In this episode, Jason warns about the dangers of over-relying on AI and shares tips for leveraging it effectively in sales.

This episode is the audio from our recent webinar on the state of outbound. Sean Dwyer of ZoomInfo joined us to share what’s changing, what’s working, and how the best teams are adapting their outbound motion in 2026.

This episode is the audio from our webinar on sales mastery. We were joined by ⁠Rona Cohen and Ryan Smith at ZoomInfo to share how they closed the largest deal in company history ($30M+) and what it takes to get big opportunities across the finish line.

In this episode, Jason and Clara Johnson break down why autodialers hurt connect and conversion rates, and share smarter ways to fix your cold calling results, including opening with a concise buyer-focused reverse pitch.

In this episode, Jason and Clara Johnson share a simple framework for re-engaging closed lost opportunities by using time-based insights, past deal context, and tailored messaging to turn overlooked accounts into new pipeline.

In this episode, Jason announces Clara Johnson as the new Head of Training in Outbound Squad, discussing how her previous experience as a successful sales leader will help them grow the company, create a formal outbound methodology, and produce better thought leadership content. They also discuss the future of outbound sales, the potential impact of AI, and the importance of adapting to new sales methods.

In this episode, Todd Caponi shares how to negotiate effectively in sales, covering the history of negotiation, common myths, the four levers of negotiating, and strategies to protect your contract value while driving deals forward.

This episode is the audio from our recent webinar on pipeline generation. Marcus Chan from Venli joined us to share how to build a repeatable pipeline generation framework to drive consistent and high-quality pipeline in 2025.

Note: Audio issues occurred during the webinar recording. We apologize for sections where the audio is missing or unclear.

In this episode, Mark Hunter shares how sales leaders can build a strong team culture and coach effectively by understanding what motivates each rep, leading by example, keeping energy high, and delivering focused, personalized coaching that drives lasting behavior change.

In this episode of our new behind-the-scenes series with the Outbound Squad sales training team, Jason Bay and Clara Johnson share how sales leaders can get veteran reps prospecting again using data, AI prompts, and a “red-pen” approach to AI.