There’s a quiet truth in today’s boardrooms: most marketing leaders never trained for this.

They didn’t major in advertising. They didn’t spend 10 years climbing the traditional agency ladder. And they definitely didn’t learn how to build a pipeline forecast next to brand guidelines in school.

And yet—they’re here. Running high-stakes marketing departments. Owning revenue. Driving growth.

Because in 2025, marketing leadership isn’t about checking boxes on a résumé. It’s about navigating complexity, owning business outcomes, and connecting the dots across teams, tech, and customer behavior.

So… how did we all end up here?

For most, it wasn’t intentional. It was operational.

We talk to CMOs and VPs of Marketing every day who “accidentally” stepped into the role from:

• Sales

• Product

• Customer success

• Operations

• Or even entrepreneurship

They weren’t trained in marketing—they were trained in business. And that makes all the difference.

These leaders know how to drive results because they’ve been on the receiving end of marketing. They know how sales thinks, how finance evaluates spend, and how ops needs things to actually work. They know what a CEO is really asking for when they say “make the brand stronger.”

This perspective shift is everything.

Why the traditional path isn’t the only path anymore

Marketing today is part science, part politics, part customer experience, part psychology. No single degree or department can prepare you for all of that.

Here’s what modern marketing leadership really demands:

• The strategic depth to align brand, product, and revenue

• The operational muscle to manage tech, teams, and outcomes

• The creative confidence to trust instincts and take risks

• The business fluency to speak CFO, CEO, and CRO

You don’t learn that in a textbook. You learn it on the job—sometimes the hard way.

So if you’ve ever felt like you're “making it up,” you’re not underqualified. You’re just ahead of the curve.

What the best leaders are doing differently

There’s a pattern in the most effective CMOs we work with—and it’s not where they started. It’s how they lead:

• They tie marketing to the business, not just the brand

• They own pipeline, even when sales owns the close

• They build trust across departments and speak in revenue language

• They know when to outsource, when to insource, and when to push back

• And they don’t hide behind metrics that don’t matter—they fight for the ones that do

It’s not about being the best marketer. It’s about being the best operator who happens to lead marketing.

What to do if your background doesn’t look “traditional”

Stop apologizing for your path. Start weaponizing it.

Your time in sales? That’s why you know how to build messaging that converts.

Your operations experience? That’s why your team actually ships work.

Your product background? That’s why you understand customer obsession.

Don’t try to become the marketer you think you “should” be. Be the business leader marketing actually needs.

This new era of marketing leadership wasn’t built in a classroom—it was built in the real world.

If your path here was unexpected, good. That’s the point.

And if you’re done trying to do it all alone—let’s talk. We help marketing leaders like you connect strategy to revenue every single day.

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Work Habits & Productivity

2. Effortless
BY GREG MCKEOWN
Speaking of actions becoming more effortless, this is another book of McKeown’s that topped our 2022 reading list. Adding onto the powerful guidance around essentialism, this read delivers “proven strategies for making the most important activities the easiest ones,” like mapping out the minimum number of steps, finding the courage to “be rubbish” and more.
About the Author:
Ryan Wheelock

Ryan, the Director of Service Operations at StringCan Interactive, orchestrates our technical service strategy to enhance client operations and experience. With deep expertise in tech and operations management, he's committed to driving innovation and operational excellence. Ryan's leadership ensures our team exceeds client expectations, contributing significantly to where StringCan invests time and resources.

About the Author:
Jay Feitlinger

Jay, the CEO of StringCan, oversees strategy and vision, building culture that makes going into work something he looks forward to, recruiting additional awesome team members to help exceed clients goals, leading the team and allocating where StringCan invests time and money.

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