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Account Executive

Rollstack
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Hybrid (US / CA)$180k - $240k + equityFull-timePosted 5mo ago

About the role

Rollstack seeks a consultative Account Executive to own the full sales cycle and engage senior stakeholders for mid-market and enterprise accounts, helping customers rethink how executive reporting and data-driven presentations are produced.

Responsibilities

  • Own the full sales cycle from prospecting through close for mid-market and enterprise accounts
  • Engage with data, analytics, finance, operations, and executive stakeholders
  • Lead highly consultative discovery conversations around reporting workflows, executive communication, and operational processes
  • Guide customers through evaluations, pilots, and deployments
  • Partner closely with Engineering and Product teams during technical evaluations, security reviews, and implementation planning
  • Develop strong multi-threaded relationships across customer organizations
  • Collaborate directly with the CEO on strategic opportunities and large enterprise accounts
  • Contribute to refining Rollstack’s sales motion, messaging, and playbooks
  • Maintain rigorous pipeline management and operational discipline

Qualifications

  • 4+ years of experience in enterprise software, analytics, data, consulting, or customer-facing technical roles
  • Strong understanding of analytics, business intelligence, reporting, or operational workflows
  • Exceptional communication skills, both written and verbal
  • Executive presence and ability to engage senior stakeholders credibly
  • Strong intellectual curiosity and structured problem-solving ability
  • High ownership mentality with strong attention to detail
  • Comfortable operating in fast-moving, ambiguous startup environments
  • Ability to balance technical depth with commercial execution
  • Strong work ethic and bias toward action

Skills

Required:Enterprise software salesConsultative sellingStakeholder managementCommunicationProblem solving
Nice to have:Technical curiosity
Last updated Oct 14, 2026. Interested? Apply on the company site.
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About Rollstack

Automate data-driven slide decks and documents with AI

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.

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