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Nylas

Systems Operations Specialist

$60,000 – $95,000estimatedRemoteFull-timeMiddleCanadaManagement
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Systems Operations Specialist

What You'll Do

  • Support and maintain our go-to-market systems, including HubSpot, Vitally, and other operational platforms.
  • Build, maintain, and troubleshoot workflows, automations, lifecycle stages, routing rules, and operational processes.
  • Investigate and resolve system issues, workflow failures, data inconsistencies, and operational requests from internal teams.
  • Partner with Sales, Customer Success, Marketing, Finance, and Product to improve business processes and operational efficiency.
  • Create and maintain dashboards and reporting that provide visibility into pipeline, customer health, renewals, forecasting, and other key business metrics.
  • Support integrations and data flow between CRM, billing, product, analytics, and customer support systems.
  • Perform data cleanup, improve CRM hygiene, and help maintain data accuracy across business systems.
  • Document processes, troubleshooting guides, and operational playbooks to improve scalability and enable self-service.
  • Identify opportunities to automate repetitive work using workflows, AI tools, and other operational technologies.
  • Assist with cross-functional operational projects that improve how teams work together and scale.

What Success Looks Like

  • Business systems operate reliably with minimal disruption.
  • Internal teams receive timely, effective support for operational questions and system issues.
  • Data across our go-to-market systems is accurate, consistent, and trusted.
  • Manual processes are reduced through thoughtful automation and workflow improvements.
  • Reporting provides leaders with reliable visibility into business performance.
  • Documentation enables teams to solve common operational issues independently.
  • Operational processes continue to scale as Nylas grows.

What You'll Bring

  • 3+ years of experience supporting business systems, operations, revenue operations, customer operations, or a similar function.
  • Experience working with CRM platforms such as HubSpot, Salesforce, or similar systems.
  • Experience creating or supporting workflows, automations, reporting, and operational processes.
  • Strong analytical and problem-solving skills with the ability to troubleshoot issues across multiple systems.
  • An understanding of data quality and how information flows between business applications.
  • Strong organizational skills with the ability to manage multiple priorities in a fast-moving environment.
  • Excellent communication skills and the ability to work effectively with both technical and non-technical stakeholders.
  • A continuous improvement mindset with curiosity for learning new tools and technologies.

Nice to Have

  • Experience with Vitally, or similar Customer Success platforms.
  • Experience with workflow automation tools such as Zapier, Make, n8n, Workato, or similar platforms.
  • Familiarity with APIs, integrations, or low-code automation.
  • Experience using AI tools such as ChatGPT, Claude, GitHub Copilot, or MCP-enabled tools to improve workflows or productivity.
  • Experience with reporting tools such as Looker, Sigma, Tableau, or Power BI.
  • Basic SQL knowledge.
  • Experience supporting SaaS go-to-market organizations.

Interview Process

  1. The Intro: 30 minute discussion with the Hiring Manager
  2. The Deep Dive: 60 minute live technical assessment
  3. The Loop: A series of 45-minute chats with the team (max 3 hours) where we look for the "what, why, and how" behind your best work.

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