Lead Brand & Creative Strategist

Headway

2d • $225,000 - $282,000

About The Position

Headway's mission is to fix the mental healthcare system by making it accessible to everyone, starting by solving the barrier of insurance. The company has automated the administrative work involved in insurance, such as credentialing, claims, and payment reconciliation. Over 75,000 providers in all 50 states use Headway's software, serving over 1 million patients. Headway is building tools for therapists to manage their practices, improving the experience of finding a therapist, and investing in platform foundations for scalability. The company is a Series D funded organization with over $325M in funding from investors like a16z, Accel, and Spark Capital. They are seeking exceptional individuals to help achieve their mission and make this the most meaningful experience of their careers. Mental healthcare is at a turning point, and Headway is at the center, building the infrastructure for patients, providers, and a broken system. They are looking for a Lead Brand & Creative Strategist to join their Brand Marketing, Product Marketing & Communications team to make Headway a household name and define the future of mental healthcare in culture. This is an early opportunity to build Headway's brand strategy from the ground up, defining its market position and translating it into impactful work across products, campaigns, content, and experiences. The ideal candidate will excel at the intersection of customer obsession, cultural fluency, and brand craft, with a proven ability to make brands unforgettable.

Requirements

• 10+ years in brand strategy, brand management, or brand marketing — and a track record of building brands that earn lasting reputation and trust.
• Navigated complex, regulated industries and know how to make bold brand work land in environments where stakes are high.
• Exceptional cross-functional collaborator — skilled at translating business challenges into brand and communications strategies that stick.
• Strong customer-first instincts and can influence without authority, especially in ambiguous, high-stakes moments.
• Energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.
• A force multiplier: the kind of leader who makes everyone around you better and inspires excellent work at every level.

Responsibilities

• Own brand strategy. Define and evolve Headway's brand positioning, narrative, voice, and visual identity — in close partnership with our brand and creative team. Ensure the brand flexes appropriately across our core audiences and objectives while staying consistently, unmistakably Headway.
• Lead creative strategy. Drive creative strategy for major campaigns, brand moments, and launches — spanning performance marketing, brand marketing, product launches, and corporate initiatives.
• Close the insight gaps. Partner with Customer Insights to map what we know, what we're missing, and what the market is telling us — so every brief is grounded in real human need.
• Drive cultural listening. Run listening sessions to surface what's being said — and not said — about mental healthcare, so our creative thinking stays ahead of the conversation.
• Stay competitively sharp. Keep a close eye on competitive positioning to ensure we're always distinctively differentiated.
• Get great work to the finish line. Lead feedback sessions with creative and product teams, delivering clear, actionable direction rooted in strategy and brand best practices.
• Build and steward brand systems. Develop brand guidelines and creative frameworks that keep Headway consistent and distinctive as we scale — and as more teams produce brand-facing work across the organization. This includes building AI agents and scalable tools that help teams self-serve on brand — so the guidelines don't just live in a doc, but are embedded into how work gets made
• Champion the brand internally. Be the internal voice and steward of the brand. Educate teams across Headway on how to use it well, and serve as a strategic advisor on brand-relevant decisions — from naming and product UI tone to partnerships and PR moments.
• Measure and iterate. Partner with Customer Insights to define how brand health and creative effectiveness are measured (awareness, perception, campaign performance) — and use that data to continuously sharpen strategy.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed