

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

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.

11 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will gain insights into structuring calls and improving conversion rates while dispelling the myth that cold calling is obsolete.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.

43 snips
Jul 15, 2025 • 1h 1min
[Playbook] Outbound With AI: How to pack your pipeline full of qualified meetings and opportunities
Andy Mewborn, founder of Distribute and former Outreach expert, dives into how elite sales teams at major companies leverage AI for success. He discusses actionable strategies for account research and email crafting, showcasing tools like Orem and Mixmax. The conversation highlights enhancing creativity with AI while optimizing outbound sales through personalized messaging and effective prompt techniques. Listeners gain insights into using AI analytics for continuous improvement in their sales approach, helping them fill their pipelines with qualified opportunities.

39 snips
Jul 8, 2025 • 53min
AI Masterclass: THE guide on how to leverage AI for outbound with Elric Legloire
Elric Legloire, founder of The Outbound Kitchen, reveals his expertise in leveraging AI for outbound sales. He explores the six pillars of AI's role in sales, from mastering cold calling to enhancing CRM efficiency. Elric shares insights on personalizing email outreach and the importance of contextual information for engagement. He highlights AI's transformative impact on technical sales and how tools like Clay can automate and enrich data, making prospecting more effective. Tune in for valuable strategies that can elevate your sales game!

18 snips
Jul 1, 2025 • 7min
Cold Calling: Use this intro to book 3x more meetings
Discover the secrets to transforming cold calls into valuable conversations. Learn how to use problem-based language to connect with prospects and build rapport. Practical tips are shared to articulate challenges effectively, enhancing credibility and reducing skepticism. By implementing these strategies, you can significantly boost your meeting bookings, outperforming the average sales rep!