Directive is hiring a Head of Demand Generation - Startups (Remote Canada)

Directive Consulting is seeking a Head of Demand Generation - Startups to serve as the strategic and operational lead for our Startups Division. In this remote role based in Canada, you will manage a portfolio of startup and SMB clients and lead a cross-functional team to deliver measurable results across Paid Media, SEO, and CRO. You will own key KPIs, act as an executive sponsor for top-tier accounts, and shape the division's strategic direction.

What You'll Do

• Lead, coach, and inspire a team of 10+ digital marketers across Paid Media, SEO, and CRO to deliver high-quality strategy and execution.
• Develop Associate Directors into strong people managers and client leaders capable of inspiring teams and growing accounts.
• Own key KPIs across client retention, NRR, campaign performance, and team engagement.
• Act as executive sponsor for top-tier accounts, driving alignment in ABRs, renewals, and escalations.
• Shape the strategic direction of the Startups division, including forecasting, hiring, budgeting, and margin management.
• Be a force of positive energy, clarity, and confidence for both clients and internal teams.
• Partner cross-functionally with Sales and other service lines to fuel new business, upsells, and cross-sells.
• Own department planning and growth, including budgeting, capacity management, and hiring.

What We're Looking For

• 7–10+ years leading client-facing performance marketing teams in an agency environment, with deep B2B and SaaS expertise.
• Proven success managing fast-paced, high-volume accounts, including Director oversight of 30+ clients and strategizing multi-service delivery.
• Experience coaching and developing managers and senior individual contributors with a clear framework for feedback and growth.
• Fluent enough to audit paid media platforms like Google Ads, LinkedIn Ads, G2, and Capterra, with working knowledge of SEO and CRO.
• Strong executive presence and composure, able to represent the agency confidently in C-level meetings.
• Comfort with KPI tracking, reporting, and making data-driven decisions.
• A natural communicator who brings clarity to ambiguity and inspires others to meet high standards.
• A reputation for follow-through, reliability, and integrity.

Nice to Have

• Experience speaking, publishing, or mentoring in the B2B/SaaS marketing space.
• Familiarity with RevOps concepts, lifecycle metrics (like LTV:CAC), or client onboarding frameworks.

Technical Stack

• Google Ads
• LinkedIn Ads
• G2
• Capterra

Team & Environment

You will manage a cross-functional team of 10+ digital marketers, including Associate Directors and Demand Generation Managers. You will report directly to the COO.

Benefits & Compensation

• Competitive base salary and annual tenure-based bonus.
• Medical, dental, vision, disability, and life insurance coverage for you and your family.
• 100% employer-paid health plan for you and a 50% contribution for your dependents.
• Mental health support through Spring Health and Headspace.
• Physical therapy via Omada, thousands of Aaptiv virtual workouts, and a complimentary One Medical membership.
• Unlimited PTO with a 2-week minimum.
• Paid Company Holidays, Your Birthday Off, and an End of Year Recharge (Closed December 24 - January 1).
• Paid Parental Leave.
• Traditional and Roth 401(k) with a 3% company match.
• Annual All-Agency Trip.

Work Mode

This is a fully remote position open to candidates located anywhere in Canada.

All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.