IYCMI: How to Get Buy-In From Your Boss (Written by a Boss)

With Jamie Gutfreund | Expert Series

The most common question I get is: “How do I convince my boss to [insert great idea]?” Whether it's getting more budget, launching a new initiative, or changing how things are done, internal marketing can be a major challenge.

So I went straight to the source and asked one of the smartest execs I know — Jamie Gutfreund — to write the guide. She’s a recovering CMO (CAA, Wunderman Thompson/WPP, Hasbro, MGA Entertainment, Whalar) and now the founder of Creator Vision.

This is your blueprint for pitching ideas and getting leadership buy-in — straight from someone who’s been on the other side of the table.

[📷 Christina @ wocintechchat.com]

I love partnering with people at turning points in their careers. Whether they’re going after a new role or rethinking their direction, those “what’s next?” conversations always energize me.

And one question comes up more than any other:

“How do I convince my boss to let me try something new?”

The “something new” might be more responsibility, a new strategy, or a fresh approach to an old problem. The idea changes, but the challenge is getting a decision-maker to see the value in something unfamiliar.

Here’s how to make that happen.

Most People Pitch Ideas the Wrong Way

Too many pitches start with enthusiasm and surface-level observations. However, even the most creative idea needs a strong business case to win approval.

Referencing a viral TikTok campaign, a creator series on Shorts, or a promising new analytics tool might grab attention. It won’t secure buy-in on its own.

A strong pitch explains why the idea matters to the business. What does it unlock? What problem does it solve? What’s the measurable upside?

To get approval, think like your boss. Focus on outcomes, not inspiration.

1. Know Your Audience

2. Reverse Engineer the Strategy

3. Anchor in Results

4. Make the Ask Easy

5. Don’t Take It Personally

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