Beyond the Billboard: Creative Leadership in the Age of AI (with Adam Morgan of Twilio)
Associated with
Greg Wise Greg Wise
Adam Morgan Adam Morgan
Charlie Riley Charlie Riley
25 min read
Beyond the Billboard: Creative Leadership in the Age of AI (with Adam Morgan of Twilio)

Is the "creative marketer" really a serious marketer? And how do brands stand out when "there's gonna be so much AI slop"?

In this episode of Beyond the Billboard, hosts Charlie Riley and Greg Wise sit down with Adam Morgan, VP of Brand at Twilio, to unpack 30 years of lessons on moving beyond the "creative cave," building emotional connections, and pushing past vanilla marketing.

Adam shares why the pendulum has swung from pure performance back to brand, how Twilio's brand refresh was anchored in a builder ethos (not just logos and fonts), and why bold doesn't have to mean shock value-it means being human. The conversation covers leadership alignment, the role of creatives in reaching the CMO and board level, and how differentiation in the AI era comes from storytelling and emotional resonance.

Key Topics:
-Breaking the "creative marketer" stereotype-and the path to CMO
-From "every penny to ROI" → brand back at the forefront
-Why "there's gonna be so much AI slop" and how to stand out
-Twilio's brand refresh: builder ethos first, design second
-"We've optimized the hell out of everything"-why squeezing isn't enough
-Which business models actually require more brand investment
-Leadership alignment: know your CEO, build one-on-one buy-in, test small
-Bold ≠ shock value: being human, emotional, and avoiding "vanilla" marketing

Timestamps:
[00:00:29] Meet Adam Morgan, VP of Brand at Twilio
[00:01:16] The "creative marketer" stereotype
[00:03:34] Why boards and CMOs need more creative leaders
[00:04:45] Differentiation in the "age of AI slop"
[00:07:45] From performance to brand: the pendulum swing
[00:09:15] Why squeezing ROI "droplets" isn't enough
[00:12:05] Inside Twilio's brand refresh: the builder ethos
[00:15:00] When brand investment makes sense (and when it doesn't)
[00:16:46] Assessing leadership and selling brand internally
[00:19:15] Internal marketing: making the case for creativity
[00:21:57] Bold ≠ shock value: human, emotional, and memorable
[00:24:15] Where to find Adam Morgan online