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.