Director of Advertising Sales
Octopus HR
full-time
Posted on:
Location Type: Hybrid
Location: Toronto • 🇨🇦 Canada
Visit company websiteSalary
💰 CA$100,000 per year
Job Level
Lead
About the role
- Own and grow a multi-million-dollar book of business across leading Canadian ETF issuers and financial brands
- Prospect, pitch, and close new advertising and brand partnerships
- Develop strategic media plans that align closely with client objectives
- Manage long-term client relationships with clear renewal and expansion goals
- Build and maintain a strong network of senior industry contacts across the Canadian wealth ecosystem
- Shape category strategy for how financial brands activate and tell their story on Blossom
- Contribute to sales playbooks, positioning, and go-to-market messaging
- Identify new revenue opportunities, experimental formats, and pilot campaigns
- Partner closely with the CEO, product, and content teams to influence new advertising products
- Mentor and support junior members of the partnerships team through knowledge sharing and informal leadership
- Collaborate with client success, design, content, and product teams to deliver high-quality campaigns
- Oversee timelines, deliverables, and performance across multiple partnerships
- Support problem-solving, communication, and ongoing optimization throughout campaigns
- Support the Head of Brand Partnerships and CEO with proposals, reporting, and strategic planning
- Translate client goals into compelling proposals, presentations, and advertising strategies
- Maintain strong internal organization using tools such as CRM, Notion, Google Workspace, and Figma
- Communicate pipeline health, forecasts, and progress to internal stakeholders
Requirements
- Proven track record of exceeding revenue targets in advertising, media, sponsorship, or enterprise sales
- 7+ years of experience in advertising sales, media partnerships, or related roles with long-term account ownership
- Strong experience leading complex, multi-stakeholder deals from outreach through close and renewal
- Demonstrated ability to manage forecasting, pipeline, and CRM discipline
- Ability to build deep, strategic client relationships across a large portfolio of accounts
- Excellent verbal and written communication skills
- Highly organized, process-driven operating style
- Comfort working with presentation and collaboration tools such as Google Slides, Notion, and Figma
- Interest in investing, finance, or fintech, or the ability to learn the space quickly
Benefits
- Impact: Own and grow a meaningful portion of national revenue at a rapidly scaling fintech
- Ownership: High-visibility role with direct influence on strategy, positioning, and product direction
- Growth: Opportunity for role and compensation growth as the business scales
- Team: Work closely with founders and senior leaders in a collaborative, ambitious environment
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
advertising salesmedia partnershipssponsorship salesenterprise salesrevenue forecastingpipeline managementaccount managementstrategic media planningproposal developmentcampaign optimization
Soft skills
client relationship managementcommunication skillsorganizational skillsleadershipproblem-solvingcollaborationmentoringstrategic thinkingprocess-drivennetworking