Director, Revenue Operations - REMOTE

S&S Healthcare•Cincinnati, OH

18h•$130,000 - $150,000•Remote

About The Position

Reflect Health is seeking a Director, Revenue Operations to lead the systems, data, and processes that power the company's revenue engine. This role will be responsible for HubSpot as the platform of record for pipeline management, quoting and pricing, partner visibility, and marketing execution. It is a hands-on, build-and-own role for an individual who wants to architect revenue operations infrastructure from the ground up and set the foundation for a future team. The company, Reflect Health, is the evolution of S&S Health, a trusted independent third-party administrator founded in 1994, with a national presence serving employers, TPAs, health systems, and benefit consultants across all 50 states.

Requirements

HubSpot Certification: Required (e.g., Sales, Marketing, or RevOps certification); hands-on platform depth prioritized over years of experience
Revenue Operations Expertise: Proven experience building revenue/sales/marketing operations infrastructure, ideally with a multi-product or complex pricing model
Quoting & Pricing Systems: Experience with quoting/CPQ tools (Quotivity a strong plus) and integrating pricing data with a CRM across varied revenue models
Integration & Workflow Experience: Experience connecting HubSpot with systems like Jira and designing intake-to-lifecycle automation; Power BI or Sage Intacct familiarity a plus
Reporting & Analytics: Track record building multi-pipeline reporting, dashboards, and forecasting models for executive decision-making
RFP/RFI Process Management: Experience managing RFP, RFI, or questionnaire response processes across multiple stakeholders
Communication & Leadership: Excellent communication skills; able to work cross-functionally and manage external partners; future potential to build a team as the function scales
Adaptability: Comfortable in a fast-paced, evolving, transformation-stage environment

Nice To Haves

Industry Knowledge: Familiarity with the TPA or self-funded health benefits industry is a plus, not required

Responsibilities

HubSpot Platform Ownership: Certified HubSpot administrator across Sales, Marketing, and Service Hubs; audit existing configuration (pipeline stages, dashboards, Pricebook) and build a scalable system of record
Quoting & Pricebook Integration: Own and extend quoting/pricebook through Quotivity, building on Pricebook to support multiple revenue types (PEPM, PMPM, savings-based, hybrid) and bundled TPA solutions
Book of Business & Client Health: Load and integrate inforce book-of-business data from internal and partner sources into HubSpot to establish whitespace analysis and client health scoring for growth and retention
Pipeline Reporting: Standardize reporting across multiple pipelines (new business, renewals/expansion, partner-sourced), including quote-to-close ratios, win/loss insights, and executive dashboards
Partner & Expansion Pipeline Visibility: Build dedicated partner-sourced pipelines segmented by relationship type (broker, consultant, TPA, program manager, captive) and an expansion group pipeline with workload/capacity visibility
Intake & Lifecycle Workflow Design: Design structured HubSpot intake forms to replace email-based requests; build HubSpot-to-Jira connectivity for implementation, renewal, amendment, and termination workflows
Marketing Operations: Manage marketing campaigns within HubSpot, including workflow automation, segmentation, lead routing, and performance reporting
RFP, RFI & Questionnaire Management: Own the end-to-end process for RFPs, RFIs, and due diligence questionnaires across sales, compliance, and operations
Data Governance: Enforce required-field standards, naming conventions, and validation rules (deal type, product, funding type, revenue type, pricing structure) for data integrity and audit-readiness
System Governance, Training & Hygiene: Establish ongoing governance policies, user training, and ongoing data hygiene/maintenance routines to sustain HubSpot adoption, accuracy, and performance over time
Cross-Functional Partnership: Align systems and reporting with sales, marketing, finance, implementation, compliance, and the Transformation Office; manage outsourced HubSpot development partners where used
Data Privacy & Compliance: Handle book-of-business, client, and pipeline data per HIPAA and Reflect Health data privacy standards; partner with Compliance on access controls for PHI referenced in reporting
Other Duties: Perform other duties as assigned