Senior Sales Operations Specialist at Bestpass

Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence. Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership. Fleetworthy is shaping the future of fleet readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com. About the Role We’re looking for a highly motivated, analytical Sales Operations Specialist to join our growing team. This role sits within Revenue Operations and partners closely with Sales, Sales Enablement, Marketing, IT, Finance, and Customer Experience to improve operational efficiency, strengthen data integrity, and scale our revenue systems. You’ll be a hands-on Salesforce power user/admin who also loves connecting systems, improving processes, and applying automation/AI to help teams sell smarter. This is an ideal role for someone who is detail-oriented, curious, and eager to build best-in-class workflows and reporting across a modern GTM tech stack. What You’ll Do Lead CRM Data Hygiene & Governance • Drive ongoing data hygiene efforts including de-duplication, enrichment, lifecycle management, and compliance. • Establish and maintain data standards, field definitions, and operational guardrails in partnership with cross-functional teams. • Ensure pricing, products, and contract-related records are accurate and accessible for leadership. Drive CRM, Automation, and AI Improvements that Move the Needle • Support Salesforce workflows, automations, and user experiences that increase seller productivity and data quality. • Identify high-impact opportunities for AI-enabled enhancements (e.g., routing, enrichment, activity capture, pipeline hygiene, forecasting support). • Partner with stakeholders to translate business needs into scalable system solutions. • Support integration troubleshooting, monitoring, and documentation to ensure reliable data flow and clean handoffs between systems. Build Reporting, Insights, and Operational Confidence • Create and enhance Salesforce reports and dashboards to support pipeline visibility, activity tracking, funnel performance, and operational KPIs. • Support BI workflows and stakeholder reporting needs (e.g., Power BI). • Collaborate with data teams on data transformations/queries as needed (SQL-heavy environment). Project & Change Management + Enablement Partnership • Drive planning, prioritization, and delivery of RevOps system projects and enhancements. • Partner with Sales Enablement to monitor adoption, launch improvements, and deliver training and communications. • Build and maintain process documentation, tool training materials, and integration documentation. • Support user onboarding/offboarding across the revenue tech stack and maintain internal knowledge articles. Additional Revenue Operations Support • Maintain pricing and contract records in Salesforce and systems like LinkSquares (and/or DocuSign). • Perform other Revenue Operations and data-related tasks as needed. What You’ll Bring (Requirements) • 3+ years in a Revenue Operations / Sales Operations function with a focus on systems, process, and business operations. • Salesforce Administrator experience (3+ years) including configuration, customization, automations/flows, reports, dashboards, and security/access fundamentals. • 1 to 3 years of experience using AI tools (Clay, ChatGPT/Claude) to automate go to market tasks and build agentic workflows. • Strong working knowledge of Salesforce Sales Cloud (bonus for Revenue Cloud and/or Service Cloud). • Strong working knowledge of SQL (comfort writing queries to validate, troubleshoot, and analyze GTM data). • Strong proficiency with Excel (advanced formulas, pivot tables, data visualization). • Experience supporting and/or owning system integrations (APIs, middleware concepts, data mapping, sync behavior, error handling). • Experience with BI and reporting tools such as Power BI (or equivalent). • Strong project management skills: scoping, prioritization, documentation, stakeholder alignment, and execution. • Excellent interpersonal and communication skills, able to explain technical concepts to non-technical stakeholders. • Ability to thrive in a fast-paced environment with multiple priorities and evolving requirements. • A builder mindset: curiosity, strong ownership, and a passion for learning new technologies. Preferred Qualifications (Nice-to-Have) • Experience with Databricks (or modern data platforms/warehouses). • Experience with SOQL tooling and admin accelerators (e.g., Salesforce Inspector, Workbench, AppExchange tools). • Familiarity with data enrichment and routing best practices. What Success Looks Like • Salesforce is trusted: cleaner data, fewer duplicates, consistent definitions, and better governance. • The revenue tech stack “just works”: integrations are stable, documented, and easy to troubleshoot. • Sellers and leaders have clear visibility: dashboards and reporting are adopted and actionable. Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.