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 are revolutionizing the way businesses share and communicate data and insights. Organizations worldwide rely on slide decks and documents to make informed decisions, whether for leadership, clients, or partners. Yet, preparing these materials often consumes countless hours. Rollstack fully automates that.

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.

About the Role

We’re looking for a world-class Data Engineer to help us build, scale, and optimize the core data infrastructure at Rollstack. You’ll be responsible for designing and implementing our internal data stack from scratch, enabling data-driven decisions across product, engineering, and go-to-market teams.

This is a high-impact role that sits at the intersection of engineering, GTM analytics, and product. You’ll work closely with leadership and cross-functional teams to define best practices, ship foundational pipelines, and unlock insights that drive growth.

This role will work directly with the CEO, CTO, and CPO.

What You Will Do

• Architect, implement, and maintain Rollstack’s data stack end-to-end
• Build and scale data pipelines that feed internal analytics and product features
• Connect, extract, and normalize data from key systems (CRM, billing, BI, product)
• Implement observability, governance, and quality checks to ensure trust in data
• Support our product and GTM teams with dashboards, usage analytics, and business KPIs
• Create internal tooling to surface key SaaS metrics such as ARR, churn, retention, activation, engagement, and sync volume
• Work with BI tools like Tableau, Power BI, and Looker to support user-facing workflows
• Ensure compliance with data security and privacy standards

Who We Are Looking For

• 2–5 years of experience in a Data Engineering or Analytics Engineering role
• Strong grasp of the modern data stack: dbt, Fivetran, Snowflake, BigQuery, Redshift, etc.
• Strong SQL skills and data modeling experience
• Solid proficiency in Python or a similar scripting language
• Experience working with or building data models in BI tools like Tableau or Looker
• Familiarity with B2B SaaS metrics and how to structure data for recurring revenue businesses
• Proven ability to implement and scale data pipelines and architecture from scratch
• Clear communication and a collaborative mindset
• Bonus: Experience with reverse ETL, data contracts, or working directly with GTM teams

Why Join Us?

• Join a Y Combinator-backed company that’s transforming how people — from your friends and family to teams worldwide — work more efficiently.
• Collaborate with an exceptional team, including alums of companies like Amazon, Pinterest, Tesla, Nvidia, and AiFi.
• Enjoy a fully remote and diverse workplace.
• Join a world-class product and engineering team with a product that sells itself.
• Participate in bi-annual team offsites at dream destinations from your travel bucket list.
• Earn competitive pay and life-changing equity at a fast-growing, high-efficiency startup.