Outbound Squad

By Outbound SquadBusiness Marketing Careers

Outbound Squad episodes

April 21 Messaging: Why prospects ignore your cold emails and cold calls (and how to fix it)
Get free access to the full course + companion workbook:
https://masterclass.outboundsquad.com/
91% of buyers believe salespeople don't understand what they do, what they care about, or what their company does. That's not a cold email or cold calling problem. That's a messaging problem.
In this episode, I break down the exact messaging framework we use with every Outbound Squad client to fix this.
You'll learn:
1) Why "pitching" in cold emails reduces reply rates by up to 57%
2) The "push" vs. "pull" method and why most reps do it backwards
3) The 4 components of messaging that resonates: Priorities, Current Solutions, Problems, and Aspirations
This is one module from the Outbound Masterclass, a free 15-module course covering the full methodology we've used to train 20,000+ reps at companies like Shopify, Gong, Zoom, Rippling, and more.
Get free access to the full course + companion workbook:
https://masterclass.outboundsquad.com/
The companion workbook includes every framework, template, and AI prompt from the course so you can implement what you learn immediately.
💡 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/
14 min
April 14 Mastering the Framework that Triples Cold Call Conversions
Jason was a guest on the recent webinar hosted by ZoomInfo. In this episode, Jason and Michael George from ZoomInfo reveal a proven framework that can triple your cold call conversions. Tune in to learn the strategies, mindset, and data-backed tactics that turn hesitant prospects into eager buyers.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
58 min
April 07 AI in sales masterclass & why RevOps will disappear with Kyle Vamvouris
In this episode, Jason and Kyle Vamvouris from SalesThread break down how AI is revolutionizing sales strategies and why RevOps as we know it might soon vanish. Tune in for bold insights and actionable tactics to stay ahead in the future of sales.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
48 min
March 31 The Outbound Equation: How to Secure High Quality Meetings
Jason was a guest on the recent webinar hosted by ZoomInfo. In this episode, Jason and Calvin Flax break down the Outbound Equation and reveal how to win high-quality meetings in a slower market through smarter outreach, stronger offers, and genuine buyer connection.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
57 min
March 24 Sales enablement masterclass with Nate Vogel
In this episode, Jason, Clara Johnson, and Nate Vogel dive into a high-energy sales enablement masterclass, unpacking how to build world-class programs that drive performance at scale using data, coaching, and customer-focused frameworks.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
1 hr 17 min
March 17 How to crush the Director of SDR role with Rippling’s Sr SDR Director
In this episode, Jason and Rippling’s Senior SDR Director, Bert Brokaw, talk about what it really takes to crush the Director of SDR role, from leading managers and aligning with executives to building a high-performing outbound culture. Tune in to learn how top leaders grow strategic SDR teams that consistently deliver results.
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Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
58 min
March 10 Not partnering with sales enablement? Big mistake
In this episode, Jason talks about why sales leaders must partner with enablement to drive real culture change and shares three lessons from top teams—becoming a trusted advisor, sharing the stage with reps, and prioritizing manager enablement over rep-only training.

Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.
9 min
March 03 Here’s PROOF that AI isn’t replacing SDRs anytime soon
In this episode, Jason breaks down why AI isn’t replacing SDRs anytime soon, sharing real hiring data from leading AI companies and explaining why human reps who learn to leverage AI will outperform, not be replaced by it.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
5 min
February 24 How to Cold Call for Higher Connect Rates, Better Conversations, and Meetings That Actually Show Up
Jason was a guest on the Outbound Kitchen - Sales Podcast hosted by Elric Legloire to share tactical cold-calling frameworks—using permission-based openers, problem-focused language, and compelling offers to boost connect rates, spark real interest, and book meetings that actually show up.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
56 min
February 17 From IC to SVP of Sales with Aaron Rissler
In this episode, Aaron Rissler shares his journey from IC to VP of Sales at Buyer's Edge Platform, revealing the lessons, strategies, and leadership insights he’s learned along the way to build high-performing teams, navigate corporate politics, and level up at every stage of a sales career.
Check out more free content and get coaching at ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
1 hr

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…