Episodes

  • Mastering the Framework that Triples Cold Call Conversions

    Mastering the Framework that Triples Cold Call Conversions
    Apr 14 2026
    Jason was a guest on the recent webinar hosted by ZoomInfo. In this episode, Jason and Michael George from ZoomInfo reveal a proven framework that can triple your cold call conversions. Tune in to learn the strategies, mindset, and data-backed tactics that turn hesitant prospects into eager buyers. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    57 mins
  • AI in sales masterclass & why RevOps will disappear with Kyle Vamvouris

    AI in sales masterclass & why RevOps will disappear with Kyle Vamvouris
    Apr 7 2026
    In this episode, Jason and Kyle Vamvouris from SalesThread break down how AI is revolutionizing sales strategies and why RevOps as we know it might soon vanish. Tune in for bold insights and actionable tactics to stay ahead in the future of sales. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    47 mins
  • The Outbound Equation: How to Secure High Quality Meetings

    The Outbound Equation: How to Secure High Quality Meetings
    Mar 31 2026
    Jason was a guest on the recent webinar hosted by ZoomInfo. In this episode, Jason and Calvin Flax break down the Outbound Equation and reveal how to win high-quality meetings in a slower market through smarter outreach, stronger offers, and genuine buyer connection. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    57 mins
  • Sales enablement masterclass with Nate Vogel

    Sales enablement masterclass with Nate Vogel
    Mar 24 2026
    In this episode, Jason, Clara Johnson, and Nate Vogel dive into a high-energy sales enablement masterclass, unpacking how to build world-class programs that drive performance at scale using data, coaching, and customer-focused frameworks. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    1 hr and 17 mins
  • How to crush the Director of SDR role with Rippling’s Sr SDR Director

    How to crush the Director of SDR role with Rippling’s Sr SDR Director
    Mar 17 2026
    In this episode, Jason and Rippling’s Senior SDR Director, Bert Brokaw, talk about what it really takes to crush the Director of SDR role, from leading managers and aligning with executives to building a high-performing outbound culture. Tune in to learn how top leaders grow strategic SDR teams that consistently deliver results. ‍ Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    58 mins
  • Not partnering with sales enablement? Big mistake

    Not partnering with sales enablement? Big mistake
    Mar 10 2026
    In this episode, Jason talks about why sales leaders must partner with enablement to drive real culture change and shares three lessons from top teams—becoming a trusted advisor, sharing the stage with reps, and prioritizing manager enablement over rep-only training. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.
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    8 mins
  • Here’s PROOF that AI isn’t replacing SDRs anytime soon

    Here’s PROOF that AI isn’t replacing SDRs anytime soon
    Mar 3 2026
    In this episode, Jason breaks down why AI isn’t replacing SDRs anytime soon, sharing real hiring data from leading AI companies and explaining why human reps who learn to leverage AI will outperform, not be replaced by it. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    5 mins
  • How to Cold Call for Higher Connect Rates, Better Conversations, and Meetings That Actually Show Up

    How to Cold Call for Higher Connect Rates, Better Conversations, and Meetings That Actually Show Up
    Feb 24 2026
    Jason was a guest on the Outbound Kitchen - Sales Podcast hosted by Elric Legloire to share tactical cold-calling frameworks—using permission-based openers, problem-focused language, and compelling offers to boost connect rates, spark real interest, and book meetings that actually show up. Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    55 mins