Userpilot

People Operations

• Own onboarding and offboarding for employees and contractors across multiple jurisdictions (US, Ireland, and international contractor markets)
• Administer payroll inputs and coordinate with finance/payroll providers across regions, including PTO accrual, overtime, and benefits administration
• Maintain HRIS data accuracy and ensure records are current and audit-ready
• Manage and own recruiting operations: job postings, applicant tracking, interview scheduling, and candidate communications
• Draft and maintain HR documentation, including offer letters, contracts, policy documents, and handbooks
• Ensure compliance with local employment law across jurisdictions
• Support DSAR (Data Subject Access Request) processes and other data privacy obligations related to employee data
• Partner with managers on performance processes, employee relations matters, and policy questions
• Contribute to compensation benchmarking and equity/pay-band maintenance

People Operations Specialist

Sales Development Rep

• Generate qualified pipeline through outbound prospecting via email, phone, LinkedIn, and other channels
• Qualify inbound leads quickly and efficiently, routing high-potential prospects to the appropriate AE
• Research target accounts and build personalized outreach that speaks to the specific pain points of product, engineering, and growth teams
• Book and coordinate discovery calls and product demonstrations for Account Executives
• Maintain a consistent daily activity cadence and hit weekly and monthly pipeline targets
• Keep CRM records accurate and up-to-date in HubSpot at all times
• Participate in team training, enablement sessions, and pipeline reviews to continuously sharpen your craft
• Collaborate with Marketing to provide feedback on campaign performance and lead quality

Sales Development Representative, SDR

Account Executive

• Effectively handle a steady stream of inbound leads, guiding them through the sales process and converting them into satisfied customers.
• Hit and exceed sales targets by selling Userpilot’s software solutions to prospective customers.
• Establish strong connections with key decision-makers, understanding their needs and aligning them with our solutions.
• Deliver compelling product demonstrations that highlight the value of Userpilot’s offerings.
• Work closely with Customer Success, Product, and Marketing teams to ensure smooth customer onboarding.
• Keep your sales pipeline organized and up-to-date in our CRM system.

• Develop deep expertise and understanding of Userpilot’s features
• Own the full sales cycle for new prospects and current customers from discovery through close
• Drive expansion strategies within your book of business
• Consistent, weekly pipeline generation
• Manage a rolling forecast and consistently hit pipeline creation and bookings targets
• Navigate free trials and POC evaluations with prospects
• Lead value-based discovery to uncover customer challenges and align Userpilot's platform as the solution
• Build executive-level relationships across customer organizations
• Create and execute account plans that drive net new, expansion opportunities, and long-term growth
• Partner cross-functionally to address technical needs and deliver value realization
• Maintain timely and accurate records of activities in HubSpot and other sales tech tools

Senior Account Executive

Content Manager

• AI visibility (AEO, GEO, AIO)
• Build and run our Answer Engine Optimization (AEO) and Generative Engine Optimization (GEO) strategy, so ChatGPT, Google AI Overviews, Perplexity, and Gemini cite Userpilot in answers about product analytics, onboarding, and growth.
• Build the AI Optimization (AIO) signals underneath that: reviews, third-party mentions, Reddit presence, and consistent brand proof across the web.
• Track citation share and brand visibility across AI platforms using tools like Profound or Otterly.ai.
• Turn findings into specific content changes.
• AI content workflows
• Build and maintain Claude workflows for drafting, editing, tagging, and updating content across a large content library.
• Set the review checkpoints and quality standards that keep AI-assisted drafts accurate and on-brand before they reach an editor or a reader.
• Run our content update playbooks to keep older articles ranking and getting cited over time.
• Hiring and managing freelancers, agencies, and AI agents
• Hire and manage freelance writers and content agencies for new articles and content updates.
• Hire and manage video editors and agencies to produce YouTube content that supports the blog.
• Brief and manage AI agents for research, drafting, and repetitive content tasks.
• Review their output to the same standard as a freelancer's.
• Run and grow Userpilot's presence in relevant Reddit communities.
• Editorial craft
• Work with the Head of Marketing and Content Project Manager on content strategy, keyword research, topics, and formats.
• Write briefs and outlines for writers.
• Proofread and QA all content before it publishes to the Userpilot blog.
• Give writers specific feedback and coach them over time.
• Own each piece from brief to publication.

Content Editor

Customer Success Manager

• Manage a focused portfolio of high-value enterprise accounts across North America
• Build trusted relationships with senior stakeholders, develop account strategies, lead value reviews, and coordinate cross-functional resources to drive adoption, retention, and long-term growth
• Take the lead after implementation, helping customers expand their use of Userpilot and demonstrate value across their organization
• Monitor product adoption, stakeholder engagement, health signals, and commercial risk to identify issues early and coordinate the right response
• Guide customers through complex change, including broader rollout, new use cases, organizational shifts, and multi-team adoption
• Own renewal readiness and retention strategy in partnership with Sales. You lead the customer plan and risk mitigation; AEs own expansion and commercial negotiation
• Act as the voice of the customer with Product, Support, Implementation, and leadership, bringing structured insight rather than isolated requests
• Help raise the standard of enterprise Customer Success by mentoring peers and contributing to playbooks, processes, and team enablement

Senior Customer Success Manager – Enterprise

Chief Marketing Officer

• Own and evolve Userpilot’s global brand positioning, narrative, and visual identity.
• Lead the ideation and execution of creative, memorable, category-defining campaign concepts.
• Oversee the creation of premium content: reports, videos, benchmarks, case studies, playbooks, and narrative assets.
• Own the strategy, execution, and optimization of brand and demand gen communications across all paid marketing channels.
• Shift Userpilot from a capture-only motion to a demand creation engine.
• Lead and mentor a high-performing team across content, growth, design, ABM, and PMM.