Account Executive

About the RoleThe Account Executive owns revenue generation from TLDR's highest-value, most complex accounts. This is a senior, quota-carrying role focused on closing large sponsorship and partnership deals with enterprise companies and agencies. You'll run full-cycle sales end-to-end

from account strategy and discovery through pricing, negotiation, close, and expansion. You'll work closely with Sales leadership and cross-functional partners while acting as a trusted advisor to senior marketing and growth leaders. This is not a high-volume SMB role. It's a seat for someone who knows how to sell custom, non-commoditized media solutions into real buying committees.In this role, you will:Own a defined bookBuild and execute account strategies for enterprise brands and agenciesLead complex, multi-stakeholder sales cycles from first meeting to closeSell premium sponsorships, branded content, and integrated marketing programsManage pricing, packaging, negotiation, and deal structuringForecast accurately and maintain strong pipeline disciplineCollaborate with Marketing, Ops, AM, and Product to deliver and expand strategic accountsServe as the voice of strategic customers internally, influencing GTM strategy and offeringsWhat Success Looks LikeWithin 6 months, you are:Fully ramped on TLDR's product, audience, pricing, and sales motionOwning and advancing a healthy pipeline aligned with ramp expectationsClosing initial strategic deals (new logos and/or expansions)Running a repeatable, structured sales process on complex opportunitiesLeveraging AI-powered workflows to reduce manual work and increase selling timeViewed internally as a trusted closer on high-impact dealsAbout You25 years in media, advertising, or agency partnerships5+ years of quota-carrying sales experience selling into accounts with multiple buying groupsProven success in B2B media or advertising sales with complex or long sales cyclesExperience selling sponsorships, branded content, or integrated marketing programsComfortable selling consultative, custom, non-commoditized offeringsExperience working with senior marketing, growth, or revenue leaders (VP+ / C-suite)Strong judgment around deal qualification, pricing, and tradeoffsClear, confident communicator who can run executive-level conversationsYou're Not a Fit If YouHave only sold transactional SMB deals or high-volume inboundRely entirely on templates, decks, or BDRs to create momentumAvoid pricing and negotiation conversationsNeed heavy process or management oversight to move deals forwardAren't comfortable operating in a fast-moving, resource-lean environmentWhy You'll Love ItCompensation: $185k$350k OTE (60/40 base + incentive split)Location: 100% remote (US & Canada)Team Events: Annual company offsiteTime to Recharge: Flexible PTO + holidaysHealth Benefits: Medical, dental, and vision (100% paid option)401(k): Empower 401(k)Paid Parental Leave: 12 weeks paid leave for birthing and non-birthing parentsHome Office Stipend: MacBook Air M4 + equipmentLearning & Development StipendAutonomy and Agency: Real ownership, direct access to leadership, and the ability to shape how TLDR grows its strategic revenue motionIf you're ready to make a real impact at a profitable, fast-growing media company, we'd love to hear from you.