Operations Manager, Customer Success – AI Enablement

🕒 September 16

🇺🇸 United States – Remote

💵 $105k - $125k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

🏆 Customer Success

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Whip Around

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2016

📦 Logistics

💼 Consulting

🚗 Transport

💰 $14M Series B on 2021-12

Logistics • Consulting • Transport

Whip Around is a comprehensive fleet management software provider focused on optimizing vehicle and equipment maintenance. Their platform offers solutions for fleet maintenance, inspections, fuel management, compliance, reporting, and integrations. Whip Around enables companies to manage documentation, track fuel usage in real time, and ensure compliance with safety and regulatory standards, helping to increase efficiency, performance, and profitability. The platform is tailored to the needs of various roles such as drivers, fleet managers, mechanics, and executives, providing real-time data and analytics to improve decision-making and reduce downtime.

📋 Description

• Manage day-to-day operations within Customer Success tools and support the Director of Operations in keeping workflows, resources, and projects on track • Track and report operational KPIs, flag performance gaps, and help implement corrective actions • Help manage operational budgets, tools, systems, and vendors • Roll out and support adoption of AI and automation tools through guides, training, and hands-on assistance • Identify, prioritize, prototype, validate, deploy, maintain, and improve practical AI use cases • Deliver early AI and automation quick wins and establish monitoring and improvement routines • Maintain accurate, current information in live AI tools • Map and improve operational processes and identify automation opportunities • Maintain and improve Salesforce, HubSpot, Jira, Mixmax, and related systems • Manage and monitor Customer Success system integrations • Document processes, tools, and standard operating procedures • Gather data needs and produce reports, dashboards, and insights • Audit business data, resolve variances, and prepare monthly and quarterly analytics • Collaborate with Operations, Sales, Customer Success, Finance, Product Operations, Tech, and senior leadership • Coordinate operational projects, timelines, dependencies, risks, and changes • Provide documentation, support, and training for internal users • Help maintain responsible-use, data privacy, security, compliance, and quality controls for AI and automation

🎯 Requirements

• Bachelor’s degree in Business Information Systems, Operations Management, Analytics, Computer Science, or a related field, or equivalent practical experience • 5+ years of hands-on experience in Salesforce administration, business systems, Customer or Revenue Operations, automation, data, or a related technical operations role • Demonstrated experience administering and improving production Salesforce environments, including automation, data management, security and permissions, reporting, integrations, troubleshooting, and ongoing user support • Experience owning or substantially contributing to system implementations, integrations, migrations, or significant platform changes from requirements gathering through testing, deployment, documentation, and ongoing support • Hands-on experience delivering automation or AI solutions for real-world business workflows • Experience designing, building, or deploying generative AI or agentic solutions strongly preferred • Strong hands-on Salesforce administration experience, equivalent to Salesforce Administrator certification-level knowledge or higher • Experience with Salesforce configuration including custom objects and fields, Lightning pages, permissions and security, Flow automation, validation rules, reporting, dashboards, data management, and general platform administration • Experience integrating Salesforce with Customer Success platforms and other business systems • Experience implementing, configuring, or significantly expanding Customer Success applications and workflows • Familiarity with data validation frameworks or QA checkpoints • Experience with model evaluation, performance monitoring, AI observability, quality assurance, hallucination risk management, prompt optimization, fine-tuning, and guardrails • Ability to work independently from high-level technical or process direction • Strong troubleshooting, analytical, problem-solving, organizational, interpersonal, written communication, attention to detail, and data integrity skills • Experience with process improvement and project coordination • Solid understanding of data and metadata, including auditing, cleansing, visualization, transformation, and manipulation • Preferred: enterprise security, governance, privacy, compliance, access-control practices; Git; API-based integrations; SOQL, SOSL, Apex, Lightning Web Components; Microsoft SQL Server or PostgreSQL; advanced Microsoft Excel; Tableau or Power BI; SaaS, Customer Success, Revenue Operations, or Business Systems experience

🏖️ Benefits

• Unlimited PTO: Use your paid time off when you need it • Subsidized healthcare: A variety of subsidized medical plans to fit your needs • 401(k) matching • Paid parental leave and caregiver support • Professional development plans and resources to support continuous learning