Outbound Squad

This episode is the audio from our recent webinar on building and scaling an outbound program. Kyle Norton from Owner.com and Diana Gates from Shopify joined us to share 7 key strategies to build a world-class outbound motion. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

Jason Bay was a guest on The Chris Bussing Podcast [ Sell More | Live More ]. In this episode, they talked about AI in outbound sales, the "Reason to Meet" strategy, essential sales tools, standout messaging, and cold outreach tactics. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

Jason Bay was one of the speakers on Sell Better's recent webinar on selling to the C-suite. In this episode, they shared everything from how to multi-thread deals better—to how to nail the first meeting with a senior exec. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

Jason was one of the speakers on Sell Better's recent webinar on cold outreach. In this episode, they shared simple-to-execute tactics the best teams use to land more meetings from calls, emails, and LinkedIn messages. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares the seven hard truths about outbound in 2025 and how to adapt to stay ahead. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

This episode is the audio from our recent webinar on cold calling. Nick Cegelski and Waseem Kaati from Shopify joined us to share how to increase cold calling conversion rates. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares the levels of relevance in sales messaging and where you can use this to outbound and sell better. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares how the best SDRs stay close to the problem to level up their outbound results. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

This episode is the audio from our recent webinar on cold email. Danielle Holmes and Kevin Papili of ZoomInfo joined me to share a repeatable cold email framework to drive double-digit reply rate. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares how to nail the first 60 seconds of a cold call to land the meeting. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares why reps don't use the stuff sales enablement and sales managers create for them plus some ideas on how to fix it. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares a few reasons for high attrition rates in SDR orgs and how to fix them. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares the challenges and tactics for effectively securing meetings with enterprise executives through cold emails and calls. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

This episode is the audio from our recent webinar on outbound in 2025. Kayla Prunier of ZoomInfo and Scott Leese of Scott Leese Consulting joined me to share insights you can use to hit the ground running and have a successful 2025. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares how to leverage customer stories to build credibility and engage buyers effectively during cold calls. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares strategies to retain your best SDRs by creating a clear progression path and keeping them engaged. From implementing a “belt system” with tiered roles and pay bumps to providing AE prep enablement, we’ll cover how to motivate your team to stick around and crush their goals while waiting for that promotion. Plus, we’ll discuss how SDRs can focus on generating high-quality pipeline through better cold outreach—emails, calls, and beyond—to position themselves for future AE success. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, we’re talking about why traditional account plans might be slowing you down and how to replace them with a streamlined approach: Reasons to Meet (RTMs). Jason walks you through how to ditch the exhaustive research and focus on the minimum you need to land that critical first meeting—because you don’t need a full account strategy before making contact. RTMs take just 15 to 30 minutes to create, saving you hours of prep time while keeping your outreach sharp and targeted. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

This episode is the audio from our recent webinar on landing meetings with busy executives. We were joined by Steven Bryerton, SVP of Sales at ZoomInfo, Laura Guerra, Vice President, Regional Sales at Varicent, and Kyle Nelson, Regional Sales Manager at Varicent. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

To successfully land meetings with enterprise executives, especially in larger deals, your outreach must match the scale of the opportunity. Simple personalization, like referencing a quarterly report, won’t cut it. To stand out, you need a higher-value offer to get their attention. In this episode, Jason shares three strategies used by our top-performing clients to capture executive interest. Check out the show notes, more free content, and get coaching at https://outboundsquad.com

In this episode, Jason shares five powerful tips to instantly elevate your outbound messaging. Learn how to impress executives, secure more meetings, feel confident in your cold emails and calls, and boost business acumen for yourself and your entire sales team. Check out the show notes, more free content, and get coaching at https://outboundsquad.com