Quick Summary
Our 29-person full-time team includes alumni of TikTok, Reddit, Amazon, Business Insider, Asana, Morning Brew, and Pinterest. We've stayed intentionally small,
Our 29-person full-time team includes alumni of TikTok, Reddit, Amazon, Business Insider, Asana, Morning Brew, and Pinterest. We've stayed intentionally small,
About the Role
~1 min readOwn a book of accounts end to end - prospect, pitch, negotiate, and close.
Sell the outcome, not the rate card: connect TLDR placements to the buyer's needs and challenges.
Use our AI tooling to move faster than any rep could manually - and give us sharp feedback that makes the tools better.
Keep momentum on deals others would let stall.
Celebrate your closed won deals for both velocity and increased ACV
Be fully ramped on TLDR’s product, audience, pricing, and sales motion.
Own and consistently advance a healthy pipeline aligned with quota expectations.
Close a steady volume of new business and expansion deals.
Run a disciplined, repeatable sales process across a high-velocity book of accounts.
Use AI-powered workflows to increase speed, improve preparation, and spend more time selling.
Be viewed internally as a reliable closer who creates momentum and delivers consistent results.
Nice to Have
~1 min readA track record of doing hard things and enjoying the process. You keep score, and you like winning
Business acumen to build a clear, credible case a buyer can take to their own boss, in the language of marketing: attribution, optimization, funnel metrics
Sharp deal judgment. You read signals, connect dots, and keep deals alive
AI is already core to how you work, and you pick up new tools fast
Would rather build the playbook than inherit one
Act on the best available read instead of waiting for the full picture
Take feedback fast and treat being challenged as useful rather than personal
Own your deals end to end, with the follow-through and urgency to keep them from stalling
🤑 Compensation:
Base + incentive compensation: $185,000 - $350,000 OTE (60/40 split)
Annual company performance bonus: $5,000 - $20,000
🌎 Location: We're 100% remote across the US and Canada. Work where you want - our bands are set to tier-1 city rates wherever you live.
🤝 Team Events: Biannual team offsites. Most recently we’ve gone to New Orleans, San Diego and Park City!
🏝️ Time to Recharge: Flexible PTO. Most of the team takes 2–3 weeks a year, plus holidays.
🏥 Health Benefits: Comprehensive medical, dental and vision benefits with a 100% paid option
📈 401(k) Plan: Empower 401(k)
🍼 Paid Parental Leave
💻 Home Office Stipend: Whatever makes you productive - standing desk, second monitor, chair, walking pad.
🔰 Learning & Development Stipend: For anything that makes you better at your work, and for AI tools especially. Don't ration your tokens.
📥 If you're ready to make a tremendous impact at a bootstrapped and profitable startup, please apply. Please let us know if you need any accommodation during any part of the interview process.
Location & Eligibility
Listing Details
- Posted
- August 5, 2026
- First seen
- September 26, 2026
- Last seen
- October 1, 2026
Posting Health
- Days active
- 4
- Repost count
- 0
- Trust Level
- 28%
- Scored at
- October 1, 2026
Signal breakdown
Browse Similar Jobs
Stay ahead of the market
Get the latest job openings, salary trends, and hiring insights delivered to your inbox every week.
No spam. Unsubscribe at any time.