Head of Marketing

Who Are We?

As a group of passionate technology developers, successful entrepreneurs, and industry experts, SiftMed is scaling quickly. We exist to uncover facts that change lives. We build AI processing software that organizes, categorizes, and analyzes medical files for insurance and medico-legal teams.

We're now investing in marketing leadership to own our market narrative and the pipeline it produces. This is a chance to set SiftMed's marketing strategy, carry the number that comes with it, and build the function as we grow across insurance and medico-legal markets in Canada and the US.

What Do We Offer?

We work hard, but we don't take ourselves too seriously. You'll have a seat at the table, real ownership, and the ability to make a visible impact across the business. We care deeply about building an inclusive, diverse, and equitable workplace.

Who Are You?

You're a senior B2B marketer who knows how to run marketing and wants to own it. You've carried a pipeline number and you can explain what drove the result. You’ve managed a team before.

You can take a technical, regulated story and make it land with an insurance adjuster, a personal injury lawyer and a life care planner. You'd rather write the point of view yourself than brief an agency to do it. You build your own plan, defend it with data, and change it when the numbers say so.

You're curious about B2B buyers and AI, and you want to shape how a fast-growing healthtech company shows up in its market.

What You Will Be Doing

Own the Marketing Strategy and Budget

• Build SiftMed's marketing strategy and plan, and decide where the budget goes.
• Set marketing priorities with the VP, Revenue and adjust them as results come in.
• Build and develop the marketing team as the function grows.

Own the Pipeline Target

• Own the marketing pipeline target and its contribution to the company's new revenue goal.
• Define how marketing pipeline is measured and reported, and hold the function to that standard.
• Work closely with Sales, Business Development and Customer Success so marketing and sales run as one motion.

Own Positioning and Messaging

• Define our ICP, value drivers and value proposition for each market we serve.
• Build the positioning and messaging guide and drive its use across sales and business development.
• Own brand positioning and voice across everything the market sees.
• Lead launches for new products and features with the product team.

Own Content, Events and Thought Leadership

• Run a thought leadership program, including webinars, articles and executive point of view, in partnership with the team that supports our CEO's market presence.
• Write much of the high-value content yourself: case studies, web copy and sales materials.
• Set the conference and event strategy: which events we attend, how we show up, and what we expect from each.
• Build content partnerships with trade publications and industry associations.

AI Fluency + Application

At SiftMed, AI is at the core of what we build, and we need a marketing leader who uses it every day.

• You use AI tools in your own work for drafting, research, messaging variations, competitive analysis and reporting.
• You test new AI-enabled marketing tools and bring back what works for the team.
• You can separate hype from practical use and shape how our marketing function uses AI as it scales.

Here Are Our Prerequisites

• 5-7+ years of B2B marketing experience, with significant time in B2B SaaS.
• A pipeline target you have owned or shared, and the ability to explain what drove the result.
• Positioning and messaging you wrote that a sales team adopted.
• A strong writer who can carry a technical story end to end.
• Experience planning and measuring conference or field marketing.
• Comfort working closely with sales, including joining calls and reviewing pipeline.
• Analytical rigor and a regular reporting habit.
• Demonstrated use of AI tools in marketing work.

It Would Be Great If You Have Experience In

• Insurance, claims, legal, healthcare or another regulated, technical market.
• Building a marketing function at an early-stage company, or helping a company move from outbound-led to marketing-led growth.
• Industry associations or trade publications in workers' comp, auto injury, disability, or the IME and life care planning communities.
• Marketing to buyers in both Canada and the US.
• Salesforce and marketing automation (Pardot).

What Success Looks Like

You'll build the plan and the targets with us. Success means:

• Marketing is a predictable source of pipeline, and the company plans around it.
• Sales and business development tell one clear story, and buyers in each market recognize it.
• Every marketing dollar and every event can be tied to the pipeline it produced.
• SiftMed is a recognized voice on medical record review in claims and legal circles.
• The marketing team is growing, getting better, and using AI to do more with less.