Head of Product and Brand Marketing

Position Overview

Headway is on a mission to make mental healthcare more accessible. As the Head of Product and Brand Marketing, you will lead go-to-market initiatives across three core audiences—Providers (SMBs), Patients (Consumers), and Payers (Enterprises)—and be responsible for Product Marketing, Brand Marketing, and Corporate Communications. Reporting directly to the VP of Product, you will craft and execute seamless customer experiences, launch new products, evolve the Headway brand, build a high-performing team, and translate complex value propositions into compelling marketing strategies.

Salary: $212,800 - $332,500

Key Responsibilities

• Build & lead a top-performing team of Product Marketers, Brand Strategists, and Comms professionals, fostering a culture of collaboration, creativity, and accountability.
• Define and own the overarching product marketing strategy in alignment with company goals, product roadmaps, and market opportunities.
• Craft and evolve compelling messaging and positioning that clearly communicates Headway's unique value to each target audience.
• Own product launches end-to-end, introducing new capabilities and reinforcing key value propositions.
• Establish and track KPIs, continuously analyzing performance and optimizing strategies to improve brand reach, customer engagement, and business impact.
• Shape and activate the Headway brand, building trust and market recognition.

Required Qualifications

• 12+ years of experience in integrated marketing with a strong focus on brand and product marketing, including 7+ years leading high-performing teams.
• Proven track record of successfully leading go-to-market strategies and scaled product launches across multiple customer segments.
• Strategic leadership combined with hands-on execution — comfortable setting vision and implementing initiatives.
• Ability to thrive in fast-paced, ambiguous environments while maintaining a growth mindset to tackle complex challenges.
• Strong cross-functional collaboration skills with experience influencing stakeholders across product, marketing, sales, and operations.
• Data-driven and results-oriented approach with expertise in developing KPIs, dashboards, and frameworks that connect marketing efforts to business outcomes.
• Deep curiosity and a customer-obsessed mindset to understand user needs and deliver meaningful value.

Benefits & Perks

• 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 and a Holiday Break between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development