
User Operations Generalist - Enterprise Billing & Product (Contract)

User Operations Generalist - Enterprise Billing & Product (Contract)

User Operations Generalist - Enterprise Billing & Product (Contract)
Perplexity
About the Team
The User Operations team at Perplexity AI is the frontline of our user experience. We ensure that our AI-powered search and answer engine delivers real value to millions of consumer users and a growing base of Enterprise Pro customers. Our team operates across 3-4 active support channels—email, in-app messaging, Slack, and community—and collaborates closely with Product, Engineering, Finance, and Enterprise GTM to turn user feedback into product improvements. We're a lean, fast-moving group at a startup that ships constantly, so everyone on the team wears multiple hats and contributes well beyond just resolving tickets.
About the Role
- You see the gap—whether it's a missing Help Center article, a broken billing workflow, or a pattern in enterprise tickets—and you move to fix it
- You're self-motivated and take initiative, but you also know when to ask questions and communicate effectively with the team
- You keep people informed, surface blockers early, and make sure nothing falls through the cracks
- You thrive when given ownership and trust—we won't hold your hand, and you wouldn't want us to
Key Responsibilities multi-channel User Support
- Provide fast, accurate, and empathetic support across all active channels (email, chat, Slack, community)
- Handle a broad range of user inquiries: account issues, product questions, feature guidance, bug reports, and general troubleshooting for both consumer and enterprise users
- Triage and prioritize incoming volume effectively, ensuring response and resolution times stay on target
- Develop deep product knowledge to assist users confidently across all areas of the platform, including Enterprise Pro features and configurations
Enterprise Customer Support
- Serve as a primary support contact for Perplexity Enterprise customers, working with them via tickets, Slack, and calls to resolve complex technical and product questions
- Build durable relationships with enterprise users and stakeholders, advising on best practices and helping them maximize value from the platform
- Own end-to-end troubleshooting for enterprise issues: reproduce problems, isolate root causes, collaborate with engineers, and communicate clear, low-jargon explanations
- Capture structured feedback from enterprise customers and champion their needs in roadmap discussions with Product
- Support enterprise onboarding, configuration questions, and adoption—guiding teams through SSO setup, workspace management, and platform best practices
- Escalate complex enterprise issues appropriately while maintaining ownership of resolution and follow-through
Billing & Subscription Support
- Own billing-related inquiries for both consumer and enterprise customers: subscription management, payment failures, refunds, cancellations, plan changes, and account modifications
- Investigate and resolve billing discrepancies using Stripe and internal tools, including enterprise invoicing and multi-seat licensing scenarios
- Manage chargeback cases—investigation, documentation, and representment
- Handle multi-currency and international billing scenarios as needed
- Align with your Consumer billing counterpart on escalation paths, refund policies, and documentation standards to deliver a consistent experience across consumer and enterprise—and surface cross-cutting trends so insights from one side drive improvements on the other
Product Support & Issue Identification
- Troubleshoot product and feature issues, reproduce bugs, and guide users through workarounds
- Spot patterns across tickets—recurring bugs, confusing UX, billing errors, enterprise-specific pain points—and flag them to Product and Engineering with clear, actionable context
- File bugs and tasks in Linear with enough detail for engineering to act on them
- Contribute feedback from support interactions to inform product roadmap prioritization
Documentation & Help Center
- Write and maintain Help Center articles, FAQs, and guides covering billing, product features, account management, enterprise onboarding, and common troubleshooting
- Design and maintain use-case flows, playbooks, and internal runbooks that help teammates and customers solve recurring challenges faster
- Build internal documentation—SOPs, decision trees, macros, escalation playbooks—to keep the team consistent as we scale
- Proactively update documentation as new features, billing models, and enterprise configurations launch
Process Improvement & Collaboration
- Identify workflow inefficiencies and propose improvements—better macros, smarter routing, automation opportunities, self-service solutions
- Share knowledge with teammates and contribute to raising the team's capabilities across billing, product, and enterprise support
- Collaborate cross-functionally with Engineering, Product, Finance, and Enterprise GTM to resolve complex issues and improve the user experience
- Track and report on support KPIs (response time, CSAT, resolution rates) and propose data-driven process improvements
- Help build and refine support processes as the team and product grow
Qualifications required
- 3+ years in customer support, user operations, or a similar generalist support role—ideally in tech or SaaS
- Meaningful experience handling billing and payment support (subscription management, refunds, disputes)
- Experience supporting enterprise or B2B customers, including working directly with business stakeholders on complex, multi-touch issues
- Working knowledge of Stripe or a comparable payment platform
- Experience supporting users across multiple channels simultaneously in a fast-paced, high-volume environment
- Strong written communication—clear, concise, and adaptable to the audience (end users, enterprise stakeholders, engineers, leadership)
- Self-motivated and independent: you manage your own priorities, take initiative, and deliver without waiting for direction—but you proactively ask questions for clarity and process alignment
- Effective internal communicator: you keep the team informed, surface context and blockers early, and make sure nothing slips
- Experience creating user-facing and internal documentation (Help Center content, SOPs, templates, guides)
- Comfortable spotting trends and patterns in ticket data and translating them into actionable feedback or process improvements
- Adaptable to a startup environment: comfortable with ambiguity, shifting priorities, and rapid change
Preferred
- Experience with Intercom, Linear, Notion, and Google Sheets
- Familiarity with AI/ML products, LLMs, or search technologies
- Ability to translate complex technical concepts—APIs, SSO/SAML, cloud integrations—into clear, actionable guidance for non-technical stakeholders
- Knowledge of enterprise identity (SSO/OAuth) and cloud-storage ecosystems (Google Drive, SharePoint, Dropbox)
- Experience at an early-stage or high-growth startup
- Background in chargeback management or dispute resolution
- Proficiency with data analysis tools (SQL, Looker, Snowflake) is a plus
- Interest in support automation, workflow optimization, or tooling improvements
- A generalist at heart who can flex across product, billing, enterprise, and technical support without missing a beat
- Strong and self-motivated—you take ownership, drive things forward, and don't wait to be told what to do
- Proactive—you see something that needs doing and you do it, whether it's a missing Help Center article, a broken workflow, or an enterprise customer who needs follow-up
- A clear, effective communicator internally—you keep the team in the loop, share context generously, flag issues early, and ask smart questions when something is unclear
- Independent but not siloed—you don't need hand-holding, but you understand that asking questions and aligning on process makes the whole team stronger
- Comfortable building relationships with enterprise customers and acting as their advocate internally
- Curious and product-minded—you care about the user experience beyond the individual ticket
- Detail-oriented and efficient—you balance quality with speed in everything you do
- High ownership and a "do-what-it-takes" mindset in ambiguous situations




