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Outbound Squad

Outbound Squad
Outbound Sales
Cold Calling
Sales Strategies
Sales Techniques
Sales Strategy
Sales Training
Sales Development Representatives
AI In Sales
Sales Enablement
Sales Development
Sales
Lead Generation
Enterprise Sales
Cold Outreach
Cold Email
Sales Metrics
Objection Handling
Customer Engagement
Account Executives
Sales Leadership

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.

PublishesWeeklyEpisodes441Founded7 years ago
Number of ListenersCategories
CareersBusinessMarketing

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Artwork for Outbound Squad

Latest Episodes

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... more

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 i... more

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 1... more

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 i... more

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Recent Guests

Chris Farwell
Vice President of Enterprise Sales at Octave
Octave
Episode: Coaching & leading enterprise sales reps
Scott Leese
Founder of Scott Leese Consulting; six-time VP of Sales; runs Surfing Sales and related ventures
Scott Leese Consulting; Surfing Sales; Highway 99 Productions
Episode: Scott Leese on why personal brand is the only moat that’s left
Ryan Heaphy
Head of Sales Strategy at Fractal Software, advisor to 150+ vertical SaaS companies
Fractal Software
Episode: Future of Saas, moats, pipegen, and more with Ryan Heaphy
Alex Kremer
CEO and founder of Alluviance, mindfulness and inner-game facilitator
Alluviance
Episode: Mental health and finding fulfillment in sales with Alex Kremer
Brandon Jackson
Senior Director Global Sales Development at Ping Identity (formerly Head of SDR at Common Room)
Ping Identity / Common Room
Episode: Second-line SDR leadership with Brandon Jackson
Matt Rogers
Former account executive turned frontline leader at Neo4j
Neo4j
Episode: Lessons from a first-time sales manager
Heath Barnett
Former VP of Revenue at Mixmax, GTM consultant
Mixmax (former)
Episode: Building an AI-native sales motion with Heath Barnett
Krysten Conner
Coaching practitioner focused on enterprise and outbound strategy
krystenconner.com
Episode: Tackling new territories, multi-threading, and more with Krysten Conner
Amanda Long
Newest pipeline consultant at Outbound Squad; led large engagement with iHeart Media
Outbound Squad
Episode: Meet Amanda Long, our newest Pipeline Consultant

Host

Jason Bay
Host of Outbound Squad, founder/CEO of Outbound Squad, specializes in outbound frameworks, AI integration, and GTM strategy.

Reviews

4.9 out of 5 stars from 358 ratings
  • 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 it a must-listen for anyone looking to excel in prospecting and outbound sales techniques.- Andrew Barbuto, author of Top Sales Producer

    Apple Podcasts
    5
    Andrew Barbuto
    United States2 years ago
  • Great Insights for Sales Success

    Outbound Squad is a fantastic podcast for anyone looking to improve their sales game. Each episode is packed with practical advice and tips on how to excel in outbound sales.

    Apple Podcasts
    5
    Gail Kasper
    United States2 years ago
  • 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 it a must-listen for anyone looking to excel in prospecting and outbound sales techniques.

    Apple Podcasts
    5
    Andrew Barbuto
    United States2 years ago
  • 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 strongly recommend to ask your sales teams to check out one or two episodes. The directly usable tactics will improve their impact immediately.

    Apple Podcasts
    5
    Phtaylcali
    United States3 years ago
  • Brill

    Super simple to implement and carefully thought out! Love this podcast.

    Apple Podcasts
    5
    orangeja
    United Kingdom3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Strong guest variety with deep expertise in outbound and enablement.
Actionable, practical tactics that listeners can apply immediately.
Consistently high-quality production and insightful frameworks.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#131
United States/Business/Careers
Apple Podcasts
#221
Canada/Business/Careers
Apple Podcasts
#243
Italy/Business/Careers
Apple Podcasts
#250
Australia/Business/Careers
Apple Podcasts
#9
Poland/Business/Careers
Apple Podcasts
#20
Spain/Business/Careers

Talking Points

Recent interactions between the hosts and their guests.

Coaching & leading enterprise sales reps
Q: How should sellers prepare for executive-level conversations?
Farwell recommends summarizing the buyer's problem, its impact on the business, how the solution addresses it, and the resulting business outcome. Sellers should translate technical pain into priorities executives recognize, including margins, cash flow, and profitability.
Coaching & leading enterprise sales reps
Q: How do you coach experienced enterprise reps without simply telling them what to do?
Farwell tailors coaching to each rep, reviews recorded calls, and uses feedback to highlight moments for further questions rather than scripting the questions for them. He also cautions against assuming that the approach that worked for a manager will work for everyone.
Scott Leese on why personal brand is the only moat that’s left
Q: What practical steps would you recommend to a senior exec who wants to start building a personal brand?
Start small: connect with 10 meaningful people daily, then engage by commenting on others' content, gradually share learnings and stories, and eventually publish your own experiences without feeling the need to pitch constantly.
Scott Leese on why personal brand is the only moat that’s left
Q: How has your approach to personal branding evolved with AI and platform changes?
I shifted from a one-platform focus (LinkedIn) to a multi-platform strategy, treating content as a portfolio rather than a single channel. The goal is to be authentic, provide value, and leverage different formats and platforms to reach different audiences.
Scott Leese on why personal brand is the only moat that’s left
Q: What do you see as the biggest shift in how sales leaders should think about career risk and diversification?
Diversify early, build the personal brand, and create complementary businesses so you're not dependent on one path. The brand and network act as a safety net against automation and market shifts, enabling new opportunities as your main role evolves.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Outbound Squad

What is Outbound Squad about and what kind of topics does it cover?

This show centers on practical, battle-tested strategies for building and optimizing B2B outbound sales. Episodes frequently explore go-to-market motion, AI-enabled coaching, enablement, and scalable pipeline generation, with a strong emphasis on leadership, process, and hands-on tactics that reps and managers can implement quickly. Interviews with senior sales leaders, founders, and enablement experts reveal frameworks for outbound excellence, from crafting effective messaging and targeting to coaching, events, and cross-functional alignment. A standout throughline is treating outbound as a revenue-enabling function supported by measurable programs, rigorous playbooks, and human-centric coaching, rather than purely automated tactics. It's ... more

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How many episodes of Outbound Squad are there?

Outbound Squad launched 7 years ago and published 441 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Outbound Squad?

Recent guests on Outbound Squad include:

1. Chris Farwell
2. Scott Leese
3. Ryan Heaphy
4. Alex Kremer
5. Brandon Jackson
6. Matt Rogers
7. Heath Barnett
8. Krysten Conner

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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