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Outbound Squad

Business · EN · 439 episodes

Audience: 7

About this Podcast:

This sales podcast is for B2B reps and sales teams who want to turn complete strangers into paying customers. Join me (you can call me JBay) as I interview sales experts, leaders, and top-performing reps to learn the stories, secrets, and skills of the world’s most successful sales professionals.

Pitch Analysis

Required Pod Score for this show. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

46%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Outbound Squad

What is Outbound Squad about?

This sales podcast is for B2B reps and sales teams who want to turn complete strangers into paying customers. Join me (you can call me JBay) as I interview sales experts, leaders, and top-performing reps to learn the stories, secrets, and skills of the world’s most successful sales professionals.

What has Outbound Squad covered recently?

Recent episodes include "Coaching & leading enterprise sales reps" (19 October 2026, 71 minutes), "Scott Leese on why personal brand is the only moat that’s left" (12 October 2026, 75 minutes), and "Future of Saas, moats, pipegen, and more with Ryan Heaphy" (5 October 2026, 78 minutes).

How often does Outbound Squad publish?

Outbound Squad publishes roughly weekly, with episodes averaging 66 minutes across 439 episodes.

How hard is it to get booked on Outbound Squad?

Booking probability for Outbound Squad is 46%, and the host is rated Selective on guests. Outbound Squad requires a Pod Score of 80 or higher. Outbound Squad's contact route on record: verified email.

Who should pitch Outbound Squad?

The strongest fits for Outbound Squad are Business & Management Consulting and Business & Professional Training. Outbound Squad has a business audience.

About the host

Outbound Squad is a business show with 439 episodes published.

Verified host email: ████████@████.comSign in to unlock →

Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Outbound Squad

    Coaching & leading enterprise sales reps

    Oct 19, 20261h 11m

    In this episode, Jason and Chris Farwell from Octave, talk about how to coach and lead enterprise reps who may already be better sellers than their managers. They dig into finding the problems buyers actually need to...

  • Outbound Squad

    Scott Leese on why personal brand is the only moat that’s left

    Oct 12, 20261h 15m

    In this episode, Jason and Scott Leese from Scott Leese Consulting, talk about building a career and income that don't depend on any one job. They dig into why personal brand might be the last career moat, when to start...

  • Outbound Squad

    Future of Saas, moats, pipegen, and more with Ryan Heaphy

    Oct 5, 20261h 18m

    In this episode, Jason and Ryan Heaphy from Fractal Software, talk about what it takes to build a repeatable sales motion in early-stage vertical SaaS. They dig into why the VP of Sales hire usually flops, what a...

  • Outbound Squad

    Second-line SDR leadership with Brandon Jackson

    Sep 21, 202655 min

    In this episode, Jason and Brandon Jackson, formerly of Common Room and now at Ping Identity, talk about his four-pillar CPAD framework for SDR leadership, why dial counts aren't the real measure of a good day, aligning...

  • Outbound Squad

    Lessons from a first-time sales manager

    Sep 14, 20261h 17m

    In this episode, Jason and Matt Rogers from Neo4j, talk about breaking into a cold enterprise territory in person, the monthly accountability one-on-one to run with every rep, the hero move that traps first-time...

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  • Outbound Squad

    Building an AI-native sales motion with Heath Barnett

    Sep 7, 20261h 7m

    In this episode, Jason and Heath Barnett, formerly of Mixmax, talk about why PLG and product-led sales aren't the same thing, the three layers of a real ICP, account scoring with sub-scores that stack, and why AI...

  • Outbound Squad

    Tackling new territories, multi-threading, and more with Krysten Conner

    Aug 31, 20261h 13m

    In this episode, Jason and Krysten Conner, sales coach at krystenconner.com, talk about the where-we-win report every new AE should run, the ship jumper move and other warm-path openers, ghost-writing a referral email...

  • Outbound Squad

    The Too Good To Ignore Outbound Methodology

    Aug 24, 20261h 11m

    In this episode, Jason, Clara Johnson, and Amanda Long from Outbound Squad, talk about why outbound needs its own methodology, the three core parts of Too Good To Ignore, how to scale it across your team, and practical...

  • Outbound Squad

    Meet Amanda Long, our newest Pipeline Consultant

    Aug 17, 20261h 7m

    In this episode, Jason and Amanda Long from Outbound Squad, talk about the daily practice ritual that took her to the top of the leaderboard, how she made it impossible for her manager not to promote her, and how to...

  • Outbound Squad

    VP of Revenue at AdRoll on empathy, accountability, pipegen, and more

    Aug 10, 20261h 6m

    In this episode, Jason and Mark Haas from AdRoll, talk about why the top rep is often the worst first-time manager, his journey from programmer to rep to VP, and how he runs his day-to-day leading revenue. Check out...

  • Outbound Squad

    Founding AE at 30 Minutes To President’s Club, Alex Murphy

    Aug 3, 20261h 21m

    In this episode, Jason and Alex Murphy from 30 Minutes to President's Club, talk about cold calling without the telemarketer feel, the offering mindset that keeps your self-worth out of the outcome, and his 3-question...

  • Outbound Squad

    CRO of Orum on AI, cold calling, and the future of SaaS

    Jul 27, 20261h 13m

    In this episode, Jason and John Eitel from Orum, talk about why top sales teams admit they haven't cracked AI, how to centralize AI through RevOps without hurting rep productivity, why skill still beats tool stack, and...

  • Outbound Squad

    Scaling Rippling’s 400+ BDR org with Ashley Kelly

    Jul 20, 20261h 6m

    In this episode, Jason and Ashley Kelly from Rippling, talk about how Rippling scaled from 40 to 400 BDRs in under four years, the "go and see" value that runs from Parker on down, and the SDR-to-CRO program that keeps...

  • Outbound Squad

    From rep to manager to leading global enablement at Shopify with Siobhan Sweeney

    Jul 13, 20261h 1m

    In this episode, Jason and Siobhan Sweeney, formerly of Shopify, talk about her journey from door-to-door sales rep in New York City to first-time sales leader, why she made the jump into enablement, how Shopify built a...

  • Outbound Squad

    Too Good To Ignore

    Jul 6, 202644 min

    In this episode, Jason guests on The Revenue Insiders to talk about Outbound Squad's Too Good To Ignore outbound methodology and its three pillars (disqualify, offer, provoke), the trigger, tension, trust messaging...

  • Outbound Squad

    Tito Bohrt on building a world-class sales development org

    Jun 29, 202651 min

    In this episode, Jason and Tito Bohrt from AltiSales, talk about his 4-part framework for building and diagnosing sales orgs, what's working in cold calling right now, and whether the SDR function is about to get...

  • Outbound Squad

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

    Jun 22, 202656 min

    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...

  • Outbound Squad

    World-class enablement, AE self-sourcing, and onboarding

    Jun 15, 202654 min

    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...

  • Outbound Squad

    From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt

    Jun 8, 20261h 8m

    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...

  • Outbound Squad

    Scaling unconventional outbound with Sr Dir of Sales Development at Rippling

    Jun 1, 202659 min

    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...

Guest Appearances

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