AI Enablement & Customer Success Ops Manager

Whip Around; Northern (KY); Hybrid; USD 70,000 - 100,000; Full time

Job summary

Whip Around is a fleet maintenance software company seeking an Operations Manager to support AI enablement, maintain Customer Success tools, and optimize cross‑team processes.

You will partner with the Director of Operations and teams across Sales, Customer Success, Finance and Product Operations to deliver practical AI use cases, monitor performance, and ensure reliable data flows. This role emphasizes actionable automation and scalable systems.

Responsibilities

• Manage day-to-day operations within the Customer Success tools, supporting the Director of Operations to keep workflows, resources and projects on track and aligned to team goals.
• Track and report on operational KPIs against targets set with the Director, flagging performance gaps and helping put corrective action in place.
• Help manage operational budgets and tools, keeping an eye on spend and making sure we get good value from our systems and vendors.
• Support the rollout and adoption of AI and automation tools across the team, providing guides, training and hands‑on help people need to use them confidently.
• Help identify and prioritise practical AI use cases tied to clear outcomes — reducing manual effort, improving consistency and saving time or cost.
• Take promising experiments through to reliable, repeatable use cases: gathering requirements, validating outputs, supporting rollout, and maintaining, updating and improving the tools once they’re live.
• Deliver early, practical “quick wins” in the first few months, then help establish simple routines for monitoring and improving the solutions in use.
• Keep live AI tools fed with accurate, current information so they stay reliable and trusted by the people using them.
• Map and improve core operational processes, spotting bottlenecks where automation or AI could replace manual administration and sharing recommendations with the Director.
• Help maintain and improve core systems (e.g., Salesforce, Hubspot, Jira, Mixmax), and flag integration gaps or usability issues in the tech stack.
• Document processes, tools and standard operating procedures so that knowledge is captured, repeatable and easy for the team to follow.
• Manage and monitor new system integrations for the Customer Success team as they arise.
• Gather data needs from teams across the business and turn them into clear reports, dashboards and useful insights.
• Run regular audits of key business data to ensure accuracy, and work with teams to find and resolve sources of variance.
• Help prepare monthly and quarterly analytics for the Director and senior leadership, explaining findings clearly to both technical and non-technical audiences.
• Work closely with the Director of Operations and partner with Sales, Customer Success, Finance and Product Operations to keep work coordinated across teams.
• Bring structure, timelines and follow-through to operational projects so they stay on track.
• Provide documentation, support and training for internal users.
• Compliance & Quality

Job description

Whip Around is a fleet maintenance software company seeking an Operations Manager to support AI enablement, maintain Customer Success tools, and optimize cross‑team processes.

You will partner with the Director of Operations and teams across Sales, Customer Success, Finance and Product Operations to deliver practical AI use cases, monitor performance, and ensure reliable data flows. This role emphasizes actionable automation and scalable systems.