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Outbound Squad

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Rating
★★★★★
4.9
from
128 reviews
This podcast has
441 episodes
Language
English
Explicit
Yes
Date created
2020/03/10
Latest episode
2026/10/26
Average duration
73 min.
Release period
7 days

Description

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.

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Podcast episodes

Check latest episodes from Outbound Squad podcast


Outbound: The precision era is here with TitanX
2026/10/26
In this episode, Jason, Joey Gilkey, and Rob Anderson from TitanX, talk about why outbound is moving from the volume era to the precision era. They dig into why fewer reps and more activity rarely hit the number, calculating cost per conversation and per meeting, how parallel dialing drags down connect and conversion rates, and the account dossiers TitanX's reps used at the event. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Coaching & leading enterprise sales reps
2026/10/19
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 fix, translating technical pain into margin and cash flow, knowing when to coach reps and when to just tell them, and turning customer relationships into warm intros. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Scott Leese on why personal brand is the only moat that’s left
2026/10/12
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 earning outside your W2, his 10-a-day plan for growing your network, and how he builds his calendar around family time. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Future of Saas, moats, pipegen, and more with Ryan Heaphy
2026/10/05
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
2026/09/28
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
2026/09/21
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.⁠
Lessons from a first-time sales manager
2026/09/14
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 leaders, and using AI to scale coaching without watching every call. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Building an AI-native sales motion with Heath Barnett
2026/09/07
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 investment flops without rep skill investment. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Tackling new territories, multi-threading, and more with Krysten Conner
2026/08/31
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 your champion will send, and running EMT discovery on outbound-led calls. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
The Too Good To Ignore Outbound Methodology
2026/08/24
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 plays your reps can use to book more meetings. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Meet Amanda Long, our newest Pipeline Consultant
2026/08/17
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 nail your first front-line leadership role. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
VP of Revenue at Adroll on empathy, accountability, pipegen, and more
2026/08/10
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 more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Founding AE at 30 Minutes To President’s Club, Alex Murphy
2026/08/03
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 discovery checklist for first calls. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
CRO of Orum on AI, cold calling, and the future of SaaS
2026/07/27
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 the pipegen mix by segment that holds up from high velocity to enterprise. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
Scaling Rippling’s 400+ BDR org with Ashley Kelly
2026/07/20
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 reps around. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠

Podcast reviews

Read Outbound Squad podcast reviews


4.9 out of 5
128 reviews
★★★★★
Andrew Barbuto 2025/02/22
Must-Listen for Outbound Sales!
Jason Bay's Outbound Squad delivers actionable strategies and insights for mastering outbound sales. His practical advice and industry expertise make ...
★★★★★
Phtaylcali 2024/01/25
Practical tactics with data driven guidance
Jason’s content is the best I’ve seen in 15 years overseeing Sales teams. His style and delivery are a meta lesson in how to win in Sales. I str...
★★★★★
Forced321432 2023/03/13
Thank you!
JBAY!!! I recently landed my dream sales role that I will start in 1 week! This will be my first time working for a large corporation. I have no coll...
★★★★★
jeffv187 2022/08/23
Quick with the dirty truth
And it’s free!
★★★★★
Polyglotte Inc. 2022/08/21
This is an amazing sales podcast!
I’ve known Jason for a couple years now and listen to his podcast often. What I like about his advice is that it’s clear and actionable. His guests ar...
★★★★★
Mark Bregmann 2022/07/28
On my short list of podcasts
With a lot of great sales & marketing podcasts out there, and not enough time to listen to them all, this is one that should be on your short list.
★★★★★
Rickydick411 2022/07/23
No…You Don’t Sux…
The biggest room for improvement is SELF-IMPROVEMENT! Jason is a gifted researcher/teacher. I’ve been in professional sales for more than half of my l...
★★★★★
hehehdhehehey 2022/07/16
Honest conversations and easy to listen to
I really enjoy the podcast!
★★★★★
R000TER 2022/03/31
Great conversations that spark interest and results.
I just found out about this show recently and my only critique is that I wish there were more episodes!! I am a traveling sales rep who spends 3-4 h...
★★★★★
MatthewJ3015 2022/03/27
Prospecting for pros
A good guide for prospecting
check all reviews on apple podcasts

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