Rollstack is solving the last mile problem in the modern data stack and creating a new category: Reports Automation. We connect BI tools to slide decks and documents, automating their generation and updates.

We help some of the world's leading organizations—from mid-sized to public companies like SoFi, Zillow and Whirlpool—in automating their slide decks and documents. Headquartered in New York, we offer a remote-friendly workplace and are backed by Insight Partners and Y Combinator, the most successful startup incubator in the world that produced the likes of Airbnb, Twitch, Instacart, Dropbox, Reddit, Doordash, Stripe, Coinbase, etc.

Our team operates with speed and focus to deliver outsized impacts for our customers. We approach every challenge with first principles, never assuming things have to be done a certain way. We are a diverse team that believes intelligence and kindness go hand in hand, welcoming individuals from all backgrounds. Our persistence and rapid execution define us as a category leader and a future generational company.

The Company

At Rollstack, we're revolutionizing how businesses share and communicate their data. Data-driven slide decks and documents are pivotal in sharing data and insights within organizations and outside. Our platform integrates leading BI tools with popular presentation and document platforms, automating and streamlining the reporting process for efficiency and impact. We're a dynamic, talented, and innovative team committed to making a real difference in how companies present and utilize their data.

Rollstack counts as clients some of the best companies worldwide and is backed by Y Combinator, the most successful startup incubator in the world that produced the likes of Airbnb, Twitch, Instacart, Dropbox, Reddit, Doordash, Stripe, Coinbase, etc.

As an AI Product Engineer, you will

• Design and build user-facing AI features that change how teams generate, analyze, and present data.
• Develop and optimize full-stack workflows that blend responsive React UIs, reliable Node services, and Python-powered AI pipelines.
• Create production-ready LLM solutions for data analysis and content generation using Retrieval-Augmented Generation (RAG) patterns and robust prompt/embedding techniques.
• Integrate with leading BI and content tools, including Tableau, Looker, Metabase, Google Slides, PowerPoint, and Notion.
• Prototype and ship innovations such as generative chart creation, automated report writing, and intelligent data summaries.
• Establish best practices for combining AI with modern web technologies across the stack.

Our Stack

• Languages: TypeScript (Node.js / React), C# (OpenXML, VSTO/COM), Python (LLMs)
• Infra: Kubernetes (EKS), ArgoCD, Terraform, Temporal, PostgreSQL
• Addins: VSTO/COM, OfficeJS (in progress)
• Security & Deployment: Secure customer environments via VPNs, PrivateLink, and scoped OAuth setups

What You’ll Gain Working at Rollstack

• Innovative Impact: Join a Y Combinator-backed company and help revolutionize the way teams around the world work more efficiently.
• Collaborate with a world-class team: We hire people who are the best in their respective fields.
• Global and Inclusive Culture: Embrace the freedom and flexibility of a fully remote workplace. We value and encourage diversity, welcoming individuals from all backgrounds, genders, and social groups.
• Semi-annual Team Gatherings: Bond with your colleagues during our fun and rejuvenating team meetups. Bring your whole self, share your culture, and learn about others.
• Strong Compensation Equity Participation: Everyone is a shareholder and gets to participate in Rollstack’s success story with a life-changing equity package.

Who We Are Looking For

• 4–10 years of professional software engineering experience.
• Deep expertise in TypeScript, React, and Node.js (2 + years in production).
• Strong Python skills for data and AI pipelines (2 + years).
• Hands-on experience shipping LLM-powered features, ideally with RAG or similar approaches.
• Solid CS fundamentals in algorithms, data structures, and system design.
• Proven collaborator who turns complex ideas into delightful, user-focused products.