managing by outcomes (not process), hiring unconventional talent, navigating public-sector bureaucracy, and leveraging AI to eliminate manual work — including automating 10-hour workflows into 5-minute tasks.If you’re a founder, CRO, RevOps leader, or operator building in vertical SaaS, GovTech, or traditional industries undergoing digital transformation — this episode is packed with practical strategies you can apply immediately.—Subscribe for more conversations with founders, operators, and revenue leaders building the next generation of enterprise companies.#SaaS #GovTech #RevenueOperations #StartupGrowth #AI #EnterpriseSales

Most companies don’t fail because they lack ideas — they fail because they move too slowly.In this episode, we sit down with Alex Shartsis, founder & CEO of Skyp, former operator, advisor, and investor, to break down why speed beats perfection in modern go-to-market — especially in an AI-driven world.Alex shares hard-earned lessons from:Scaling companies from napkin-stage to $10M+ revenueBeing on both sides of the table as an operator and investorBootstrapping with a contrarian GTM mindset in today’s marketWe dive into:Why AI has fundamentally changed how fast teams can (and should) moveThe real reason GTM teams get stuck (hint: it’s not tools)Why fear of failure slows companies more than lack of talentWhat actually matters when experimenting with channels like cold email, ads, and influencersHow founders should think about urgency, sales cycles, and execution in 2025If you’re a founder, GTM leader, or operator trying to scale without drowning in meetings, this episode is a must-watch.

Most go-to-market strategies don’t fail because of effort — they fail because the system is broken.In this episode, we sit down with Robert Moseley, CEO and Founder of GTM Engine, to unpack what’s actually holding sales teams back and how founders and sellers can fix it.Robert shares his journey from starting his career as a software engineer, to joining early-stage startups, to becoming one of the first GTM hires again and again — and ultimately founding GTM Engine after seeing the same problems repeat themselves across companies.We talk about:Why modern sales stacks are overloaded but underperformingThe biggest disconnect between sales tools and human behaviorHow sellers can show up as the best version of themselvesWhat actually makes GTM motions work at early-stage companiesWhy “more data” doesn’t equal better sellingHow founders should think about GTM from day oneThis conversation is practical, honest, and grounded in real operating experience — not theory.If you’re a founder, seller, or GTM leader, this episode will change how you think about sales execution.📌 Subscribe for more conversations with builders, operators, and GTM leaders.