Lead Brand & Creative Strategist

USA (Remote)

$225K/yr – $282K/yrSenior Level10+ years expFull time

Posted 2 weeks ago

Top 1% of applicants do these two things.

The other 99% submit and hope. You're about to do something different.

Job Summary

Own and elevate Headway’s brand across strategy, creative, and scalable systems, turning insights into a distinctive, trusted voice that guides campaigns, launches, and product moments.

  • Brand stewardship: define positioning, narrative, and guidelines that stay distinctive as we scale and are embedded in how work gets made.
  • Creative leadership: shape strategy for campaigns, moments, and product launches across performance and brand channels.
  • Insights to action: partner with Customer Insights and culture listening to ground briefs in real human needs and measure brand health to drive iteration.

Job Description

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.

Requirements

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

Preferred

  • You have 10+ years in brand strategy, brand management, or brand marketing — and a track record of building brands that earn lasting reputation and trust.
  • You're energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.
  • You're a force multiplier: the kind of leader who makes everyone around you better and inspires excellent work at every level.
  • You've navigated complex, regulated industries and know how to make bold brand work land in environments where stakes are high.
  • You're an exceptional cross-functional collaborator — skilled at translating business challenges into brand and communications strategies that stick.
Headway logo

Headway

Headway is building a new mental healthcare system that everyone can access making it easy for therapists to accept insurance and grow their practice. 1 in 4 people in the US have a treatable mental health condition, but the vast majority do not get the care they need. The primary reason is cost: the majority of therapists do not accept insurance, meaning paying for therapy is prohibitively expensive for prospective patients. This is where we got our start – Headway has built the first software-enabled network of therapists who accept health insurance, making it easy for therapists to grow their practices, and possible for patients to find quality care they can afford. Headway was founded in 2019 and are now powering 600,000+ appointments per month. To scale its vision, Headway has raised over $325 million in funding from a16z (Andreessen Horowitz), Thrive, Accel, and GV (formerly Google Ventures), Spark Capital, Forerunner Ventures and Health Care Service Corporation. Join us, and make an impactWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.Headway employees work remotely across the US, with the option to work from our NYC (HQ) or SF offices. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact talent@findheadway.com.

Founded in 2019
New York, New York, USA
3.4K employees (197 in marketing)

Traffic Signals

Monthly Visitors
4.2M
Monthly Google Ads Budget
$594.4K
Traffic Source Mix
Search
24.8%
Direct
70.3%
Referral
4.3%
Social
0.3%
Paid
0.2%

Headcount Trend

Current headcount: ~3.4K

Marketing Team

Marketing Team Size
171 (5% of company)
Median Career Experience
11 years
Median Tenure
2.3 years
Marketing Roles Posted (Last 30 Days)
1

Funding

Total Funding
$325.5M
Last Raise
$100M
Series D, 2 years ago

Funding History

  • Jul 2024
    Series D • $100M
  • Oct 2023
    Series C • $125M
  • May 2021
    Series B • $70M

Recent News