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Hi, I'm Jack Willoughby

I build brands that change how people buy, trust and choose.

Head of Brand & Marketing @ Xpert Workwear. Nearly a decade building brands and the commercial systems behind them across B2B, DTC, wholesale and ecommerce — in-house, as a consultant and as a founder. Long-term brand building, positioning, performance marketing and commercial growth. MSc Marketing. MCIM.

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Xpert Workwear
Growing an agri-workwear brand

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Xpert 45 Ads.webp
Xpert 45 Ads.webp

Cottonmount Trading
Transforming a legacy wholesaler

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OutsideIn.avif
OutsideIn.avif

OutsideIn
Scaling a DTC streetwear brand

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sparkling water.jpg
sparkling water.jpg

PulseFit
Building iconic fitness brands

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Untitled design.png
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Overflow Archive
Ventures, Projects & More

I started my career in fitness, where I learned that people rarely buy the thing itself. They buy the shift it represents: confidence, progress, identity, status, belonging, or relief from a problem they have carried for too long.

That lesson became the foundation of how I think about brand. The best marketing does not just make something visible. It changes how people understand it, value it and choose it.

The penny dropped while I was selling gym memberships. People were not really buying the offer, the package or the discount. They were buying a version of themselves they wanted to become. Once I saw that, I started seeing the same pattern everywhere: in clothing, workwear, ecommerce, B2B, and the way businesses position themselves.

Motivation is short term. Perception is more durable. Change how someone sees something and you change how they understand it, talk about it, act on it and choose it. That is the work I have built my career around.

That thread has shaped most of my work: building brands, sharpening positioning, creating growth systems, improving customer journeys and making marketing more useful inside a business.

Since then, I’ve built and scaled brands across workwear, streetwear, fitness, and ecommerce. I’ve worked as a founder, consultant and in-house marketing leader, building brand strategy, channel infrastructure, campaigns, teams and operating rhythms behind commercial growth.

Away from work, I’m a proud dad and I write about brand, perception and the reality of building something that matters. I care about the standard of the work, but also about making marketing useful, commercially relevant and honest.

If that sounds like the kind of work you are trying to do, we will probably have a useful conversation.

Snapshot

Xpert Workwear // Head of Brand & Marketing // Since 2021

Cottonmount Trading // Head of Brands & Marketing // Since 2021

PulseFit // Founder // Since 2019

OutsideIn // Marketing // 2019-2021

Early Career // Digital Marketing // Sales //  Consulting // 2017-2019

Qualifications: MSc Marketing · MCIM · BSc (Hons) Sports & Exercise

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"Worked with Jack across a couple of bigger branding projects now for a high end clothing manufacturer. Jack has an easy going manner but shows a thorough approach to the projects we’ve collaborated on. Deliverables were what we’d anticipated and that strikes me as a result."

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Alasdair McBroom

Wolfhound

"Working with Jack has been an absolute pleasure. His exceptional management skills made the entire collaboration seamless and efficient. Right from the start, he set clear expectations and provided all the necessary resources for me to complete the project easily and efficiently. I highly recommend Jack as an excellent digital marketing professional for any project."

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Kris Byers

Horrible Brands

"Jack has been a real asset to the business.

 

As Head of Brand & Marketing, he translates brand vision into clear, effective campaigns, combining creativity with structure. He understands the customer, supports the sales team with practical materials, and aligns marketing with real commercial goals.

 

Any business would be fortunate to have him."

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Ross Wilson

Xpert Workwear

“I can confidently say that Jack is an exceptional manager for freelancers. His effective communication, organisational prowess, and inclusive leadership style have made my experience working with him truly enjoyable. I highly recommend Jack as a marketing manager for any freelancers or team members seeking a supportive and well-organised leader.”

Dave Disbury

Disbury Creative

Latest Thinking

Brand & Marketing, written honestly.
From inside the job.

Essays on brand, perception, commercial growth and the reality of building marketing inside a business. Less theatre. More useful thinking.

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