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
6 snips
Nov 4, 2025 • 60min
[Playbook] Steal this PipeGen framework: How we generated $70M+ in new pipeline every week
Marcus Chan, Founder and CEO of Bentley Consulting and a former sales leader, reveals his secrets to generating over $70M in weekly pipeline. He shares his six-step PipeGen framework, emphasizing reverse-engineering activity targets and the importance of team accountability through live scoreboards. Chan discusses creating a focused environment with mandatory prospecting blocks and coaching alongside reps. He also highlights the significance of structured onboarding, hiring for coachability, and removing ambiguity in processes.
Oct 28, 2025 • 50min
A masterclass on sales coaching with Mark Hunter
Mark Hunter, a seasoned sales author and consultant, dives into the art of effective sales coaching. He reveals how understanding individual motivators and fostering team culture can transform performance. Daily huddles, energetic leadership, and consistency are key to sustaining engagement and celebrating small wins. Mark emphasizes tailored coaching for each rep, delivering specific feedback, and building rapport. He advocates for diversity in teams and the power of peer training, providing a comprehensive framework for lasting behavior change.
7 snips
Oct 21, 2025 • 11min
How to handle vet AEs who think they know it all
Clara Johnson, Head of Training at Outbound Squad, shares her rich experience in sales to tackle the challenge of getting veteran AEs back into prospecting. She emphasizes using data to highlight the benefits of AE-sourced pipelines, making prospecting time-efficient with short daily sessions. Clara also discusses the importance of teaching AI as a skill, not a crutch, and advocates for a structured approach to AI prompts that ensures quality messaging. The episode is packed with practical tips for engaging seasoned reps.
37 snips
Oct 14, 2025 • 11min
A simple framework to get AEs self-sourcing pipeline
Jason and Clara dive into the importance of AEs self-sourcing their own pipelines in response to industry changes. They discuss how embedding prospecting into weekly routines strengthens accountability, featuring daily huddles and activity updates. Leaders actively participating in prospecting sessions fosters a culture of engagement and commitment. Practical tips are shared on managing meeting loads while making training relevant and impactful. Overall, it’s about aligning leadership behaviors with the prospecting efforts of the team.
5 snips
Oct 7, 2025 • 10min
Improving cold call qualification
Discover how to elevate cold call strategies and boost conversion rates. Explore the importance of asking 'money questions' to pinpoint buyer criteria. Learn about multi-threading and engaging stakeholders early to identify economic buyers. Tactics to avoid empty meetings and ensure real pain is recognized are shared. Clara explains when to qualify prospects during calls and offers practical steps for integrating effective qualification questions into your sales process. Get ready to enhance your outreach skills!
25 snips
Sep 30, 2025 • 1h 2min
[Playbook] Account Executives: Steal this framework to self-source 30%+ of your pipeline (without making hundreds of cold calls)
Join Erika Fuchs, an Enterprise Account Executive at EliseAI, Rob Anderson, Chief Revenue Officer at TitanX, and Darin Alpert, Strategic Account Executive at ZoomInfo, as they dive into the art of self-sourcing. They reveal how top reps can book more meetings without endless cold calls. The trio discusses the evolution of prospecting, effective dialing techniques, and the importance of prioritizing outreach. Discover the psychology behind group emails to C-suite executives and the benefits of leveraging referrals to enhance pipeline efficiency.
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!
20 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.


