WHO WE ARE
๐Product: TLDR is the largest network of tech newsletters in the world, with over 7M subscribers covering everything from startups and software engineering to AI, cybersecurity, product, and more. Every issue is written by builders in tech. Both TLDR Crypto [Upgrade to PRO to see link] writers both work at Coinbase, TLDR Dev [Upgrade to PRO to see link] is written by engineers from DeepMind and Meta, TLDR AI [Upgrade to PRO to see link] is written by researchers from Anthropic and Adobe. Thatโs why TLDR is the best way to stay current on what truly matters in tech.
๐ชTeam: Our 26-person full time team includes alumni of TikTok, Business Insider, Morning Brew, and other top media brands.
๐Traction: We doubled our revenue from 2024 to 2025 and are looking to double revenue again in 2026. We are supported by advertisers who want to reach techโs decision makers, including AWS, Google Cloud, Anthropic, Slack, Notion, and GitHub.
ABOUT THE ROLE
In this role, you will:
- Own and drive high-priority initiatives end-to-end across any function. Scope deliverables, set milestones, manage dependencies across teams, and hold stakeholders accountable to timelines and quality standards.
- Structure ambiguous problems into clear analyses and action plans. You're the person who builds the model, frames the trade-offs, and delivers a recommendation.
- Help design and run the company's operating cadences โ reporting cycles, planning processes, review rhythms. Identify where process is missing or breaking and stand up lightweight systems before problems compound.
- Act as the connective tissue between the CEO, functional leads, and execution teams, ensuring outcomes are measurable and repeatable.
- Maintain shared sources of truth โ partner with functional owners to investigate discrepancies, validate data definitions, and build playbooks and institutional documentation that reduce key-person risk.
WHAT SUCCESS LOOKS LIKE
In your first 6 months, you will:
- Own 2โ3 cross-functional initiatives from scoping through delivery
- Build or improve at least one recurring operational cadence (planning cycle, metrics reporting, or review process) that the team adopts and relies on
- Deliver an analysis that directly informs a major strategic decision
- Earn trust as the person leadership turns to when something important needs to get done well and fast
Key outcomes you'll be measured on:
- Execution velocity and quality โ initiatives move to completion on time, with analytically rigorous outputs that leadership acts on without heavy rework
- Operational scalability โ the cadences, documentation, and systems you build help the company reach alignment faster
ABOUT YOU
- 5โ7+ years in business operations, finance, or management consulting, with at 2 years in a cross-functional ops or chief-of-staff-type role at a high-growth company preferred
- Experience in a hyper-growth environment โ you've operated where structure was being built, not inherited.
- Analytically rigorous โ you are a first-principles thinker, you build models, trackers, and analyses from scratch, not just operate within existing frameworks. Advanced spreadsheets minimum; SQL or BI tools a plus
- Effective cross-functional operator โ you will be doing the work and driving execution across teams you don't directly control, without creating friction.
- Strong communicator โ you translate complex analysis into clear, exec-ready outputs, written and verbal
Nice to haves:
- MBA or equivalent analytical training
- Experience with CRM/RevOps systems (HubSpot, Salesforce)
- Exposure to media, advertising, or newsletter business models
- AI/automation proficiency for workflow optimization
YOUโLL THRIVE HERE IF YOUโฆ
- Spot problems worth solving and start on them without waiting for direction
- Drive decisions forward instead of adding meetings and status updates
- Are energized by shipping, not just advising
- Move fluidly across functional areas and enjoy the variety
- Do your best work in lean environments and enjoy building systems from scratch
- Have operated somewhere you owned the output, not just the recommendation
WHY YOU'LL LOVE IT
๐คCompensation: $175,000 - $200,000
๐Location: Weโre a 100% remote company distributed across the US and Canada
๐คTeam Events: Annual team offsite. Tell us where we should go next!
๐๏ธTime to Recharge: Flexible PTO. Most team members will enjoy 2-3 weeks off per year + holidays
๐ฅHealth Benefits: Comprehensive medical, dental and vision benefits with 100% paid option
๐401(k) Plan: Empower 401(k)
๐ผPaid Parental Leave
๐ปHome Office Stipend: We're on M5 MacBook Airs. Get a new monitor, headset, and chair on us.
๐ฐLearning & Development Stipend: We are a curious group that believes in learning.
๐ชAutonomy and Agency: Contribute to the growth of one of the largest newsletters in the world.
๐ฅ 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.
PRESS AND PUBLICATIONS
- Inc story on how TLDR was founded [Upgrade to PRO to see link]
- Our Q2 Media Kit [Upgrade to PRO to see link]