Senior Account Executive Job at Hopper (Toronto)

Senior Account Executive

Hopper

Location:
Canada , Toronto ▼
Vancouver

Category:
Sales

Contract Type:
Not provided

Salary:

250000.00 - 350000.00 CAD / Year

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Job Description:

Hopper is seeking a Senior Advertising Account Executive to lead strategic, high-impact advertising partnerships across travel and adjacent verticals. In this role, you will own complex sales cycles, close six- and seven-figure deals, and build long-term relationships with senior marketing stakeholders. You’ll operate as a trusted advisor to advertisers—leveraging Hopper’s data, scale, and product innovation to deliver measurable business outcomes—while helping shape the growth and direction of Hopper’s advertising business.

Job Responsibility:

Own and grow a portfolio of enterprise and mid-market advertisers, driving new revenue and long-term partnerships
Lead full-cycle sales efforts, including prospecting, strategic pitching, negotiation, and close
Develop multi-quarter and annual media partnerships, including custom sponsorships and data-driven solutions
Serve as the primary senior point of contact for key advertiser relationships
Collaborate closely with Account Management, Analytics, Product, and Leadership teams to deliver strong campaign performance and retention
Identify and execute upsell and cross-sell opportunities across Hopper’s advertising product suite
Influence product roadmap and go-to-market strategy by sharing advertiser feedback and market insights
Maintain accurate pipeline forecasting and CRM discipline, with a strong command of deal strategy and timing

Requirements:

6–10+ years of experience in digital advertising, media sales, or strategic partnerships
Proven track record of consistently exceeding revenue targets with large or complex accounts
Experience closing six- and seven-figure advertising deals
Ability to sell consultatively to senior marketing leaders and decision-makers
Excellent executive presence, storytelling, and negotiation skills
Data driven with a strong financial acumen
Comfortable operating in a fast-paced, high-growth environment with ambiguity and ownership

Nice to have:

Experience selling to travel brands, airlines, hotels, destinations, or tourism boards
Background working with agencies and holding companies
Familiarity with commerce-driven media platforms
Existing relationships with senior travel marketers or agency leadership

What we offer:

Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages
Hopper covers 100% of the premiums for group insurance plan
Hopper offers life, short term and long term disability coverage
HSA that covers eligible medical and dental expenses
All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere
All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay
Generous parental leave, much above industry standards
Unlimited PTO
Carrot Cash travel stipend
Access to co-working space on demand through FlexDesk AND Work-from-home stipend
Entrepreneurial culture where pushing limits and taking risks is everyday business
Open communication with management and company leadership
Small, dynamic teams = massive impact

Additional Information:

Job Posted:
February 21, 2026

Employment Type:

Fulltime

Work Type:

Remote work

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