Trailhead Media Jobs (NOW HIRING)

About us
Skip is on a mission to make life joyful through powered movement.
Movement is a powerful way to build physical, mental and social health. Yet it is elusive for 2 billion people due to age, injury, or disability. We are building products that will restore mobility for millions and enable a new frontier of joyful movement experiences. We want to build a future where a grandparent can easily outrun their grandkids and no one is left behind at the trailhead.
Skip is a 22-person early-stage start-up that spun out of Google X in 2023. With deep cross-disciplinary expertise and key partnerships (e.g. with Arc'teryx) we are uniquely positioned to launch the first commercially successful wearable robotic device, MO/GO, develop a platform to launch future Movewear products, and transform millions of lives in the coming years.
The role
We have strong organic interest in MO/GO, a growing list of First Movers who have reserved their spot, and a product that consistently converts people the moment they try it. What we need now is someone who can build the engine that turns that interest into orders at scale - the content, the pipeline, the customer relationships, and the infrastructure that holds it all together.
Content is not a support function at Skip, it is the brand. But great content without a conversion system behind it is just noise. This role owns both: the story that makes people feel something about movement and about Skip long before they are ready to buy, and the infrastructure that captures that interest and moves it toward a decision.
This role requires someone who can operate across the full customer journey. You will need sharp editorial instincts, strong analytical judgment, and the ability to build systems that work while you are focused on something else. You should know how to tell a compelling story that is emotion-led and human-first, and build an audience that is ready to convert.
What you will build here compounds; the customer knowledge, the conversion infrastructure, the brand voice. It becomes the foundation for everything that follows, including the next movewear products.
What you own
This role wears multiple hats by design. You'll have leverage from our team, contractors, and creator partners - but you'll be the connective tissue.
Content strategy and creation

• Steward Skip's brand voice and POV
• Develop and execute a content strategy that drives awareness and orders
• Own Skip's social presence on Instagram: action shots, testimonials, movement stories, and behind-the-scenes moments that keep the brand warm and the audience growing
• Build and manage a content library including embargoed assets that will release in a coordinated wave at our major media event closer to ship date
• Brief creators, contractors, and the internal team on what can be published now and what needs to wait
• Work with our Head of GTM to develop the paid ad creative brief, sourcing footage and framing the emotional story for Meta and YouTube campaigns
• Seed early UGC by identifying and nurturing power users and brand advocates ahead of the community program that launches post-ship

Creator program management

• Identify creators who speak authentically to our target audience
• Build genuine relationships rather than transactional ones, because the best creator content comes from people who actually believe in the product
• Manage creator logistics including briefing, NDA and content rights, experience coordination at demo stops, and content timelines
• Maintain unique tracking links per creator so we can measure assisted conversions accurately

Conversion pipeline and lifecycle marketing

• Own the end-to-end order funnel from intent capture to committed First Movers (early customers)
• Build and manage our founding member email sequences: welcome flow, nurture cadence, tour announcements, and the urgency campaign ahead of shipping
• Maintain our CRM, including contact tagging, list segmentation, pipeline tracking, and automation flows
• Strong analytical instincts. You can report on what's working, identify what isn't, and translate content performance into business results
• Optimize landing pages for conversion in partnership with our Head of GTM
• Track and report on funnel metrics weekly: intent list growth, email open and click rates, and pre-order conversion by channel

Demo tour support

• Support the GTM and UX team on demo stop coordination, with a focus on attendee communication and on-site content capture
• Ensure every demo stop generates usable content: emotional testimonials, movement footage, and attendee stories that feed both the social calendar and the library
• Own the post-demo follow-up sequence so that every attendee receives a timely, thoughtful email that moves them toward a pre-order

What you bring
Required

• 6+ years of experience in lifecycle marketing, content marketing, or a role that required you to build and execute conversion infrastructure from scratch...someone who thinks strategically but isn't afraid to write the emails, build the flows, and own the channels themselves
• Experience owning marketing for high-value, considered consumer products - vehicles, furniture, premium outdoor gear...categories where a customer spends weeks or months in the decision-making phase
• Strong editorial instincts and the ability to tell a powerful, emotional consumer brand story
• Experience managing creator or influencer relationships with genuine care
• Experience managing multiple contractors at once or a small team
• Comfortable working with a CRM and building automated flows
• Sound judgment about what can be published and what cannot, and the confidence to hold that line with creators and partners
• Ability to work from our San Francisco Bay Area office ~3 days/week and travel occasionally for demo stops

Bonus points

• You have managed embargoed content before and understand how to build toward a coordinated release without losing momentum in the meantime
• Experience with Front, HubSpot, Klaviyo, or similar CRM and email platforms
• You hike, trail run, ski, cycle, or do something that means you understand who MO/GO is for and why it matters
• You have a genuine point of view on what makes content feel human versus manufactured. You understand the difference between produced content and content that feels real, and you know which one actually converts
• Familiarity with Meta and YouTube ad creative, not running campaigns, but knowing what makes a good one

What you get
You will be one of the first people outside of engineering to shape how MO/GO is introduced to the world. You will build the conversion infrastructure and content engine that directly determines whether this product reaches 5,000 people or 50,000.
This is not a role you hand off when the product ships. The customer knowledge, the content library, and the pipeline you build before launch become the foundation for everything that comes after it, including Skip's next movewear product.
You will work closely with our leadership team, having real ownership and visibility into a high-impact emerging product category.
Competitive salary and equity. Full benefits. A team that takes the mission seriously and the culture even more so.
You can expect to wear the product on some awesome hikes. This is non-negotiable and also the best part of the job!