Podcast summary The first episode of me in the studio. Check your podcast player for a picture of not me in the studio. Sales. Marketing. Legacy. Gatekeeping. Links to stuff in this episode: > Thank you! Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with someone who leads under constraint. Ranking this podcast as three stars would mean the world to me. Upon Consideration..., the podcast, provides reflections on leadership, technology, change from me, Wil. This podcast is released twice-monthly and is available for free. Subscribe today!

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Episode transcript

• Raw transcript provided by Voice Memos
• Formatted transcript reviewed by ChatGPT

In this in-studio episode, I dive into the evolving relationship between marketing and sales—what I call the shift from legacy to modern collaboration. I start by explaining the two types of episodes I'm creating: • In the field: spontaneous recordings captured on the move—walking through Central Park, heading to the library, or just thinking aloud in real time. • In the studio: more structured reflections, recorded with a professional mic in a quieter space. From there, I explore how legacy marketing models often create friction with sales—especially in B2B organizations where objectives overlap but timelines, incentives, and ownership differ. Marketing thinks in decades, sales in days. When marketing tries to control all outbound communication, it creates bottlenecks. The result: confusion, frustration, and missed opportunities. I outline a modern framework where: • Marketing provides guidelines, air cover, and campaign support for sales. • Sales leads with insights about what's working, what's selling, and what's changing. • Both teams meet monthly to review performance, eliminate what's not working, and adjust together. • Quarterly half-day sessions ensure strategy and execution stay aligned. We also break down seasonal selling cycles, how to use downtime for planning and prep, and why a clear sales kickoff—focused on four key priorities—sets the tone for the year. The takeaway: modern marketing and sales teams must act like two halves of the same heartbeat. Different roles. Same rhythm. When they move in sync, the entire organization moves forward.