Rollstack Logo

Rollstack

Account Executive

Reposted 28 Days Ago
Remote
Hiring Remotely in Canada
Mid level
Remote
Hiring Remotely in Canada
Mid level
Sell Rollstack to mid-market and enterprise customers by owning full sales cycles, diagnosing complex reporting workflows, engaging senior analytics and executive stakeholders, guiding evaluations and pilots, partnering with product/engineering during technical/security reviews, and refining sales playbooks while maintaining disciplined pipeline management.
The summary above was generated by AI
The Company

At Rollstack, we are redefining how organizations communicate data.

Companies invest millions into dashboards and analytics platforms, yet the most important decisions still happen through slide decks, documents, and executive reporting workflows. Leadership reviews, board decks, QBRs, operating reviews, investor updates, customer presentations — these workflows remain painfully manual inside even the most sophisticated organizations.

Rollstack automates that last mile.

We work with leading organizations ranging from fast-growing companies to enterprises like SoFi, Zillow, and Whirlpool to automate data-driven presentations and documents directly from tools like Tableau, Power BI, Looker, and Excel.

Headquartered in New York, Rollstack is remote-first and backed by Insight Partners and Y Combinator.

We operate with high intensity, high ownership, and high standards. We care deeply about craft, speed, and customer impact. We value intelligence, humility, curiosity, and people who want to build category-defining companies.

About the Role

This is not a traditional SaaS AE role.

Rollstack sits at the intersection of analytics, executive communication, operations, and workflow automation. Selling Rollstack requires deeply understanding how organizations consume data — not just running a generic sales process.

We are looking for highly consultative, intellectually curious Account Executives who can diagnose complex reporting workflows, engage senior stakeholders, and help customers rethink how executive reporting gets done inside their organizations.

The ideal candidate is not just a “closer.” They are a strong operator, communicator, and problem solver who enjoys going deep with customers and navigating complex environments.

The role is ideal for someone with one or multiple of these experiences:

  • Tableau, Sigma, ThoughtSpot, Looker, Power BI, or modern data platforms

  • Management Consulting, Finance, Investment Banking, or other Strategy & Operations roles

  • Analytics or Data consulting

  • Technical pre-sales or customer-facing analytics roles looking to move into a commercial ownership role

You will work directly with the CEO and leadership team on key accounts and play a pivotal role in shaping how Rollstack scales its go-to-market motion.

What You Will Do
  • 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

Who We’re Looking For
  • 3+ 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

Strong Plus
  • Background in engineering, finance, management consulting, or investment banking.

  • Experience with the data stack: Tableau, Sigma, ThoughtSpot, Looker, Power BI, Snowflake, or modern data ecosystems

  • Experience in Analytics, Consulting, or Operational Strategy roles

  • Experience selling workflow-oriented or highly consultative products

  • Startup experience

Similar Jobs

2 Days Ago
Easy Apply
Remote
Canada
Easy Apply
Mid level
Mid level
Artificial Intelligence • Cloud • Edtech • HR Tech • Sales • Software • Generative AI
Drive North American mid-market revenue by building pipeline, delivering tailored software demonstrations, qualifying prospects, closing new business, and meeting quarterly sales quotas. The role requires learning and applying sales methodologies, developing expertise in learning and development technology trends, managing complex deals, and contributing platform knowledge internally. Client and team meeting availability includes up to 5% annual travel and at least two trade shows per year.
Top Skills: B2B SaasLearning Management System (Lms)Software Platform Demos
2 Days Ago
Remote or Hybrid
Junior
Junior
Artificial Intelligence • Big Data • Cloud • Information Technology • Software • Big Data Analytics • Automation
Manage 3–5 existing enterprise customers and 5–8 prospects within a 15-account territory. Drive new-logo acquisition, account expansion, upselling, cross-selling, executive relationships, product demonstrations, territory planning, and complex enterprise sales cycles. Collaborate with sales engineering, SDRs, partners, marketing, legal, and finance to develop solution strategies and ensure successful customer implementations.
Top Skills: AWSDynatraceDynatrace IntelligenceGCPAzureObservability
3 Days Ago
Remote or Hybrid
ON, CAN
Junior
Junior
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Sells CrowdStrike’s cybersecurity platform to commercial customers in Manitoba and Saskatchewan. Owns the full sales cycle from prospecting through closing, generates net-new business, manages quota, forecasts in Clari, and collaborates with sales development, engineering, channel, and marketing teams. The role requires consultative selling to mid-market and enterprise organizations, executive-level engagement, partner strategy, competitive positioning, and use of sales and AI tools. Occasional travel and modified hours may be required.
Top Skills: Ai TechnologiesClariCloudCybersecurity SolutionsGongLinkedin Sales NavigatorSaaSSalesforce (Sfdc)Zoominfo

What you need to know about the Ottawa Tech Scene

The capital city of Canada and the nation's fourth-largest urban area, Ottawa has proven a rapidly growing global tech hub. With over 1,800 tech companies, many of which are leaders in their sectors, the city's tech talent now makes up more than 13 percent of its total workforce. This growth is driven not only by the big players like UL Solutions and Dropbox, but also by a thriving startup ecosystem, as new businesses emerge to follow in the footsteps of those that came before them.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account