Outbound Squad

Jason Bay

Booking Overview

A B2B sales interview show focused on outbound selling, sales leadership, and repeatable sales execution, featuring external sales leaders, coaches, and high-performing practitioners. Agencies could credibly pitch sales executives, SDR and AE leaders, outbound specialists, sales coaches, and experts in AI-enabled sales processes; booking difficulty is medium because guests generally need demonstrable operating experience and practical frameworks.

Metrics

Episodes: 438

Frequency: Weekly

Rating: 4.9/5.0

Estimated listeners: 1,000 - 10,000

Listener location: USA

Contact Information

Publicly listed emails

jason@outboundsquad.com

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Host

Jason Bay - Jason Bay is a B2B outbound sales educator and specialist focused on helping sales representatives and teams turn prospecting into customer revenue.

Booking Intelligence

Booking Requirements

medium

Typical Credentials:

B2B sales leaders, SDR or AE leaders, sales managers, sales coaches, and experienced outbound practitioners with firsthand operating experience and practical sales frameworks.

Required Achievements:

Leadership experience in B2B sales organizations, Demonstrated success building or improving outbound sales processes, Practical frameworks for sales management, prospecting, coaching, or account strategy

Recent Guest Discussions

Brandon Jackson - SDR Leadership, The CPAD Framework, Measuring SDR Productivity, Alignment Across SDR, Marketing, And Sales, And The Role Of Artificial Intelligence In SDR Workflows.

Matt Rogers - First-time Sales Management, Entering Cold Enterprise Territories, Rep Accountability One-on-ones, Leadership Pitfalls, And Using Artificial Intelligence To Scale Coaching.

Heath Barnett - Ai-native Sales Motions, Product-led Growth Versus Product-led Sales, Ideal Customer Profiles, Account Scoring, And Investing In Sales-representative Skills Alongside Artificial Intelligence.

Krysten Conner - Entering New Territories, Account Research, Warm-path Prospecting, Referral Emails, And Discovery For Outbound-led Sales Calls.

Recent Topics

Business, Sales, Outbound Sales, Sales Leadership, Sales Coaching

Episodes

Here's the recent few episodes on

Outbound Squad

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

October 05, 2026

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 world-class sales playbook actually includes, reverse-engineering quota from pipeline, and what cold calling looks like in vertical SaaS. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠

Mental health and finding fulfillment in sales with Alex Kremer

September 28, 2026

In this episode, Jason and Alex Kremer from Alluviance, talk about why 70% of sales pros are struggling with their mental health, the two wells analogy and the hungry ghost trap, rewiring where your motivation comes from, and selling from presence, not pressure. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠

Second-line SDR leadership with Brandon Jackson

September 21, 2026

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 SDR with marketing and sales at once, and where AI belongs in the SDR workflow, and where it doesn't. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠

Similar Podcasts

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Outbound Squad

The Predictable Revenue Podcast · Medium booking difficulty · 1,000 - 10,000 listeners

Publicly listed emails

jason@outboundsquad.com

Looking for the right person? Join Podseeker to find direct host and producer contacts and manage your podcast outreach.

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