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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
Lead Generation
Sales
Cold Outreach
Sales Development
Cold Email
Sales Metrics
Objection Handling
Enterprise Sales
Customer Engagement
Sales Leadership
Account Executives

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.

PublishesWeeklyEpisodes427Founded6 years ago
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Artwork for Outbound Squad

Latest Episodes

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 fr... more

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 made the jump into enablement, how Shopify built a world-class enablement org, an... more

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, provoke), the trigger, tension, trust messaging model that works across cold call, ... more

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, and whether the SDR function is about to get replaced.

Check out more free conten... more

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Recent Guests

Siobhan Sweeney
Former Head of Enablement at Shopify
Shopify
Episode: From rep to manager to leading global enablement at Shopify with Siobhan Sweeney
Jason Bay
Founder and CEO of Outbound Squad
Outbound Squad
Episode: Too Good To Ignore
Tito Bohrt
CEO at AltiSales; founder of Caddy; investor via Alti Ventures
AltiSales, Caddy, Alti Ventures
Episode: Tito Bohrt on building a world-class sales development org
Adam Block
CRO at Motive, former VP of Sales at Medallia
Motive
Episode: Motive CRO on moving up-market and leading an org of 3,000+
Mitch Thomas
Director of Sales Enablement at Brooksource
Brooksource
Episode: World-class enablement, AE self-sourcing, and onboarding
Tara Di-Cristo-Schmitt
CRO at Houzz (guest on the episode)
Houzz
Episode: From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt
Ken Amar
Senior Director of Sales Development at Rippling
Rippling
Episode: Scaling unconventional outbound with Sr Dir of Sales Development at Rippling
Paul Salamanca
CEO of Cymon.AI, former Senior VP of Sales at SecurityScorecard
Cymon.AI
Episode: “Our BDR booked 7 meetings yesterday” with Paul Salamanca
Miram Ebrahim
Leadership executive with experience at Gong, Google, Apple, Amazon, and Criteo
Gong (former), Google (former), Apple (former), Amazon (former), Criteo (former)
Episode: Leading teams at Google, Apple, Amazon, Gong, Yelp, and more

Host

Jason Bay
Founder and CEO of Outbound Squad; host focused on outbound framework and scalable sales strategy

Reviews

4.9 out of 5 stars from 357 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 Statesa year 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 States2 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.

Great guest diversity with deep expertise in outbound.
Actionable, data-driven sales tactics attendees can actually implement.
Positive reception of AI-enabled enablement discussions and masterclasses.
Listeners praise clear, actionable insights and supportive host style.
High-quality interviews with practical frameworks and real-world examples.

Chart Rankings

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

Talking Points

Recent interactions between the hosts and their guests.

From rep to manager to leading global enablement at Shopify with Siobhan Sweeney
Q: What are the key components that make an enablement program stick?
You need strong stakeholder alignment, an empowered program owner, a clear outcome, and ongoing reinforcement through onboarding and manager-led practices to ensure the learning translates into daily behavior.
From rep to manager to leading global enablement at Shopify with Siobhan Sweeney
Q: So what motivated the shift into enablement after leadership in sales?
It happened as a meaningful problem to solve rather than a planned move; a leader asked to create a repeatable way for sales leaders to operate, and I saw an opportunity to scale impact by building a program that could be adopted broadly.
World-class enablement, AE self-sourcing, and onboarding
Q: How did Mitch transition from sales leadership to enablement, and why did Brooksource embrace enablement as a function?
Mitch explains that enablement grew out of a practical need to scale training as the organization expanded and to avoid reinventing the wheel across regions. His prior sales leadership background helped align enablement with sales goals, making it a true partner to the field.
Motive CRO on moving up-market and leading an org of 3,000+
Q: How did you structure and staff the enterprise organization to handle bigger deals and more complex customers?
They adopted a farm system for internal progression, built a dedicated enterprise AE cadre, reduced book sizes to focus on high-impact accounts, and created a single account owner supported by specialists to drive deep engagement and better outcomes.
Motive CRO on moving up-market and leading an org of 3,000+
Q: What was the approach to protecting the existing down-market base during the transition?
They planned intentionally, allocating resources and changes to ensure support for current customers while investing in enterprise capabilities, including pricing adjustments and ensuring the operations could scale without harming existing customers.

Audience Metrics

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

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Frequently Asked Questions About Outbound Squad

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

Outbound Squad targets B2B sales professionals aiming to master outbound prospecting and pipeline generation. Episodes feature senior sales leaders, operators, and practitioners who share actionable playbooks, framing tactics around messaging, multi-channel outreach, and scalable outbound systems. A recurring strength is grounding strategies in real-world data, experiments, and interviews with high-velocity teams, making insights practical for managers, enablement leads, and field reps alike. Noteworthy traits include heavy emphasis on customer language over product jargon, a willingness to discuss AI-assisted enablement, and a penchant for concrete frameworks (e.g., Martini Glass pipelines, disqualify/offer/provoke). The show consistently ... more

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How many listeners does Outbound Squad get?

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Which podcasts are similar to Outbound Squad?

These podcasts share a similar audience with Outbound Squad:

1. 30 Minutes to President's Club | No-Nonsense Sales
2. Sales Gravy: Jeb Blount
3. Sales Logic - Selling Strategies That Work
4. BiggerPockets Real Estate Podcast
5. Revenue Builders

How many episodes of Outbound Squad are there?

Outbound Squad launched 6 years ago and published 427 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Outbound Squad?

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What guests have appeared on Outbound Squad?

Recent guests on Outbound Squad include:

1. Siobhan Sweeney
2. Jason Bay
3. Tito Bohrt
4. Adam Block
5. Mitch Thomas
6. Tara Di-Cristo-Schmitt
7. Ken Amar
8. Paul Salamanca

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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