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Customer Success Lead – AI Operations
BitsightBuild AI-powered workflows and tools for Customer Success at Bitsight. Collaborate across teams to drive efficiency and effectiveness with AI-enabled solutions.
Posted 7/6/2026full-timeRemote • Massachusetts • 🇺🇸 United StatesSenior💰 $78,980 - $117,000 per yearWebsite
About the role
Key responsibilities & impact- Build AI-powered workflows, automations, prompts, templates, and tools that reduce manual work and improve CS execution
- Prototype and scale workflows such as automated EBR/QBR decks, renewal briefs, customer summaries, risk narratives, meeting prep, and next-best-action recommendations
- Help operationalize the CS operating model, including lifecycle stages, health and risk models, renewal readiness, executive engagement, customer prioritization, and value tracking
- Partner with CS, RevOps, Data, Support, Product, and other teams to connect the right data into the right workflows
- Work across systems such as Salesforce, Gainsight, Clari, Gong, Zendesk, Snowflake, Slack, Zoom, Google Workspace, Claude, ChatGPT, and other AI/automation tools
- Establish prompt structures, QA checks, feedback loops, and documentation to ensure AI outputs are useful, accurate, and scalable
- Gather feedback from CSMs and leaders, iterate quickly, and continuously improve workflows based on real team usage
- Help CSMs spend less time on manual reporting, prep, and coordination, and more time on high-value customer engagement
Requirements
What you’ll need- 2–6+ years of experience in Customer Success Operations, Revenue Operations, Support Operations, Technical Account Management, Solutions Consulting, Customer Success, Technical Support, or a similar role
- Demonstrated experience using AI tools to build practical workflows, automations, internal tools, summaries, agents, or business processes
- Strong builder/operator mindset with a bias toward fast prototyping and iteration
- Comfort working with CRM, CS, support, revenue, or data systems
- Ability to take loosely defined ideas and turn them into structured execution
- Strong systems thinking across process, data, tools, and user experience
- Comfortable operating in ambiguity and making pragmatic tradeoffs
- Strong cross-functional communication and documentation skills
- High ownership, attention to detail, and willingness to incorporate feedback quickly.
Benefits
Comp & perks- medical, dental, and vision insurance
- paid parental leave
- flexible time off
- 401(k) plan with employee and company contribution opportunities
- life and disability insurance
- tuition reimbursement
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
Workflow AutomationAI ToolsData SystemsProcess ImprovementCustomer Success Metrics
Soft Skills
Strong CommunicationAttention to DetailAdaptabilityOwnershipIterative Mindset