OK22: How to Cold Call for Higher Connect Rates, Better Conversations, and Meetings That Actually Show Up - with Jason Bay, CEO of Outbound Squad

Episode notes

⁠⁠⁠⁠ Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- In this episode, Jason Bay, Founder of Outbound Squad, breaks down the art and science of cold calling in 2025. He shares data from training companies like Rippling, Shopify, and Zoom, revealing why the average cold call lasts just 80 seconds, and how top reps achieve 25%+ conversion rates while most struggle at 4.6%. Jason walks through his complete cold calling framework: the permission-based opener, reverse pitch, money questions, and the tactics that drive 75-80% show rates. His candid breakdown of what separates average reps from top performers, backed by Gong data from 100K+ calls, provides a masterclass in modern cold calling. - 3 biggest takeaways: - Lead with problems, not product: problem-based language gets 3x more meetings than product pitches - The habit matters more than the outcome: build the weekly rhythm before optimizing the talk track - Customer voice over product voice: steal language directly from sales calls and discovery conversations - Who is Jason Bay?