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

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 data-driven and strategic GTM Engineer to join our team and support the growth of our go-to-market engine. In this pivotal position, you will report directly to our CEO and be responsible for driving revenue by working cross-functionally across Sales, Marketing, Customer Success, and Product to drive operational efficiency, optimize the funnel, and ensure clean, consistent reporting to help the business scale effectively.

What You Will Do

• Own and optimize key GTM systems (Salesforce, HubSpot, Outreach tools, etc.)
• Develop and maintain dashboards and reporting across revenue functions
• Drive forecasting accuracy and pipeline visibility for Sales and CS
• Partner with Marketing to align on lead routing, attribution, and funnel performance
• Manage commission tracking, territory planning, and quota setting in collaboration with Finance
• Identify and implement process improvements to remove friction and increase conversion
• Support the roll-out of tools, playbooks, and training to revenue teams
• Conduct ad hoc analysis to support strategic decision-making

Who We Are Looking For

• 5+ years of experience in Revenue Operations, GTM Engineering, Sales Operations, or related roles
• Strong proficiency in Salesforce and the Outbound stack (Sales Nav, Instantly, Clay, or equivalent)
• Analytical mindset with advanced analytical skills and proficient in SQL
• Experience with reporting tools (e.g., Looker, Tableau, Metabase) is a plus
• Excellent communication and project management skills
• Comfortable working cross-functionally in an extremely fast-paced and demanding environment
• Prior experience in B2B SaaS is a strong plus

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, Deel, 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 a competitive pay and life-changing equity at a fast-growing, high-efficiency startup.