
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.
Latest episodes

Jun 3, 2025 • 48min
From $1M to $100M: How to crush quota with Andrew Barbuto
In this episode, Andrew Barbuto shares his success story of growing a book of business from $1 million to $100 million in six years through hard work and continuous improvement. He emphasizes the importance of becoming an expert, conducting thorough research, and delivering value throughout the sales process.
Check out more free content and get coaching at https://outboundsquad.com

May 27, 2025 • 1h
[Live Training] Objection Handling Masterclass
Join sales experts Will Aitken, founder of WillAitken.com, Jack Wauson from Mixmax, and Abdulla Casino of ZoomInfo as they dive into the art of objection handling. They share relatable anecdotes, emphasizing the importance of an adaptable mindset and genuine communication in sales. Discover strategies for addressing common objections, such as budget concerns, while fostering client engagement through humor and thoughtful questioning. Gain insights to create relaxed interactions that turn objections into opportunities for connection.

May 20, 2025 • 1h 2min
[Live Training] Cold Email: How to land a ton of meetings (without wasting hours personalizing)
Jack Wauson, an SDR Manager at Mixmax, and Florin Tatulea, the Founder of SalesFlow and an outbound wizard, dive into the art of cold emailing. They discuss how to personalize messages without excessive research, utilizing effective structures and engaging subject lines. The conversation reveals strategies for maximizing efficiency with simple tools, building interest before requests, and utilizing social proof for better responses. Key tips include keeping emails brief and relatable while optimizing for mobile to enhance outreach success.

13 snips
May 13, 2025 • 37min
Founder & CEO of Orum, Jason Dorfman
Jason Dorfman, Founder and CEO of Orum, shares insights from his journey as a sales leader. He discusses a solid cold calling framework and proven tactics to enhance those crucial first 30 seconds. With a focus on building trust and credibility, he offers strategies for effective communication while highlighting the need for product knowledge. Jason also tackles productivity challenges faced by remote sales teams, advocating for calendar blocking. He emphasizes the importance of resilience in sales leadership and highlights robust hiring practices to strengthen teams.

May 6, 2025 • 48min
How to measure, optimize, and scale sales training programs with Ross Nibur
Ross Nibur, Director of Customer Onboarding Operations at Toast, shares insights from his extensive sales background. He reveals that a staggering 90% of sales reps forget their training within a month and presents a four-part framework to create lasting sales habits. Ross discusses the importance of aligning sales strategies with actual customer behaviors and highlights how data automation can streamline processes. He also advocates for continuous evaluation and objective metrics to optimize both enterprise and SMB sales approaches.

17 snips
Apr 29, 2025 • 1h 1min
[Playbook] Cold Email: Steal this AI framework for double-digit reply rates
Cir Crawford, an Enterprise Sales Rep at ZoomInfo known for his expertise in AI-driven sales tactics, joins Jack Wauson, a Sales Manager at Mixmax and a recurring guest, to discuss the future of cold emailing. They unveil a powerful AI framework designed to enhance reply rates and share insights on crafting engaging emails by avoiding generic subject lines and ensuring clarity. The duo emphasizes the importance of personalization and provides practical strategies for leveraging AI to streamline outreach, improve engagement, and optimize communication.

Apr 22, 2025 • 52min
How to coach your reps + world-class discovery with Keith Weightman
Keith Weightman, RVP of National Accounts at Bullhorn, specializes in coaching and sales leadership. In this conversation, he shares insights on fostering a coaching culture that benefits both reps and leaders. He highlights effective strategies for impactful discovery calls, emphasizing preparation and stakeholder involvement. Weightman also discusses the importance of continuous improvement and curiosity in sales, and how to build trust with clients through storytelling and insightful questioning, transforming the sales experience.

33 snips
Apr 15, 2025 • 39min
Providing value is mostly B.S. (do this instead) with Leslie Venetz
Leslie Venetz, an expert in modern outbound strategies and author of 'Profit Generating Pipeline', dives into the pitfalls of traditional sales wisdom. She emphasizes the importance of building genuine trust and defining your ideal customer profile. Leslie critiques the vague messaging often seen in sales, advocating for strategic segmentation to enhance outreach. She also discusses the critical balance between product and customer voice in sales messaging and underscores the necessity of soft skills in fostering meaningful connections.

52 snips
Apr 8, 2025 • 58min
[Playbook] How to build and scale a world-class outbound program
Kyle Norton, CRO at Owner.com and a seasoned sales leader, teams up with Diana Gates, Head of North American Sales Development at Shopify, to explore the intricacies of building an effective outbound sales program. They discuss the importance of collaboration between sales and marketing for lead generation, innovative strategies like hypersegmentation, and the critical role of understanding team dynamics. The duo also shares insights on simplifying customer options and the necessity of measurement in enhancing outbound success.

8 snips
Apr 1, 2025 • 1h 23min
Steal this cold calling framework to book 2-3x more meetings
Chris Bussing, a tech sales expert and host of The Chris Bussing Podcast, shares impactful strategies to elevate cold calling and outreach. He discusses the 'Reason to Meet' strategy for booking more meetings and emphasizes the importance of human intuition alongside AI tools in sales. Listeners learn about effective cold calling techniques, overcoming mental barriers, and the reverse pitch approach to engage clients. Bussing also highlights the role of coaching in achieving sales success and personal development, making this a must-listen for aspiring sales professionals.