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Director of Sales - HTS Media; Remote

Remote / Online - Candidates ideally in
Toronto, Ontario, C6A, Canada
Listing for: Hopper
Remote/Work from Home position
Listed on 2026-02-28
Job specializations:
  • Sales
    Advertising Sales, Business Development, Account Manager, Sales Manager
Salary/Wage Range or Industry Benchmark: 125000 - 150000 CAD Yearly CAD 125000.00 150000.00 YEAR
Job Description & How to Apply Below
Position: Director of Sales - HTS Media (100% Remote)

Employer Industry: Travel Technology and Fintech

Why Consider This Job Opportunity
  • Competitive salary with upsides of pre-IPO equity packages
  • Comprehensive health insurance coverage with 100% of premiums paid by the employer
  • Unlimited Paid Time Off (PTO) for better work-life balance
  • Entrepreneurial culture that encourages innovation and risk-taking
  • Access to co-working space on demand and a work-from-home stipend
  • Generous parental leave policies exceeding industry standards
What to Expect (Job Responsibilities)
  • Own and manage a portfolio of enterprise and mid-market advertisers, driving revenue and long-term partnerships
  • Lead full-cycle sales efforts, including prospecting, strategic pitching, negotiation, and closing deals
  • Develop multi-quarter and annual media partnerships, focusing on custom sponsor ships and data-driven solutions
  • Collaborate with Account Management, Analytics, Product, and Leadership teams to ensure strong campaign performance
  • Identify and execute upsell and cross-sell opportunities across the advertising product suite
What Is Required (Qualifications)
  • 6–10+ years of experience in digital advertising, media sales, or strategic partnerships
  • Proven track record of exceeding revenue targets with large or complex accounts
  • Experience in closing six- and seven-figure advertising deals
  • Strong consultative selling skills to senior marketing leaders and decision-makers
  • Excellent negotiation skills and executive presence
How to Stand Out (Preferred Qualifications)
  • 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
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