Bonusly

Compensation

Full Description

About the Role Bonusly is undertaking a full rip-and-replace migration from Gainsight into a new Customer Success Platform (CSP) or HubSpot Service Hub. We’re looking for an experienced CS Operations contractor who can balance strategy, technical execution, and project leadership. This person will act as project manager, architect, and hands-on operator—owning scoping, data and process design, configuration, testing, and migration work. You’ll partner closely with RevOps, CS leadership, and cross-functional stakeholders to ensure a smooth transition with minimal disruption to our teams. Location: Remote Type: Contract (3 months, option to extend an additional 3 months) Compensation: $75-$125/hour What You’ll Own End-to-end project management of the Gainsight migration, including timeline, dependencies, risk management, and stakeholder communication System / data discovery: Document current-state workflows, objects, reports, playbooks, and automations Solution design: Recommend the future-state architecture within HubSpot or the chosen CSP Data model & schema design: Define tables, associations, and field mappings Migration execution: Lead data cleansing, ETL prep, QA, and validation Platform configuration: Build workflows, automations, health scoring, dashboards, playbooks, and reporting Integration oversight: Work with internal teams or contract developers to oversee integrations between CSP, HubSpot, Chargebee, product data, and other systems Cross-functional enablement: Provide documentation, training materials, and post-launch QA Reporting & analytics: Create dashboards and insights that help CS and leadership track adoption, risk, and customer outcome Must-Have Experience 3–5+ years in Customer Success Operations or Revenue Operations Hands-on Gainsight admin/configuration experience (objects, Rules Engine, Journey Orchestrator, Scorecards) Proven project management experience running complex, multi-system migrations Integration experience (iPaaS tools, API-based workflows, product data pipelines, Chargebee, CRM, etc.) Strong understanding of CS workflows, lifecycle management, and health scoring models Ability to work independently, manage timelines, and communicate clearly with both technical and non-technical stakeholders Nice to Have Experience with ChurnZero, HubSpot Service Hub, or other CSPs Intercom configuration experience SQL proficiency for data manipulation and QA Familiarity with SaaS customer lifecycle processes (renewals, expansion, onboarding) Who Will Be Successful Someone who: Balances strategic thinking with hands-on execution Can run a structured project while also doing the configuration work themselves Knows data models and CS operations deeply enough to design for long-term scalability Is comfortable guiding stakeholders and making recommendations grounded in efficiency and impact Can move quickly while keeping quality high