Strategy & Operations

🏔Product: 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 writers both work at Coinbase, TLDR Dev is written by engineers from DeepMind and Meta, TLDR AI is written by researchers from Anthropic and Adobe. That’s why TLDR is the best way to stay current on what truly matters in tech.

💪Team: Our 26-person full time team includes alumni of TikTok, Business Insider, Morning Brew, and other top media brands.

📈Traction: 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 tech’s decision makers, including AWS, Google Cloud, Anthropic, Slack, Notion, and GitHub.

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 — 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 — partner with functional owners to investigate discrepancies, validate data definitions, and build playbooks and institutional documentation that reduce key-person risk.
  

In your first 6 months, you will:

• Own 2–3 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 — initiatives move to completion on time, with analytically rigorous outputs that leadership acts on without heavy rework

• Operational scalability — the cadences, documentation, and systems you build help the company reach alignment faster
  

• 5–7+ 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 — you've operated where structure was being built, not inherited.

• Analytically rigorous — 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 — you will be doing the work and driving execution across teams you don't directly control, without creating friction.

• Strong communicator — 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
  

• 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

🤑Compensation: $180,000 - $230,000

🌎Location: We’re a 100% remote company distributed across the US and Canada

🤝Team Events: Annual team offsite. Tell us where we should go next!

🏝️Time to Recharge: Flexible PTO. Most team members will enjoy 2-3 weeks off per year + holidays

🏥Health Benefits: Comprehensive medical, dental and vision benefits with 100% paid option

📈401(k) Plan: Empower 401(k)

🍼Paid Parental Leave: 12 weeks paid leave for birthing and non-birthing parents

💻Home Office Stipend: We're on M5 MacBook Airs. Get a new monitor, headset, and chair on us.

🔰Learning & Development Stipend: We are a curious group that believes in learning.

💪Autonomy and Agency: Contribute to the growth of one of the largest newsletters in the world.

📥 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.

• Inc story on how TLDR was founded

• Our Q2 Media Kit