Episodes

  • Motive CRO on moving up-market and leading an org of 3,000+

    Motive CRO on moving up-market and leading an org of 3,000+
    Jun 22 2026
    In this episode, Jason and Adam Block from Motive, talk about why they made the move up market, how they protected the mid-market and SMB business that was already working, how they rewired the culture for outbound, and the talent and metrics that matter when you're leading a 3,000-plus revenue org. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    56 mins
  • World-class enablement, AE self-sourcing, and onboarding

    World-class enablement, AE self-sourcing, and onboarding
    Jun 15 2026
    In this episode, Jason and Mitch Thomas from Brooksource, talk about how to position enablement as a true sales partner, the plays their nearly 200 AEs use to self-source pipeline without an SDR team, and the in-person cohort onboarding that gets new reps ramped fast. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    54 mins
  • From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt

    From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt
    Jun 8 2026
    In this episode, Jason and Tara Di-Cristo-Schmitt from Houzz talk about her journey from rep at ADP to CRO, what she learned about authentic leadership and transparency at HubSpot, how she prioritized her first 90 days as a first-time CRO, and her weekly rhythm for managing hundreds of reps. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    1 hr and 8 mins
  • Scaling unconventional outbound with Sr Dir of Sales Development at Rippling

    Scaling unconventional outbound with Sr Dir of Sales Development at Rippling
    Jun 1 2026
    In this episode, Jason and Ken Amar from Rippling, talk about how he booked meetings at a 41% rate as an SDR, the custom landing pages and groundswell calls Rippling uses to break into accounts, high-value gifting and in-person plays that actually scale, and where he thinks the SDR role is headed next. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    59 mins
  • “Our BDR booked 7 meetings yesterday” with Paul Salamanca

    “Our BDR booked 7 meetings yesterday” with Paul Salamanca
    May 25 2026
    In this episode, Jason and Paul Salamanca from Cymon AI, talk about how his BDR booked 7 meetings in a single day, the outbound motion two BDRs use to generate 30 to 40 meetings a month, his AI maturity model for sales orgs, and the coaching layer that ties it all together. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    58 mins
  • Leading teams at Google, Apple, Amazon, Gong, Yelp, and more

    Leading teams at Google, Apple, Amazon, Gong, Yelp, and more
    May 19 2026
    In this episode, Jason and Miram Ebrahim from Nomix Group, talk about creative plays that land meetings, nailing your first 90 days in a new leadership role, and giving fearless feedback. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    1 hr and 7 mins
  • Armand Farrokh on building an outbound machine + creative ways to build pipeline

    Armand Farrokh on building an outbound machine + creative ways to build pipeline
    May 12 2026
    In this episode, Jason and Armand Farrokh from 30 Minutes to President's Club talk about turning around an SDR team fast, the frameworks every outbound rep needs, and creative pipeline plays beyond cold calls and emails. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
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    1 hr and 4 mins
  • State of Outbound (Guest appearance on Mike Weinberg's podcast)

    State of Outbound (Guest appearance on Mike Weinberg's podcast)
    May 5 2026
    Jason was a guest on The Sales Management. Simplified. Podcast hosted by Mike Weinberg. In this episode, they talked about why outbound is harder than ever, what broke the classic SDR–AE model, and Jason’s Too Good To Ignore outbound methodology. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.
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    55 mins