Hopper is looking for a Director of Sales to lead strategic, high-impact advertising partnerships for its HTS Media division. You will own the full sales cycle across travel and adjacent verticals, closing six- and seven-figure deals and building lasting relationships with senior marketing stakeholders in a 100% remote environment.
What You'll Do
- 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.
What We're Looking For
- 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.
Benefits & Compensation
- Well-funded and proven startup with large ambitions, competitive salary and the upsides of pre-IPO equity packages.
- Unlimited PTO.
- Carrot Cash travel stipend.
- Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
- Very generous parental leave, much above industry standards.
- 100% employer paid Medical, Dental and Vision coverage for employees.
- Access to Disability & Life insurance.
- Health Reimbursement Account (HRA).
- DCA/ FSA and access to 401k plan.
Work Mode
This is a 100% remote position open to global candidates.
Hopper is an equal opportunity employer.
