Job description
Who We Are
🏔 Product: TLDR is the largest network of tech newsletters in the world, reaching over 7M subscribers across startups, software engineering, AI, cybersecurity, product, and more. Every issue is written by practitioners in tech — engineers, founders, and operators from companies like Coinbase, DeepMind, Meta, Anthropic, and Adobe. TLDR is how tech’s decision-makers stay current on what actually matters.
💪 Team: We’re a lean, high-output team of ~24 full-time employees with backgrounds from TikTok, Business Insider, Morning Brew, and other top media brands.
📈 Traction: We doubled revenue from 2024 to 2025 and are on track to double again in 2026. Our advertisers include AWS, Google Cloud, Anthropic, Slack, Notion, GitHub, and other category-defining companies.
About the Role
The Strategic 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 book of strategic accounts and named target prospects
Build and execute account strategies for enterprise brands and agencies
Lead complex, multi-stakeholder sales cycles from first meeting to close
Sell premium sponsorships, branded content, and integrated marketing programs
Manage pricing, packaging, negotiation, and deal structuring
Forecast accurately and maintain strong pipeline discipline
Collaborate with Marketing, Ops, AM, and Product to deliver and expand strategic accounts
Serve as the voice of strategic customers internally, influencing GTM strategy and offerings
What Success Looks Like
Within 6 months, you are:
Fully ramped on TLDR’s product, audience, pricing, and sales motion
Owning and advancing a healthy pipeline aligned with ramp expectations
Closing initial strategic deals (new logos and/or expansions)
Running a repeatable, structured sales process on complex opportunities
Leveraging AI-powered workflows to reduce manual work and increase selling time
Viewed internally as a trusted closer on high-impact deals
About You
5+ years of quota-carrying sales experience selling into accounts with multiple buying groups
Proven success in B2B media or advertising sales with complex or long sales cycles
Experience selling sponsorships, branded content, or integrated marketing programs
Comfortable selling consultative, custom, non-commoditized offerings
Experience working with senior marketing, growth, or revenue leaders (VP+ / C-suite)
Strong judgment around deal qualification, pricing, and tradeoffs
Clear, confident communicator who can run executive-level conversations
You’re Not a Fit If You…
Have only sold transactional SMB deals or high-volume inbound
Rely entirely on templates, decks, or BDRs to create momentum
Avoid pricing and negotiation conversations
Need heavy process or management oversight to move deals forward
Aren’t comfortable operating in a fast-moving, resource-lean environment
Why You’ll Love It
🤑 Compensation: $240k–$300k OTE (50⁄50 base + incentive split)
🌎 Location: 100% remote (US & Canada)
🤝 Team Events: Annual company offsite
🏝️ Time to Recharge: Flexible PTO + holidays
🏥 Health Benefits: Medical, dental, and vision (100% paid option)
📈 401(k): Empower 401(k)
🍼 Paid Parental Leave
💻 Home Office Stipend: MacBook Air M4 + equipment
🔰 Learning & Development Stipend
💪 Autonomy and Agency: Real ownership, direct access to leadership, and the ability to shape how TLDR grows its strategic revenue motion
📥 If you’re ready to make a real impact at a profitable, fast-growing media company, we’d love to hear from you.
