Head of New Markets Full Time

This is a high-impact, strategic growth leadership role focused on identifying, validating, and scaling new revenue opportunities across emerging market segments. You will operate at the intersection of strategy, experimentation, and go-to-market execution, defining where the business expands next and how it wins in those spaces. The role requires a strong commercial mindset combined with analytical rigor to evaluate market potential, design growth strategies, and validate them through real-world testing. You will lead early-stage expansion efforts, starting with accounting services, while simultaneously assessing additional verticals for future growth. Rather than executing day-to-day sales, you will shape market direction, positioning, and success metrics before handing execution to operational teams. This is a hybrid role based in Toronto, offering the opportunity to directly influence the company’s next phase of expansion.

Accountabilities

• Define and lead the expansion strategy into new verticals, starting with the accounting services market, ensuring measurable revenue impact.
• Design, launch, and evaluate growth experiments across new acquisition channels, including content-led strategies, partnerships, and event-driven initiatives.
• Assess and prioritize new market opportunities by analyzing TAM, competitive landscape, buyer behavior, and monetization potential.
• Develop full go-to-market strategies for selected verticals, including positioning, ICP definition, messaging, channel strategy, and pipeline targets.
• Own market performance outcomes, ensuring alignment between strategy, pipeline generation, and revenue contribution.
• Collaborate closely with Sales, Marketing, and Product teams to align priorities and ensure consistent execution of new market initiatives.
• Advise on high-impact growth initiatives such as conference strategy and ecosystem partnerships.
• Translate learnings from experiments into scalable playbooks and actionable recommendations for broader adoption.

Requirements

• 7-12 years of experience in growth strategy, business development, or go-to-market roles within B2B SaaS or fintech environments.
• Proven track record of taking new markets from exploration to measurable revenue generation.
• Strong experience working in scaling organizations, ideally between early and mid-growth stages (approx. $3M-$30M ARR).
• Ability to rapidly switch between strategic planning, execution frameworks, and executive-level communication.
• Strong analytical skills with a test-and-learn mindset and comfort making data-driven decisions under uncertainty.
• Experience building or contributing to go-to-market strategies, including positioning, segmentation, and pipeline planning.
• Excellent communication and stakeholder management skills across Product, Marketing, Sales, and executive teams.
• Familiarity with fintech, payments, MSP ecosystems, or private equity-backed environments is a plus.
• Experience working with tools such as Salesforce, Apollo, or marketing analytics platforms is an asset.
• Strong commercial judgment with the ability to balance experimentation with disciplined execution.

Benefits

• Competitive compensation package with total on-target earnings between 200,000 and 240,000 CAD
• Equity participation to share in company growth and success
• Hybrid work model based in Toronto, offering flexibility and in-person collaboration
• Unlimited PTO policy to support work-life balance
• Annual learning and development budget to support continuous growth
• Opportunity to shape and lead new market expansion strategy from the ground up
• High-impact role with direct influence on company revenue and strategic direction
• Collaborative, fast-moving environment with strong ownership culture
• Inclusive workplace focused on transparency, accountability, and innovation.

How Jobgether Works

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role’s core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

Why Apply Through Jobgether?

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