About

Your guides to an epic brand.

We’re a team of creatives fervently obsessed with the outdoors. Our holistic, omnichannel approach to brand marketing ensures that you’re meeting your audience where they are. We’re built to tell striking, vivid stories that bring your brand to life in exciting and unique ways. With our deeply collaborative and hands-on approach, we use data-driven advertising and marketing to help move your brand forward.

Our Team

Meet our team.

James has more than a decade of experience in brand strategy and copywriting. Working with brands ranging from startups to Fortune 200 companies has given him a unique set of experiences that he brings to every client. He started TrailHead to merge his passion for storytelling with his love of outdoor adventure. If he's not helping brands find their way in a crowded market, he can often be found chasing the magic of the outdoors.

JAMES– Founder

Ryan is a senior project manager and business development expert. He has helped launch over 200 food brands and brings a unique set of skills to TrailHead. From hands-on experience owning and operating restaurants to time spent in incubators launching viable brands, Ryan knows how to get an idea on its feet. When he's not in the office, he can be found camping with his three boys or hiking.

Ryan– Client Development

Summer – Graphic designer

Summer is a recent graduate from Old Dominion University with a degree in graphic design. Her enthusiasm lies in crafting designs that are simple, creative, and clean. She enjoys transforming ideas into captivating narratives, crafting visual stories that have a lasting impact. Outside of design, she finds excitement in traveling, hiking, and exploring new hobbies.

Huxley is a rescued lab mix hailing from the east end of Richmond. She loves bringing office guests her alligator, taking naps on the couches, and hustling treats from visitors. She’s 6 years old and is proficient in sit, lay down, stay, and come.

Huxley – Shop Dog

Millie is a recent graduate from Elon University, where she majored in Communications Design and minored in Digital Art. With a passion for turning life’s moments into art, she’s explored many creative endeavors, ultimately finding her true passion in social media storytelling and design. By blending strategy with creativity, she helps brands connect with their audiences in meaningful ways. When Millie’s not chronically online, you can find her snowboarding, surfing, or taking scenic walks. 

Millie– Social Media Storyteller

Daisy never met a stranger nor a horse (or any animal) she didn't like. Born in Dallas, she lived in Texas, California, Amsterdam, Colorado, and Virginia, where her fervor for learning new cultures and people took root. She is inspired by how people connect in their own unique ways and graduated from Virginia Tech with a degree in Communication and Visual Art. Her work has included public relations, social media, and working as a wrangler and guest relations staff at one of America's premier horse ranches. She likes to talk about brands (not the cow kind) and how companies can best meet customers where they are in this rapidly evolving media environment.

Daisy- Account MAnager

Awards & Recognitions

62nd annual graphic design usa awards
Website Design Ui/Ux- LeafSpring schools website

62nd annual graphic design usa awards
graphic design/brand identity- the fleming preserve

Gold | 2023 Richmond Ad Show
Website Design

Gold | 2020 Richmond Ad Show Graphic Design
Packaging

Bronze | 2020 Richmond Ad Show Graphic Design
Branding

Silver | 2018 Richmond Ad Show Graphic Design
Branding

Bronze | 2018 Richmond Ad Show Graphic Design
Branding

Employment Opportunities