Creative Director

As Creative Director at Headway, you'll lead our mission to transform how people think about and access mental healthcare through powerful brand storytelling and high-performing growth campaigns. This is a leadership role where you'll define our brand identity in the mental healthcare space while driving measurable growth through creative excellence that spans product marketing, user acquisition, provider engagement, and brand awareness. You'll partner with executives and cross-functional leaders to shape how Headway shows up in the world, building creative systems and campaigns that resonate. Your team's work will directly influence millions seeking mental healthcare and thousands of providers joining our network, creating authentic connections that drive both brand love and business results with assets that perform across every channel and touchpoint.

Creative at Headway isn't just about making things look good. It's the strategic engine that shapes how we connect with our audiences and act as an effective business growth lever. Our focused team of brand designers, copywriters, and creative Ops has built credibility through consistent delivery of campaigns that both move metrics and touch people. Now, with further investment on brand and optimizing creative performance, we're seeking a leader who can guide how Headway shows up in the world, ensuring every creative decision converts the target audience and amplifies our mission of making mental healthcare accessible to all.

Core Responsibilities

• Lead and scale a world-class creative team with diverse expertise, including brand design, copy, video production, and campaign development, as well as Creative Ops.
• Own creative and brand foundation: including brand identity systems, creative templates, campaign frameworks, etc
• Translate business objectives and brand goals into actionable creative strategies and executions.
• Drive brand and creative initiatives to tell compelling story for Headway with execs, marketing and product leadership
• Partner with Product Design to maintain brand cohesion across all the key touchpoints across marketing and product. 

• 5+ years as a Creative Director with a portfolio demonstrating impactful, boundary-pushing creative work.
• Demonstrated experience managing creative teams of 10+ people while executing major rebrands or brand evolutions that generated quantifiable business impact and market differentiation
• Combined agency and in-house experience with Series C/D+ startup environment, preferably in healthcare, wellness, or mission-driven companies that balance purpose with growth
• Exceptional artistic vision and design sensibilities with meticulous attention to detail, aesthetics, and brand consistency across all creative touchpoints
• Growth marketing expertise with proven track record of developing creative campaigns that improved conversion rates through systematic testing and optimization
• Experience scaling creative operations during periods of rapid company growth, including building processes, systems, and team structures that maintain quality while increasing output
• Track record of successfully navigating complex stakeholder environments while maintaining creative integrity and meeting aggressive business timelines

The expected base pay range for this position is $209,950 - $247,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and 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 fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

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