Big-brand Strategy.
Boutique Energy.

We blend CMO-level strategic thinking with results-driven execution to deliver clarity, direction, and momentum, exactly where it matters.

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Unlock Your Brand’s Full Potential

From positioning, compelling creative to day-to-day execution, we meet brands where they are to drive real growth.

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Fractional Marketing Leadership

Ongoing CMO-level guidance and hands-on execution as an embedded part of your team (strategy, messaging, campaigns, planning).

Project-Based Sprints

Short-term engagements for launches, rebrands, or campaigns with defined deliverables (e.g. brand strategy, go-to-market plans).

Advisory Services

Executive-level consulting, developing brand & marketing roadmaps, and providing strategic guidance on an as-needed basis.

Brand Power Sessions

Intensive workshops to tackle specific brand or marketing challenges – aligning on vision, positioning, or solving key questions in focused sessions.

Rooted In Chicago, Growing Brands Across The Country

Retail &
E-Commerce

Fashion &
Apparel

Retail &
E-Commerce

From The Brands We Back

“Our conversations were packed with ideas and momentum. They held our hand through the hard stuff, and pushed us to take the right risks”

Karen Alexander & Adele Hazan

Co-Founders, Varsity Pickle

“The attention to detail The Squeeze brought to our project was unmatched. No other organization we’ve worked with came close. We’ll definitely work with them again.”

Keith Smith

VP of Marketing, Vienna Beef

“The category research and market insights were game-changing. We applied their advice directly and saw clear growth. They opened our eyes to real opportunities.”

Hallie Schwartz

Founder, Sweet Shot Cookies

“Our power session with you was one of the highlights of our year. We consider ourselves lucky to work with such remarkable women. Thank you for bringing focus and creativity together so seamlessly. Our juices are now officially flowing.”

Julianna Bria & Lindsay Farley

Co-Founders, Kiddywink Crew

“Ashley and Sarah are strategic thought leaders for the modern consumer. They respected our brand space and pushed us forward through smart, successful integrations.”

Britt Dougherty & Ashley Selman

Founders, Heywell

“Our conversations were packed with ideas and momentum. They held our hand through the hard stuff, and pushed us to take the right risks”

Karen Alexander & Adele Hazan

Co-Founders, Varsity Pickle

“The attention to detail The Squeeze brought to our project was unmatched. No other organization we’ve worked with came close. We’ll definitely work with them again.”

Keith Smith

VP of Marketing, Vienna Beef

“The category research and market insights were game-changing. We applied their advice directly and saw clear growth. They opened our eyes to real opportunities.”

Hallie Schwartz

Founder, Sweet Shot Cookies

Julianna Bria & Lindsay Farley

Co-Founders, Kiddywink Crew

“Ashley and Sarah are strategic thought leaders for the modern consumer. They respected our brand space and pushed us forward through smart, successful integrations.”

Britt Dougherty & Ashley Selman

Founders, Heywell

What Makes Us Different

We combine the agility of a nimble agency with the strategic depth of a CMO - delivering speed, vision, and support without the overhead.

Strategy Meets Execution

We don’t just hand over a plan – we roll up our sleeves to help execute it alongside you, balancing high-level strategy with in-the-trenches implementation.

A Turnkey Extension of Your Team

We’re built to adapt. Our team integrates quickly and works as a trusted internal partner, plugging into your organization with minimal friction. You get a collaborative team member, not an external silo.

Trend-Savvy, Insight-Led

Our superpower lies in blending art and science, pairing Sarah’s brand instinct with Ashley’s data-driven approach to build relevant, revenue-driving strategies. We stay tapped into the cultural zeitgeist, grounded in data insights, and focused on what will move your brand forward.

Proven Results

80% of our project clients become long-term partners. Why? Because we deliver senior-level strategy and execution without the overhead of hiring in-house. With two principals offering 25+ years of combined experience, our clients get 10× the insight at 4× the efficiency of building a team from scratch.