Director of Content and Brand Strategy

Wagepoint is a small-but-mighty fintech on a mission to make payroll simple (and maybe even delightful). Our online software takes care of the “ugh” stuff — like wage calculations and tax reporting — so 30,000+ small businesses, accountants, and bookkeepers across North America can get back to doing literally anything else. Since 2012, we’ve been making payroll magic happen with the world’s friendliest team : always supportive, never stuffy, refreshingly human.

Who We are :

At Wagepoint, we’re good people. Sure, maybe we’re biased. But that’s only because Wagepointers bring the best versions of ourselves to do some of the best work in our careers.

We’re an authentic team who bring our diverse backgrounds, ideas, experiences and cultures together to make payroll magic. Speaking of, we “pull rabbits out of hats” for thousands of small business owners across Canada who rely on our payroll software to pay their employees and process their payroll taxes. And we’re just getting started.

We’re growing and looking for more awesome people to join our merry band of misfits. We are looking for people who share our understanding that when it comes to our commitment to our customers : we mean business. Especially given that the consequences of getting payroll wrong can sometimes be dire.

If you are the kind of person who has always wanted to make a difference and be heard at work, Wagepoint will give you plenty of opportunity to do just that.

The Role at High Level :

We’re looking for a talented Director of Content and Brand Strategy who doesn’t shy away from tackling hard problems and interesting (well, most times) subjects like payroll and HR technology. As the Director of Content & Brand Strategy, you’ll shape Wagepoint’s story and lead the development of a unified content and brand strategy that drives awareness, engagement, and growth—creating high-impact content and brand experiences that resonate with Canadian small businesses and position Wagepoint as a trusted leader in our space. You will report directly to our VP of Marketing .

What You'll Be Expected To Own :

Strategic leadership and content vision : Develop and execute a forward-thinking content and brand strategy aligned to business goals, audience insights, and Wagepoint’s evolving brand identity.

SEO-focused content strategy : Build and execute an SEO-first content plan to increase organic traffic, search visibility, and keyword authority across priority topics.

Social media strategy and execution : Lead a brand-forward social strategy that strengthens awareness, amplifies content, and engages key audiences.

Team leadership and development : Build, mentor, and empower a high-performing team of content creators, strategists, and editors; cultivate a culture of collaboration, creativity, and brand excellence.

Content excellence and brand stewardship : Own the creation and evolution of high-quality content across formats that reflects Wagepoint’s brand voice and strengthens visual and verbal identity.

PR and thought leadership : Collaborate with PR agencies on narratives and campaigns that elevate awareness and credibility; champion thought leadership.

Data-driven decision making : Analyze performance, refine strategies from insights, and report on impact / ROI to leadership.

• Innovation and industry trends : Stay ahead of trends, tools, and formats; pilot new approaches to evolve brand and content performance.

What You Bring To The Table :

Bachelor’s degree in Marketing, Communications, Journalism, or related field.

8+ years experience in content marketing, including 3+ years in a leadership role.

Proven success designing and implementing comprehensive content strategies with measurable business results.

Expertise in SEO , social media strategy , and multimedia content production .

Strong background in B2B marketing (SaaS / technology preferred).

Experience managing and developing high-performing teams.

Hands-on experience with analytics tools (e.g., Google Analytics), SEO platforms, and content management systems.

Strength in : strategic leadership, brand stewardship, content expertise / storytelling, data-driven optimization, cross-functional collaboration, and adaptability / innovation.

Bonus points if :

Master’s degree in a related field.

Deep experience in SaaS or technology marketing environments.

Strong track record partnering with PR agencies and driving measurable thought leadership impact (share of voice, media mentions, speaker opportunities).

Proven success experimenting with and scaling new content formats / channels using performance insights.

What We Bring To The Table :

Impact : Roll up your sleeves and directly contribute to the growth and success of Wagepoint by shaping our workforce.

Culture : The opportunity to work with the world’s friendliest team, solving interesting problems together with an endless amount of laughter (We work hard, but we always have time for a bad joke or two).

Growth : Opportunities for professional development and career advancement - we are always, always learning with a growth oriented mindset.

Innovation : Work in an environment that encourages creativity and new ideas.

Remote : The ability to work from home, forever! Wagepoint is a remote company, so you don’t have to worry about commuting to an office. Plus, more time with your pets is always a bonus!

Ready to embark on an exciting journey with us? Apply now and help us build the future of Wagepoint!

About Wagepoint

Wagepoint is a simple and fast online payroll app, backed by the world's friendliest team.

The app is ideal for small businesses across North America (US & Canada) who are looking to pay their employees easily and quickly.

Next Steps :

If all the above feels right and proper, please don’t feel like you need to send us an uninspired cover letter. Just send us your updated resume and perhaps a few lines on what excites you about the job - we really want to get to know who you are, not just about how we can work together. If we believe you’re a good match, someone from our team will reach out to schedule a call.

Psssst!

Wagepoint is an equal opportunity employer. We welcome and appreciate all applicants with diverse backgrounds, races, religions, genders, identities, ages, experiences (the list goes on!). We are committed to making not only our workplace safe and inclusive for everyone, but also ensuring our recruitment process reflects that. We are a remote company, so there's no need to travel to an office for an interview, but if you require any special accommodation during our recruitment process, please let us know. We are more than happy to assist!