Outbound Squad

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

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 wa

The Too Good To Ignore Outbound Methodology

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,

Meet Amanda Long, our newest Pipeline Consultant

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 f

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

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 r

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

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 se

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

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 pro

Scaling Rippling’s 400+ BDR org with Ashley Kelly

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 Parke

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

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 m

Too Good To Ignore

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, pro

Tito Bohrt on building a world-class sales development org

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, an

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

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 workin

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

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

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

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 a

Scaling unconventional outbound with Sr Dir of Sales Development at Rippling

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

“Our BDR booked 7 meetings yesterday” with Paul Salamanca

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 m

Leading teams at Google, Apple, Amazon, Gong, Yelp, and more

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 f

Armand Farrokh on building an outbound machine + creative ways to build pipeline

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 cre

State of Outbound (Guest appearance on Mike Weinberg's podcast)

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 th

Outbound Masterclass: The ultimate guide to building qualified pipeline in 2026 (Full Course)

Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts): https://masterclass.outboundsquad.com/ --- Outbound isn't

In 15 minutes, I'll help you handle any objection prospects throw at you (Mini Course)

Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts): https://masterclass.outboundsquad.com/ --- "I'm not intere