Senior Software Engineer, Applied AI

Most business processes live in someone's head, a stale Google Doc, or a Slack thread nobody can find. They break when that person goes on vacation. They don't scale when the team doubles. They can't be extended, composed, or automated because they were never written down in a form that code can reason about.

TLDR's Applied AI team will change that. You'll build production AI agents and modular Claude Skills that connect to our systems of record and our internal data layer. Each Skill is a self-contained unit that non-technical teammates can invoke, chain together, or use as building blocks for workflows we haven't imagined yet.

The goal: every process at TLDR becomes legible to code, runnable by anyone, and composable into larger workflows.

🏔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 24-person full time team includes alumni of TikTok, Reddit, Business Insider, 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:

• Build Claude Skills and internal AI tooling. Design and implement modular Claude Skills that connect to our core systems (HubSpot, Google Drive, Slack, Sponsy). Create clean abstractions that let non-technical users compose these primitives into useful workflows without writing code.

  Ship autonomous AI agents. Use workflow automation platforms to build agents that operate independently across sales, marketing, and operations—handling research, data enrichment, proposal generation, and routine decision-making without human intervention.

  Own the AI development environment. Establish and maintain the infrastructure that lets the team build with AI tools—whether that's Claude Code, Cursor, or whatever emerges next. Create templates, patterns, and documentation that accelerate everyone's ability to ship.

  Design for composability. Think deeply about interface design between AI components. Build systems where outputs from one tool become inputs to another, where complex capabilities emerge from simple, well-designed primitives.

Within 6 months you will have built the foundation of TLDR's AI-native operating system:

A Skills Library That Ships: A catalog of production Claude Skills covering our core workflows—CRM analysis, proposal generation, knowledge base search, competitive research—with clear documentation and examples.

Non-Technical Users Building Things: Marketing, sales, and ops teammates regularly creating their own AI workflows by combining your primitives, without filing engineering tickets.

Autonomous Agents in Production: Multiple agents running daily that handle tasks previously requiring human attention—lead enrichment, content research, data hygiene, reporting.

A Reproducible Development Environment: Any team member can spin up Claude Code or equivalent tooling and start building within an hour, with patterns and templates ready to go.

• You've built AI agents that run in production, not demos, but systems that operate autonomously, handle edge cases, and know when to escalate. You understand prompt engineering, context management, and structured outputs at a practical level.

• You code fluently with AI tools like Claude Code or Cursor and modern LLM APIs.

• You have strong product instincts. You build backwards from user needs, and you've shipped internal tools that non-technical teammates actually enjoy using.

• You think in composable systems, small, well-designed pieces that combine into powerful capabilities.

• You ship fast and iterate in the open.

• Haven't used AI-assisted coding tools extensively in your own work.

• Prefer building for technical users only. Half this job is making AI capabilities accessible to people who don't write code.

• Don't enjoy operating in ambiguity or startup environments.

🤑Compensation: $250,000 - 350,000

🌎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 top-end MacBook Pros. 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

• Pricing and demographic information in TLDR’s latest media kit