Positioning That Sales Actually Uses with Jennifer Sillars
From Marketing Pack Leaders by Josh Porter
March 18, 2026 · 33 min · Episode 28
About this episode
This episode discusses the disconnect between marketing positioning and sales execution with insights from Jennifer Sillars.
Every growth-stage company eventually runs into the same problem. The positioning sounds great in a messaging deck… but it doesn’t show up in sales conversations. The story feels clear internally, yet deals stall, messaging gets distorted, and customers walk away confused about why your product actually matters. In this episode of Marketing Pack Leaders, host Josh Porter, founder of Thunderwolf Consulting, sits down with Jennifer Sillars, product marketing consultant and founder of Cosmic Strategy, to unpack why this happens and how to fix it. Jennifer has spent more than a decade helping B2B technology companies turn complex features into buyer-centered value. With experience including roles at Arm and deep consulting work with startups and scale-ups, she focuses on positioning, messaging, and aligning go-to-market execution to revenue outcomes. Her core belief is simple: great positioning isn’t finished when the messaging doc is written—it’s finished when sales teams use it naturally in real conversations. This episode dives into how product marketing leaders can close the gap between strategy and execution. What This Episode Is About Josh and Jennifer explore how positioning…
People in this episode
Host: Josh Porter
Guest: Jennifer Sillars
Topics covered
- positioning
- sales execution
- marketing strategy
- B2B technology
- product marketing
- go-to-market execution
Keywords
- positioning
- sales
- marketing
- B2B
- product marketing
- messaging
- go-to-market
Mentioned in this episode
Organizations: Thunderwolf Consulting, Cosmic Strategy, Arm
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