The One Where It All Begins
Where this newsletter is going, why it matters, and how I’ll be writing it (spoiler: probably while walking).
You know the Friends episode where Ross is trapped in a stairwell, yelling “PIVOT!” over and over again?
That’s what leading marketing feels like right now.
Executives are asking:
What’s your AI strategy?
Are you using it yet?
Should we restructure around it?
Meanwhile, CMOs are quietly asking themselves:
Where do I even start?
Am I falling behind?
How do I lead something I’m still figuring out myself?
If that’s where you are, Prompt & Pivot is for you.
Why I’m Writing This
I’ve spent the last few years writing and speaking on behalf of my employer 2X—the global B2B marketing managed services firm where I lead marketing, product, and AI. And I’ve love every bit of helping CMOs modernize their operating models.
But Prompt & Pivot is something else.
It’s personal.
This is where I’ll explore what it really means to lead during a moment when AI is reshaping not just workflows, but identities, roles, and roadmaps.
These aren’t company memos or product briefs. They’re reflections, playbooks, and ideas from one CMO to another—off-the-record, but on the record.
Why Friends?
Recently, I appeared on the Remarkable podcast, where I was asked to pick my favorite TV show and tie it to marketing lessons. I picked Friends. Not for the nostalgia—but because it still resonates. It’s human. Relatable. And yes, wildly quotable.
So when I decided to launch a personal newsletter, Prompt & Pivot felt right. A little fun, a little familiar, and exactly the kind of tone I want this to have. You’ll see that in the titles (“The One Where…”), the visuals (yes, there might be a couch), and the spirit behind every issue: showing up for each other when things feel uncertain.
What This Will Be
Each week(ish), I’ll share one issue covering:
Strategic clarity on how AI is changing the marketing org
Playbooks, prompts, and frameworks you can actually use
Honest stories about what’s working (and what isn’t) in real teams
Thought starters that help you reflect, reframe, and move forward
This isn’t just about AI tools. It’s about the tools you need as a leader.
It’s also not about being perfect. I don’t have it all figured out. But I’ve been living this longer than most—building AI strategies, leading adoption across a global team, and advising CMOs on how to do the same.
A Note on How I’m Writing This
I probably won’t be typing.
Most of these issues will be “written” while I’m walking. I use ChatGPT’s Voice Mode to think out loud, test ideas, and let the newsletter take shape organically—while I tinker with prompts and try new tools.
Everything you read here will be mine. But I’ll be using AI to help me shape it.
This is how I work. It’s how I write my book.
And it’s how I hope you’ll start working too—with AI as a collaborator, not a crutch.
What’s Next
Coming up next: The One Where AI Will Be There for You
I’ll show you how to build a personal advisory council using AI.
Not hypothetically—literally. I’ll walk you through how to set up a custom GPT (or use one I’ve created for you) that channels the voices of iconic thinkers like:
Seth Godin
Gary Vaynerchuk
April Dunford
Andrew Chen
And more
It’s your virtual war room. One that’s always available, always on, and always ready to help you lead.
Thanks for being here.
Thanks for giving this a shot.
And yes, AI will be there for you too. 🎶
—Lisa