Whip Around

Support R&D and Engineering operations through KPI reporting, process improvement, data quality, project coordination, and practical AI workflow adoption. | Requires 3+ years in operations or analytics, strong reporting and technical-team collaboration, and hands-on generative AI and agent workflow experience. | Who is Whip Around? Whip Around is an award-winning, easy-to-use fleet maintenance software company that connects drivers, mechanics, and fleet managers to improve the uptime of vehicles and equipment. Founded in 2016 and headquartered in San Diego, CA, we’re on a mission to keep the world’s fleets moving. Team culture is at the heart of our success, with personal improvement being just as important as company outcomes. We boast a senior leadership team with experience from numerous successful global businesses, and we continue to double down on our vision to bring simplicity and efficiency to fleet management and compliance — increasingly powered by data and artificial intelligence. Why this role is important to us: Reporting to the Director of Operations, the Operations Manager helps improve our internal AI tools and agents while supporting our R&D and Engineering teams with operational measurement, analytics and reporting. Working closely with the Director of Operations and our technical teams, this role helps investigate, implement, validate and continuously improve internal AI solutions, while supporting the data, systems and processes that keep them accurate and reliable. A key part of the role is supporting Whip Around’s AI enablement efforts across customer-facing teams. Under the direction of the Director of Operations, the Operations Manager will help identify practical opportunities for AI and automation, turn promising experiments into reliable, repeatable solutions, and embed those tools into everyday workflows to save time and improve consistency. We’re looking for someone with hands-on experience helping teams put AI into practical use, improve the quality and reliability of AI-assisted workflows, and demonstrate measurable value from the solutions they implement. What success looks like: Operational Delivery & Support • Support the Director of Operations in keeping workflows, resources and projects on track and aligned to team goals and developing initiatives. • 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, systems and vendors to ensure we receive appropriate value from our investments. • Identify new opportunities for AI within assigned areas of responsibility and help design and implement practical solutions.. AI Enablement & Use-Case Delivery • Support the rollout and adoption of AI and automation tools across the team, providing guides, training and hands-on support people need to use them confidently and effectively. • Help identify and prioritize practical AI use cases tied to clear outcomes — reducing manual effort, improving consistency and saving time or cost. • Deliver early, practical “quick wins” in the first few months, then help establish repeatable processes for monitoring evaluating and improving solutions already in use.. • Help ensure live AI tools and agents have access to accurate, current and appropriate information so they remain reliable and trusted by the people using them. • Maintain clear communication with stakeholders across the business to ensure AI agents and workflows remain aligned with current data, processes and organizational changes. Process Improvement & Systems • Map and improve core operational processes, identifying bottlenecks where automation or AI could reduce manual administration and sharing recommendations with the Director. • Support R&D and Engineering AI initiatives and help teams improve reporting and data quality. • 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 and coordinate new AI agent requests and intake as they arise. Data, Reporting & Stakeholder Support • Help develop and maintain meaningful R&D and Engineering metrics and reporting, using data from development and work-management systems to provide visibility into delivery, capacity, workflow health and operational trends. • Build strong relationships with R&D and engineering to develop a deep understanding of their of their workflows, needs and challenges, and help design AI-assisted reporting that provides useful operational insights while supporting broader company reporting requirements. • Conduct regular audits of key business data and operational data to ensure accuracy , working with relevant teams to identify and resolve sources of variance. • Help prepare monthly and quarterly analytics for the Director and senior leadership, communicating findings clearly to both technical and non-technical audiences. Collaboration & Team Support • Work closely with the Director of Operations and partner with other Operations Managers 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 • Follow and help maintain responsible-use, data privacy and quality controls for AI and automation, so the tools we use stay safe and trustworthy. • Support compliance with applicable data privacy regulations and partner with the Tech team on security where needed. • Identify and escalate operational risks early and perform other duties as assigned to support projects and departmental needs. What you’ll bring to the role: Critical Competencies: R&D Operations & Insights • Partner with Engineering and R&D stakeholders to understand how work moves through the development lifecycle and identify opportunities to improve visibility, efficiency, and operational effectiveness. • Develop and maintain meaningful reporting and metrics around R&D activity, capacity, delivery, workflow health, and team performance. • Analyze operational and development data to identify trends, bottlenecks, inconsistencies, and opportunities for improvement. • Translate data and operational findings into clear, useful insights for both technical teams and business stakeholders. • Help improve the quality and consistency of development and ticketing data so that reporting and AI-generated insights are reliable. • Support process improvement initiatives across R&D without adding unnecessary administrative burden to engineering teams. • Comfortable working with structured business and operational data using SQL, spreadsheets, reporting platforms, or BI tools. AI Enablement & Agent Development • Hands-on experience using generative AI tools to solve business or operational problems. • Experience building, configuring, training, testing, and refining AI agents or AI-assisted workflows. • Strong working knowledge of Claude and the ability to build and iteratively improve Claude-based projects, agents, workflows, or other AI solutions. • Ability to evaluate AI-generated outputs for accuracy, usefulness, consistency, and appropriate use of source context. • Experience improving AI performance through prompt design, instructions, context management, source-data refinement, testing, and feedback. • Understanding of hallucination risk and practical approaches for improving the reliability of AI-generated outputs. • Experience designing AI workflows that incorporate human review or approval where appropriate. • Ability to identify practical opportunities where AI can reduce manual work, improve reporting, surface useful insights, or support better decision-making. • Comfortable experimenting with new AI capabilities and determining whether they provide meaningful business value. Engineering & R&D Collaboration • Experience working closely with software engineering, product, technical, or R&D teams. • Ability to translate between technical and non-technical stakeholders and turn business needs into clear requirements, workflows, reporting, or process improvements. • Strong stakeholder-management skills, including the ability to influence, coordinate, and move work forward without direct authority. • Comfortable asking technical teams for information, clarification, or assistance while respecting competing priorities and engineering ownership. • Able to independently investigate problems, gather available context, and clearly define what assistance is needed before escalating to Engineering. • Comfortable operating as a collaborative peer within a technical environment rather than as a people manager. Professional Skills • Well organized and dependable, with the ability to manage multiple priorities and bring structure to ambiguous problems. • Excellent interpersonal and written communication skills, with the ability to build productive working relationships across technical and business teams. • Able to communicate technical concepts and analytical findings clearly to both technical and non-technical audiences. • High level of integrity, attention to detail, and accuracy. • Curious and comfortable learning unfamiliar systems, tools, and business processes. • Comfortable working in a fast-moving environment with a bias toward practical, measurable results. • Collaborative, resourceful, and comfortable working independently while knowing when to involve subject-matter experts. Preferred and Differentiated Competencies: • Experience with Atlassian products such as Jira and Confluence. • Experience with Atlassian Rovo, Rovo agents, or similar AI-enabled work-management platforms. • Experience with engineering analytics, developer productivity, or R&D reporting platforms such as Jellyfish or similar tools. • Experience developing metrics or reporting around software delivery, engineering capacity, cycle time, throughput, planning, or development workflows. • Experience with Claude and other major generative AI platforms. • Experience with AI agent builders, workflow automation platforms, or low-code/no-code automation tools. • SQL experience and familiarity working with relational or structured datasets. • Experience with BI and visualization platforms such as Power BI, Tableau, Looker, or similar tools. • Familiarity with APIs, integrations, or data pipelines sufficient to collaborate effectively with technical teams; hands-on software development experience is not required. • Experience with process improvement, operational analytics, program coordination, or project management. • Experience working in SaaS, software development, technology, or other fast-moving product environments. • Familiarity with Agile development practices and software-development lifecycle concepts. • Experience with AI governance, data governance, security, privacy, or compliance practices is a plus. Requirements • Bachelor’s degree in Business, Operations, Analytics, Information Systems, Technology, or a related field, or equivalent practical experience. • 3+ years of experience in business operations, R&D or engineering operations, analytics, business systems, program management, AI enablement, or a related field. • Hands-on experience using generative AI tools to create or improve business workflows, reporting, analysis, or internal processes. • Experience working cross-functionally with technical teams and translating operational needs into practical solutions. • Experience working with operational data and using it to produce meaningful reporting, recommendations, or process improvements.. Location & Work Arrangement · Location: Remote, with preference in US Central or Eastern time zones · Hours: Full-time. Occasional early or late calls to overlap with New Zealand colleagues. · Travel: Minimal. Benefits • Compensation: $100K - $115K USD, depending upon experience and location • Unlimited PTO: Use your paid time off when you need it • Subsidized Healthcare: A variety of subsidized medical plans to fit your needs • Retirement Support: 401(k) matching to help you invest in your future. • Family Friendly: Paid parental leave and caregiver support • Growth & Development: Professional development plans and resources to support continuous learning. Even if you don't meet every single requirement, we encourage you to apply - Whip Around is a place for learning, growth and building what's next. Following your application, a member of the Whip Around team will be in touch. If you have any accessibility requirements you can then let us know, so we can assist throughout the process. We participate in E-Verify and will verify employment eligibility via the I-9 Form.

Own and optimize digital prospect lifecycle to drive pipeline and conversion through paid acquisition and funnel improvements. | 10+ years in B2B SaaS growth marketing with expert proficiency in Salesforce and marketing automation platforms. | Whip Around is looking for a Senior Manager, Growth Marketing to own and optimize the digital engine that turns prospects into qualified pipeline and customers. This role will be responsible for understanding and improving the full prospect lifecycle - from acquisition and engagement through conversion and pipeline. You’ll use data to identify where opportunities are being created, where prospects are dropping off, and where we can improve the buyer journey to drive stronger business outcomes. You’ll lead the strategy, execution, measurement, and continuous optimization of our digital acquisition programs while working closely with Sales, Customer Success, Product Marketing, the broader Marketing team, and external agency partners. We’re looking for someone who can move comfortably between strategy and execution: digging into funnel and attribution data, launching and optimizing campaigns, improving lifecycle programs, and partnering with Sales to increase lead-to-pipeline conversion. What You Will Own Growth, Acquisition & Pipeline Own performance across the digital prospect lifecycle, from initial acquisition through qualified lead, opportunity, pipeline, and customer conversion. Develop, launch, test, and continuously optimize digital campaigns targeting Whip Around's key buyers across fleet, transportation, logistics, construction, and related industries. Analyze funnel performance by channel, campaign, audience, industry, and buyer segment to identify opportunities for growth and conversion improvement. Establish clear performance benchmarks and reporting across acquisition, conversion, pipeline contribution, CAC, and channel efficiency. Identify and test new digital channels, audiences, campaigns, and growth opportunities that can expand qualified pipeline. Partner closely with Sales to monitor lead handling, speed-to-lead, MQL-to-SQL conversion, opportunity progression, and overall funnel performance. Digital Marketing & Optimization Own the ongoing performance and optimization of paid digital programs, with the ability to independently launch, manage, and optimize campaigns across Google Ads and LinkedIn Campaign Manager. Own website conversion strategy and continuously improve prospect journeys, landing pages, calls to action, forms, and conversion paths. Use experimentation and performance data to improve the experience from first interaction through sales engagement and customer conversion. Partner on SEO strategy, including keyword priorities, technical and content opportunities, competitive positioning, and organic performance measurement. Coordinate internal and external resources responsible for executing SEO initiatives. Manage external digital marketing agencies and vendors, establishing clear objectives, performance expectations, accountability, and ROI. Lifecycle, Nurture & Attribution Own prospect nurture strategy across the buyer lifecycle, developing and optimizing programs based on audience, intent, lifecycle stage, and acquisition channel. Build programs that keep Whip Around top of mind with prospects who are not yet ready to buy and create clear paths for re-engagement. Develop and maintain attribution and performance reporting across marketing channels to provide visibility into what is generating qualified pipeline and revenue. Build and analyze Salesforce reporting and dashboards to understand lead, opportunity, pipeline, and campaign performance. Partner with Marketing and Sales Operations to maintain accurate lead tracking, lifecycle stages, campaign attribution, and funnel reporting. Translate performance data into actionable recommendations for Marketing, Sales, and company leadership. Sales, Customer & GTM Partnership Partner closely with Sales leadership and frontline teams to improve lead quality, follow-up processes, conversion rates, and feedback loops between Sales and Marketing. Support Customer Success and Expansion teams with targeted campaigns, sales enablement, and customer communications designed to drive adoption, retention, and expansion. Support go-to-market planning and execution for key Whip Around product launches and strategic initiatives. Translate product positioning and buyer insights into digital campaigns and lifecycle programs that generate awareness, engagement, and pipeline. Collaborate with the broader Marketing team on event lead capture, campaign attribution, follow-up strategy, and post-event nurture to maximize pipeline generated from events and sponsorships. Ensure a consistent and effective prospect experience across marketing, sales, and customer touchpoints. What We're Looking For 10+ years of experience in growth marketing, digital marketing, demand generation, or a related B2B marketing discipline. Demonstrated experience owning the full acquisition and conversion funnel, with clear accountability for pipeline and revenue outcomes. Strong B2B SaaS experience preferred, particularly within fleet management, transportation, logistics, construction, operations, or related technology markets. Deep understanding of paid acquisition, SEO, website conversion, lifecycle marketing, attribution, and digital demand generation. Expert-level knowledge of Pardot (Marketing Cloud Account Engagement), HubSpot, and Salesforce, including campaign management, marketing automation, lead lifecycle management, reporting, and attribution. Advanced proficiency with Salesforce reporting and dashboards, with the ability to independently analyze marketing-to-sales funnel and pipeline performance. Hands-on experience launching and optimizing Google Ads and LinkedIn advertising campaigns, including targeting, testing, conversion tracking, budget optimization, and performance analysis. Strong understanding of B2B funnel metrics, including MQL-to-SQL conversion, opportunity conversion, pipeline velocity, CAC, channel ROI, and attribution. Experience building and optimizing lead nurture and lifecycle programs across different audiences, channels, and buying stages. Experience managing digital agencies, consultants, and external vendors with clear performance expectations. Strong analytical skills and the ability to translate complex performance data into clear insights and recommendations. Proven ability to work cross-functionally with Sales, Customer Success, Product, and Marketing teams. Proficiency using generative AI tools, including ChatGPT and Claude, to improve marketing productivity, research, analysis, campaign development, content workflows, and experimentation. Strong project management skills with the ability to manage multiple campaigns and priorities simultaneously. A test-and-learn mindset with the ability to turn data into decisions and decisions into action. Comfortable operating as both a strategic owner and hands-on contributor in a fast-moving environment. What Success Looks Like Success in this role means Whip Around has a clear, measurable, and continuously improving path from digital engagement → qualified lead → sales opportunity → pipeline → customer. You'll help us understand not just how many leads we're generating, but which audiences, channels, campaigns, and experiences are creating the highest-quality opportunities and revenue then use those insights to continually improve how we acquire and convert Whip Around's next generation of customers. Compensation: $135K - $150K USD base, depending upon experience and location, variable compensation included Unlimited PTO: Use your paid time off when you need it Subsidized Healthcare: A variety of subsidized medical plans to fit your needs Retirement Support: 401(k) matching to help you invest in your future. Family Friendly: Paid parental leave and caregiver support Growth & Development: Professional development plans and resources to support continuous learning. Even if you don't meet every single requirement, we encourage you to apply - Whip Around is a place for learning, growth and building what's next. Following your application, a member of the Whip Around team will be in touch. If you have any accessibility requirements you can then let us know, so we can assist throughout the process. We participate in E-Verify and will verify employment eligibility via the I-9 Form.