Brand Is a Long Game-Here's How to Win It (with Jennie Kaylie) | Ep. 21
Associated with
Greg Wise Greg Wise
Charlie Riley Charlie Riley
3 min read
Brand Is a Long Game-Here's How to Win It (with Jennie Kaylie) | Ep. 21

Is your brand ready for the holiday season-or stuck in the same old cycle?

In this episode, Charlie Riley and Greg Wise sit down with Jennie Kaylie, CEO of Rock the Brands, to explore the shifting dynamics of DTC branding, where even the most performance-driven marketers are now investing in sonic logos, creator partnerships, and emotional value.
Jennie breaks down why today's consumers expect authenticity over polish, what makes creators more trusted than brands, and how long-term loyalty-not short-term ROAS-defines success. The conversation covers how out-of-home can seed digital campaigns, why most brands live in a bubble, and why your team might need to hit autopilot just to make Q4 count.
If your marketing still thinks like it's 2019, this episode will challenge your entire playbook.