Outbound Squad

Jason

jason@outboundsquad.com

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Booking Overview

Outbound Squad is a B2B sales podcast built around turning outbound into a repeatable growth system. Each episode spotlights leaders and top reps sharing practical frameworks, metrics, and leadership lessons PR pros can leverage for business/GT M thought leadership.

Metrics

Episodes: 423

Frequency: Weekly

Rating: 4.9/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

Contact Information

jason@outboundsquad.com

For verified host and producer emails, sign up to view.

Host

Jason - From the episode descriptions, Jason is one of the hosts who interviews sales leaders and experts on outbound, leadership, and sales execution. He regularly co-hosts episodes with other named sales...

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
B2B sales leadership and practitioners (e.g., CROs, senior leaders, sales enablement leaders, top-performing reps) with direct experience running outbound and/or building go-to-market teams and processes.
Required Achievements:  
CRO/VP-level leadership over large revenue organizations, implementation of outbound/upmarket strategy changes, building enablement programs and pipeline self-sourcing motions, successful rep ramp/onboarding systems, leadership frameworks for managing large sales teams

Recent Guest Discussions

Jason and Adam Block (Motive) - Moving Up-market, Protecting Mid-market/smb Business, Rewiring Outbound Culture, Leadership And Metrics For A 3,000+ Revenue Org

Jason and Mitch Thomas (Brooksource) - Positioning Enablement As A Sales Partner, AE Self-sourcing Plays Without An SDR Team, Cohort Onboarding For Fast Ramp

Tara Di-Cristo-Schmitt (Houzz) - Journey From Rep To CRO, Authentic Leadership And Transparency, First 90 Days As A First-time CRO, Weekly Leadership Rhythm For Managing Hundreds Of Reps

Recent Topics

Sales, Outbound, Revenue, Enablement, Pipeline

Episodes

Here's the recent few episodes on
Outbound Squad
:

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

June 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.⁠

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

June 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.⁠

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

June 08, 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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