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In this episode of The Revenue Vault, Marcus Chan interviews Kris Rudeegraap, CEO at Sendoso (raised $160M+), on how he went from packing boxes as an AE at Talkdesk to building a gifting platform at scale. Kris breaks down running 30-40 Clay plays that generated $500K+ pipeline in one quarter, why they're relaunching PLG with "Sendoso for Sellers" (bottoms-up vs. open signup), the shift from ARR obsession to NRR focus, stopping 40% discounting through AI role-play training, and the one metric he obsesses over: first-year NRR. Meet Kris Rudeegraap here: www.linkedin.com/in/rudeegraap Sendoso.com Learn how elite sales teams scale performance, unlock leverage, and build unstoppable revenue engines. Want to pinpoint your own team's biggest constraint? Start here: https://venli.co/yt-sta-consult P.S. Prefer to listen? Listen on your favorite platform here: https://therevenuevault.transistor.fm/ • My Secret to Building 9-Figure Sales Teams... 🔍 Get the free B2B Sales Revenue Leak Diagnostic Kit (playbook + revenue impact calculator + short diagnostic trainings) 👉 https://venli.co/yt-diagnostic-kit 📞 CROs & Sales VPs: Want us to run this on your B2B sales pipeline and calls? Book a free 45‑minute Executive Revenue Leak Snapshot 👉 https://venli.co/yt-sta-consult We help B2B sales orgs unlock 10–30%+ more revenue from their existing pipeline by diagnosing and fixing hidden conversion leaks – not with random “training days,” but with proven sales operating systems that raise Disco→Close win rates and cut sales cycles. My story: I almost got fired 60 days into my first B2B sales job. Then I hit #1 in 12 different roles, led a 110+ rep org delivering $195M annually at a Fortune 500, and walked away from corporate by 35. Now I provide B2B sales training, sales coaching, and revenue consulting to help CROs & Sales VPs install the exact systems that took me from failure to the top. What you’ll get here: • Real conversion frameworks (not motivational fluff) • Pipeline diagnostics that find hidden revenue leaks • Sales operating systems that turn average reps into consistent performers • Proven playbooks from $700M+ in personal sales and leading large B2B sales teams The bottom line: Your B2B sales team doesn’t need more “rah‑rah” training. It needs systems that work. I share the ones we use with real B2B sales orgs every day. #sales #b2bsales #salesskills #salestraining #marcuschan #venliconsulting Time-stamps 00:00 Intro 02:12 The MOMENT I Knew I Had to Build 03:05 Why Sending Stuff ACTUALLY Worked 06:57 From Carrying the Bag to LEADING Sales 09:44 My Early Obsession with ARR and the switch to NRR 11:47 Unlearning Across 3 GTM Eras 15:16 Kris’s Outbound Plays That ACTUALLY Work 19:23 WHY We’re Returning to PLG? 22:50 What 40% Discounts TAUGHT Me About Leadership 25:52 Double Revenue, Same Headcount - NOW WHAT? 27:44 AI in Sales: HYPE vs. REALITY 30:17 Getting MORE THAN Just Top Reps Using AI 34:26 What’s Still UNTAPPED at Sendoso? 37:28 Boosting Rep ACUMEN for Stickier Deals 39:49Early-Stage Scaling Advice That STUCK 42:46 Warm Intros: MORE Than Just an Email 44:00 How Marcus BUILDS Trust That Closes 48:10 The Power of NOTICING the Little Things 51:32 Who Is Kris & What Is Sendoso?