Associate Creative Director

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

Creative at Headway isn’t just about making things sound good. It’s the strategic engine that shapes how we communicate, build trust, and help people take meaningful steps toward care. Our team of Art Directors, Brand Designers, Writers, Content Leads, and Creative Ops partner closely to deliver work that strengthens the brand while driving real business impact.

As an Associate Creative Director, Copy, you are both a creative leader and a hands‑on partner in the work. You’ll help define how Headway sounds across campaigns, growth initiatives, and key brand moments while overseeing our content efforts to ensure clarity, consistency, and craft s role blends big‑idea thinking, people leadership, and day‑to‑day creative direction, ensuring every word reflects the care, credibility, and humanity at the core of our mission.

• Lead copy direction across brand and growth campaigns, launches, and key initiatives.
• Shape and steward Headway’s brand voice, tone, and messaging across channels.
• Support our content and editorial team, ensuring alignment with brand standards and creative direction.
• Partner closely with senior creative leaders, Art Directors, and Designers to develop impactful and emotionally resonant ideas.
• Grasp the creative brief for the core insight, and translate marketing and business priorities into clear, compelling creative strategies and executions.
• Guide writers through concepting, iteration, and execution with thoughtful, actionable feedback.
• Act as a brand steward, collaborating with cross‑functional partners to maintain clarity and consistency.
• Mentor and develop writers and creatives, fostering a culture rooted in craft, curiosity, and collaboration.
• Work closely with Creative Ops to ensure ideas are executed with quality, intention, and efficiency.

• 8+ years of experience in copywriting and creative leadership, across brand and growth work (agency and/or in‑house).
• A portfolio that demonstrates strong campaign thinking, voice development, and exceptional writing craft.
• A clear point of view on taste, storytelling, and what makes creative effective.
• Comfort balancing strategic leadership with hands‑on creative direction.
• Experience overseeing or partnering closely with content and editorial teams is a strong plus.
• Confidence presenting and articulating creative rationale to both creative and non‑creative audiences.
• A collaborative and growth mindset – you enable others to do their best work.

The expected base pay range for this position is $180,000 - $225,000
, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring…