Outbound Squad

By Outbound SquadBusiness Marketing Careers

Outbound Squad episodes

June 15 World-class enablement, AE self-sourcing, and onboarding
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.⁠
54 min
June 08 From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt
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.⁠
1 hr 9 min
June 01 Scaling unconventional outbound with Sr Dir of Sales Development at Rippling
In this episode, Jason and Ken Amar from Rippling, talk about how he booked meetings at a 41% rate as an SDR, the custom landing pages and groundswell calls Rippling uses to break into accounts, high-value gifting and in-person plays that actually scale, and where he thinks the SDR role is headed next.

Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
1 hr
May 25 “Our BDR booked 7 meetings yesterday” with Paul Salamanca
In this episode, Jason and Paul Salamanca from Cymon AI, talk about how his BDR booked 7 meetings in a single day, the outbound motion two BDRs use to generate 30 to 40 meetings a month, his AI maturity model for sales orgs, and the coaching layer that ties it all together.
Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
58 min
May 19 Leading teams at Google, Apple, Amazon, Gong, Yelp, and more
In this episode, Jason and Miram Ebrahim from Nomix Group, talk about creative plays that land meetings, nailing your first 90 days in a new leadership role, and giving fearless feedback.
Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
1 hr 7 min
May 12 Armand Farrokh on building an outbound machine + creative ways to build pipeline
In this episode, Jason and Armand Farrokh from 30 Minutes to President's Club talk about turning around an SDR team fast, the frameworks every outbound rep needs, and creative pipeline plays beyond cold calls and emails.

Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
1 hr 5 min
May 05 State of Outbound (Guest appearance on Mike Weinberg's podcast)
Jason was a guest on The Sales Management. Simplified. Podcast hosted by Mike Weinberg. In this episode, they talked about why outbound is harder than ever, what broke the classic SDR–AE model, and Jason’s Too Good To Ignore outbound methodology.
Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.
56 min
April 30 Outbound Masterclass: The ultimate guide to building qualified pipeline in 2026 (Full Course)
Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts):
https://masterclass.outboundsquad.com/
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Outbound isn't dead, but it's broken. Reply rates are below 2%. Connect rates are below 4%. The irony? The tools designed to make outbound easier have made it exponentially harder.
But the top 25% of reps are booking 4.3x more meetings than everyone else. This course teaches you exactly what they do differently.
The Outbound Masterclass is a free, 3-hour course covering the complete methodology we've used to train 20,000+ reps at companies like Shopify, Gong, Zoom, Rippling, and iHeartMedia.
Here's what's inside:
1) Disqualify and avoid wasting hours pursuing bad-fit accounts
2) Leverage AI as your personal assistant to eliminate most busywork
3) Control the Conversation with prospects on cold calls and secure the meeting
4) Own the inbox with best practices from 85M+ cold emails we studied with Gong
5) Handle nearly any objection prospects throw at you
6) Build offers prospective buyers feel stupid for ignoring
This is the live premiere of the Outbound Masterclass. It's also available on-demand at the link below.
Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts):
https://masterclass.outboundsquad.com/
💡 ABOUT OUTBOUND SQUAD
We help B2B sales teams build pipeline through outbound. We've trained 20,000+ reps at 250+ companies. Our average client increases qualified pipeline by 22.3% within 90 days.
👋 CONNECT WITH ME
LinkedIn: https://www.linkedin.com/in/jasondbay/
Website: https://outboundsquad.com
Podcast: https://outboundsquad.com/podcast/
2 hr 45 min
April 29 In 15 minutes, I'll help you handle any objection prospects throw at you (Mini Course)
Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts):
https://masterclass.outboundsquad.com/
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"I'm not interested."
"We already have a solution."
"Send me an email."
Sound familiar? Objections aren't rejections. They're signals that you haven't earned trust yet. Most reps freeze or fumble. You won't after this.
In 15 minutes, you'll master a repeatable framework for turning "not interested" into "tell me more."
Here's what we cover:
1) The psychology behind why prospects object (and why it's actually a good sign)
2) A universal framework for responding to ANY objection without sounding scripted
3) The 5 most common cold call objections and exactly what to say for each one
Real examples and role-plays you can practice today
This is a live session from the Outbound Masterclass launch series. The full course is free and covers 15 modules on the complete outbound methodology.
Get free access to the full Outbound Masterclass course + companion workbook:
https://masterclass.outboundsquad.com/
The workbook includes the objection handling playbook, word-for-word responses to the top 5 objections, and AI prompts for practicing in real-time.
💡 ABOUT OUTBOUND SQUAD
We help B2B sales teams build pipeline through outbound. We've trained 20,000+ reps at 250+ companies including Shopify, Gong, Zoom, Rippling, and iHeartMedia.
👋 CONNECT WITH ME
LinkedIn: https://www.linkedin.com/in/jasondbay/
Website: https://outboundsquad.com
Podcast: https://outboundsquad.com/podcast/
19 min
April 28 Cold Calling: Give me 23 minutes and I'll eliminate your fear of the phones (Mini Course)
Get free access to the full course + companion workbook (50+ pages of frameworks, templates, and AI prompts):
https://masterclass.outboundsquad.com/
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Less than 4% of cold calls get answered. And when they do, most reps fumble the first 30 seconds. This mini course will fix that.
In 23 minutes, you'll learn the exact cold call framework that's helped thousands of reps go from dreading the phone to booking meetings consistently.
Here's what we cover:
1) The 3-step cold call framework that triples meeting booked rates
2) Creative openers that reduce hang-ups and capture the prospect's attention
3) Engaging questions that anchor to pain and get the prospect to show up
This is a live session from the Outbound Masterclass launch series. The full course is free and covers 15 modules on cold calling, cold email, messaging, objection handling, and more.
Get free access to the full Outbound Masterclass course + companion workbook:
https://masterclass.outboundsquad.com/
The workbook includes the complete cold call talk track template, AI prompts for building personalized openers, and frameworks you can implement the same day.
💡 ABOUT OUTBOUND SQUAD
We help B2B sales teams build pipeline through outbound. We've trained 20,000+ reps at 250+ companies including Shopify, Gong, Zoom, Rippling, and iHeartMedia.
👋 CONNECT WITH ME
LinkedIn: https://www.linkedin.com/in/jasondbay/
Website: https://outboundsquad.com
Podcast: https://outboundsquad.com/podcast/
26 min

About Outbound Squad

From the publisher's feed

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…