Head of Marketing

Overview:

The Head of Marketing will take full ownership of our marketing strategy and execution. This role is a mix of brand development, hands-on content creation, campaign execution, and cross-functional collaboration. You will be responsible for rethinking how we communicate, how we show up, and how we connect with all types of users across our ecosystem. You will carry forward our strong brand voice while leading strategy across digital, social, content, and product marketing channels.

Key Responsibilities:

Own and execute our full marketing strategy, expanding beyond advisors to reach Plan Administrators and Employees

Develop and execute content across multiple channels, including video, photo, email, and social platforms

Evolve our approach within our brand identity to ensure consistency and clarity across all materials and experiences

Build campaigns that align with product launches, business goals, and seasonal opportunities

Create educational and engaging content that demystifies spending accounts for the everyday user

Work closely with the Growth, Sales, Experience, Design, and Tech teams to ensure our messaging reflects user needs and the full customer journey

Track and report on key performance indicators to understand what's working and optimize accordingly

Oversee the creation of marketing assets

Provide light graphic design support for social posts, internal materials, or branded collateral in collaboration with our Head of Product Design

Direct Reports:

(1) Junior Marketing Strategist

Qualifications & Skills:

5+ years of experience in marketing, ideally in a high-growth startup or a fast-growing company

Experience managing direct reports within a marketing team

A strong understanding of brand development and content strategy

A portfolio of creative marketing work—bonus if it includes social media campaigns, video content, or educational storytelling

Comfortable creating and editing light design assets (Figma, Canva, or Adobe experience preferred- but show us what you’ve got!)

Confident on camera or skilled in producing social-first content that’s authentic and clear

Excellent writing and communication skills

Ability to work independently, solve problems, and move quickly

A strong sense of curiosity, creativity, and ownership

The ability or potential (with training) to scale and manage a team

Nice to have - Experience working across multiple user groups or complex customer journeys

Nice to have - Experience with tools like Intercom, Notion, Hubspot, or Webflow

What You’ll Gain

At myHSA, we’re BOLD in how we think and how we work. Bold in our ideas, open in our collaboration, loyal to doing what’s right, and driven to make an impact.

You’ll have the opportunity to work closely with experienced Product Design, Sales, and Customer Experience leaders, collaborating on projects and sharing meaningful insights and skills. This role offers a strong foundation for growth, allowing you to build your skills across the marketing mix, and contributing to meaningful work along the way. As part of a growing benefits platform, you’ll play a direct role in shaping experiences used by businesses across Canada, with plenty of opportunity to learn, develop, and grow alongside the product.

We support you with a comprehensive benefits package, including health, dental, vision, and spending accounts. We also offer access to an RRSP and company match. Our vacation policy scales with your time at the company, starting at two and a half weeks and growing to four weeks of PTO after three years. You’ll have regular check-ins, clear performance management, and open feedback so you always know how you can grow.

Our 17th Ave office is bright, recently re-decorated, and stocked with good coffee, a drink fridge, snacks, and friendly people that make coming to work enjoyable.

How to Apply

Finding the right fit for this role is important to us, and your application is your chance to show us who you are: your voice, your attention to detail, and your excitement about joining the team.