

Outbound Squad
Outbound Squad
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.
Episodes
Mentioned books

14 snips
Sep 23, 2025 • 7min
Cold Calling: Use this intro to book 3x more meetings
Jason shares powerful cold calling strategies to help you triple your meeting bookings. He emphasizes the importance of speaking the buyer's language instead of using buzzwords. The discussion includes practical tips like using reverse pitches and incorporating company-specific details. Real-world examples demonstrate how to avoid typical solopreneur pitfalls and leverage social proof. This insightful guide is packed with actionable tactics that can significantly boost your sales performance!

12 snips
Sep 16, 2025 • 1h 23min
Steal this cold calling framework to book 2-3x more meetings
Chris Bussing, host of The Chris Bussing Podcast and founder of Tech Sales Accelerator, dives deep into the world of cold calling and outbound sales. He shares insights on leveraging AI tools to enhance sales efficiency and introduce the compelling 'Reason to Meet' strategy. Bussing emphasizes the importance of personalized messaging in outreach, practical tips for mastering cold calling techniques, and the value of effective networking. Listeners gain actionable strategies to transform their sales approach and book more meetings.

23 snips
Sep 9, 2025 • 1h 1min
[Playbook] State of Cold Calling (from analyzing 1B cold calls)
Colin Specter, Senior VP of Global Sales at Orum, and Calvin Flax, Business Development Manager at ZoomInfo, dive into the world of cold calling. They share insights from analyzing over one billion cold calls, revealing the secrets to increasing connect rates. Learn about the reverse pitch strategy that uncovers prospects' pain points and effective engagement techniques that prioritize authenticity. The duo also discusses overcoming common challenges and the excitement that comes from landing meetings, providing tactical advice for sales professionals.

6 snips
Sep 2, 2025 • 5min
"AI doesn't have a point of view" (a warning)
Discover the fine line between AI assistance and human creativity in sales. A warning highlights the risks of over-dependency on technology, stressing the importance of personal insight. Tips are shared on how to effectively integrate AI while maintaining a thoughtful, human touch in your approach. This conversation ignites the debate on preserving individuality in a tech-driven landscape.

14 snips
Aug 26, 2025 • 45min
10 ways the best teams are booking meetings right now
Join James Buckley, a sales strategy champion, Will Aiken, the founder of a video outreach platform, and Jed Mowerly, a prospecting expert, as they share actionable tactics for booking more meetings. They explore the importance of finding an authentic sales voice, leveraging AI tools for outreach, and mastering cold calling techniques. The trio debates segmentation versus personalization, emphasizing efficient targeting. With insights on building trust through effective communication, this discussion will elevate your sales approach.

13 snips
Aug 19, 2025 • 59min
[Playbook] No, cold calling isn't dead (how to land a sh*t ton of meetings in 2025)
Nick Cegelski, co-author of "Cold Calling Sucks, and That's Why It Works," and Waseem Kaati from Shopify discuss the resurgence of cold calling in sales. They reveal effective strategies like personalized openers and engaging tones to capture potential clients' interest. The conversation touches on overcoming common misconceptions, the importance of identifying pain points, and utilizing intent data for better outreach. Listeners will gain insights into structuring calls and improving conversion rates while dispelling the myth that cold calling is obsolete.

8 snips
Aug 12, 2025 • 8min
Why your outbound messaging doesn't land
Discover how to make your outbound messaging resonate with potential buyers. The discussion dives into the levels of relevance in sales messaging, highlighting the need for tailored content that speaks directly to buyer personas. Learn how AI tools can elevate your outreach efforts and improve engagement. Transform your sales strategy by applying these insightful techniques!

13 snips
Aug 5, 2025 • 1h 2min
[Playbook] Cold Email: Analyzing 85M+ cold emails to find what’s working in 2025
Join Armand Farrokh, an experienced sales leader and author, and Jonathan Mack from ZoomInfo, as they dissect insights from analyzing over 85 million cold emails. Discover the crucial elements that make cold emails successful, like personalization and effective subject lines. They also delve into how AI tools can enhance outreach and streamline processes. With practical examples and innovative strategies, learn how evolving techniques in cold emailing can improve engagement and boost your meeting bookings.

12 snips
Jul 29, 2025 • 7min
Using voicemails to increase cold email reply rates by 3x
Discover how voicemails can revolutionize cold outreach by tripling your response rates. Learn the power of combining relevance and social proof in your messages to captivate prospects. Jason reveals actionable strategies for crafting impactful voicemails, making them a vital tool in today's sales arsenal. Embrace the future of communication by integrating AI screeners into your cold calling approach!

38 snips
Jul 22, 2025 • 43min
How to Build a Winning Sales Playbook with Kristie Jones
Kristie Jones, a coach and author of "Selling Your Way In," specializes in creating effective sales playbooks for early-stage teams. She discusses the evolution of sales playbooks and emphasizes their importance in today's remote work environment. Kristie highlights how structure can foster creativity in sales processes. She argues for tailored training and shares anecdotes on onboarding new hires in unique sectors. Additionally, she explores the role of AI, especially ChatGPT, in enhancing playbooks by providing insights while maintaining personal touch.