Fleetio

Engineering Manager

• Serve as the founding project manager for the Engineering organization, standing up project cadence, tracking, and reporting practices from day one.
• Drive delivery of Solutions Engineering projects for our most strategic enterprise accounts — custom plans, integrations, and statement-of-work-based engagements involving internal engineers, external contract engineers, or a blend of both.
• Facilitate successful statement of work inception: ensure the right people are in the room for scoping, deliverables, estimation, and milestone definition, and hold the project accountable to what was committed.
• Support Platform Engineering initiatives with the same delivery discipline: milestone tracking, dependency management, risk management, and clear stakeholder communication.
• Deliver weekly business updates to executive and senior leadership across product and engineering, including the VP of Engineering and directors.
• Partner closely with Customer Success and Solutions Consulting — the customer-facing owners of day-to-day relationships — to drive clear expectations, well-organized asks, and strong business cases; join customer calls directly when brought in.
• Establish and maintain a clear communication plan for every project so no stakeholder is left guessing.
• Assess our project management tooling, work effectively around gaps while they exist, and make recommendations on how to set up our tooling for long-term success (with support teams available for configuration).

Senior Technical Project Manager, Engineering

Chief Marketing Officer

• Create repeatable frameworks that consistently bring new products to market.
• Develop commercialization plans that align Product, Marketing, Sales, Enablement, Customer Success, and Partnerships.
• Partner with Product leadership to ensure commercialization begins early in the product lifecycle, not at launch.
• Establish scalable launch readiness processes that support both major launches and continuous product innovation.
• Help shape pricing, packaging, and monetization strategies alongside Product, Finance, and Leadership.
• Own Fleetio's corporate messaging framework and customer value narrative.
• Develop positioning that shifts conversations from product features to business outcomes.
• Create messaging frameworks for company, platform, products, industries, and strategic initiatives.
• Build the First Call Deck and other foundational sales messaging used across the organization.
• Develop solution narratives for key growth areas including Maintenance, AI, Fleet Intelligence, Telematics, and Partnerships.
• Ensure messaging remains consistent across Marketing, Sales, Customer Success, Product, and Executive communications.
• Build repeatable sales plays that help Sales create pipeline and win deals.
• Partner closely with Sales Enablement to develop playbooks, talk tracks, discovery guides, objection handling, and value-selling content.
• Integrate messaging into MEDDPICC and other sales methodologies.
• Develop vertical messaging and industry-specific sales assets.
• Build and maintain a centralized repository of GTM messaging, presentations, and commercialization assets.
• Partner with field teams to continuously improve materials based on customer feedback.
• Serve as the connective tissue between Product, Marketing, Sales, Customer Success, Partnerships, and Executive Leadership.
• Build repeatable GTM planning rhythms across organizations.
• Help teams align around priorities, milestones, launch plans, and business outcomes.
• Partner with Demand Generation to ensure campaigns reinforce Fleetio's value narrative.
• Support partner commercialization through joint messaging, enablement, and go-to-market programs.
• Establish the commercialization function at Fleetio.
• Define operating processes, templates, and best practices.
• Identify opportunities to scale through AI, automation, and repeatable systems.
• Hire, coach, and develop a high-performing commercialization team as Fleetio grows.
• Create an environment focused on experimentation, learning, ownership, and measurable business impact.

Director, Product Marketing – GTM Strategy

Full-stack Engineer

• Design, build, and deliver high-quality mobile features using Swift and modern iOS technologies.
• Interest in contributing to Android or cross-platform solutions.
• Own complex technical initiatives from planning through implementation, testing, and release.
• Partner closely with Product and Design to deliver customer-focused solutions on a regular cadence.
• Design maintainable, scalable, and well-tested software that supports long-term product growth.
• Lead technical design discussions and contribute to architectural decisions across the mobile platform.
• Write automated unit tests that improve confidence and reliability.
• Leverage AI-powered development tools to accelerate implementation, testing, and documentation while maintaining high engineering standards.
• Proactively identify opportunities to improve application performance and stability.
• Mentor teammates through pairing, code reviews, technical discussions and knowledge sharing.
• Help define and evolve engineering best practices across the Mobile Engineering team.

Senior Software Engineer, Mobile

Product Manager

• Own the vision, strategy, and roadmap for Fleetio's telematics and connected-vehicle data end to end, from how the data gets in to the products built on top of it.
• Own Fleetio's connected hardware strategy, including white-label and OEM device relationships.
• Build data partnerships that bring telematics, OEM, and connected-vehicle data straight from the source, so fleets can connect.
• Take ambiguous, high-potential bets from 0→1: spot the opportunity, form and test hypotheses fast, and ship new partner-driven and connected capabilities from the ground up.
• Lead 0→1 discovery and delivery of the experiences this data unlocks: live fleet visualization and mapping, location intelligence and geofencing, vehicle health and sensor insights.
• Deepen and grow Fleetio's ecosystem of integrations and strategic partners from the tools fleets already use to OEM and telematics data providers.
• Own how this data is standardized so it's trustworthy, comparable, and actionable everywhere it shows up across Fleetio.
• Build and own strategic partner relationships, and serve as a credible product leader in front of partners.
• Turn complex, real-world data flowing in from partners and connected sources into trustworthy, standardized, and actionable intelligence across Fleetio.
• Partner with Design to make connected and partner-driven experiences intuitive, coherent, and genuinely useful.
• Partner with Product Marketing, Sales, and CX on positioning, launches, packaging, adoption, and retention.
• Serve as an ambassador for Fleetio's product and product team, and roll up your sleeves

Principal Product Manager, Telematics – Connected Ecosystem

Account Executive

• Know our software inside and out - you’ll be a solution expert for Fleetio and fleet management
• Conduct consultative sales to help Medium and Large organizations understand how Fleetio can help them
• Generate new pipeline through strategic outbound outreach (calls, emails, etc.)
• Perform web-based demos and presentations for prospects around the world
• Proactive and consistent follow-up via phone and email with prospects
• Negotiate pricing & close opportunities

Account Executive, Mid-Market

Marketing

• Own and evolve Fleetio’s lifecycle marketing strategy
• Design and optimize lifecycle programs across the full customer journey, including lead nurture, trial onboarding, activation, conversion, customer engagement, expansion, and retention
• Build segmented lifecycle and email journeys that support Fleetio’s product-led, mid-market, and enterprise go-to-market motions
• Develop personalized experiences based on customer behavior, lifecycle stage, persona, product usage, and buying intent
• Identify opportunities to improve funnel conversion, onboarding completion, product adoption, and customer expansion
• Partner closely with Product, Growth, and Customer Success teams to improve trial activation and conversion performance
• Build onboarding and engagement programs that help new users successfully set up accounts, adopt core workflows, and realize product value quickly
• Create behavioral and usage-based campaigns that guide users toward key activation milestones
• Optimize onboarding, nurture, and lifecycle email programs that improve activation, engagement, and free-to-paid conversion rates
• Build lifecycle programs that support both self-service and sales-assisted customer journeys
• Partner with Demand Generation, ABM, and Sales teams to create coordinated nurture and acceleration programs for mid-market and enterprise accounts
• Collaborate with Customer Marketing and Customer Success teams to support cross-sell, upsell, retention, and customer engagement initiatives
• Ensure lifecycle experiences align with broader integrated campaigns and GTM priorities
• Build and manage scalable nurture and email automation programs within Marketo, Gainsight, Salesforce, and related GTM systems
• Partner with Revenue Operations to improve lead scoring, lead routing, segmentation, attribution, and customer data strategy
• Evaluate and implement AI-powered workflows and automation opportunities that improve lifecycle efficiency and personalization
• Establish testing frameworks and experimentation strategies to continuously optimize customer journeys, email engagement, and campaign performance
• Define and report on key lifecycle metrics including activation, conversion, engagement, retention, and customer health indicators
• Analyze funnel and behavioral data to identify friction points and optimization opportunities across the customer journey
• Monitor and improve email marketing performance including deliverability, engagement, conversion, unsubscribe rates, and lifecycle progression metrics
• Translate customer insights into actionable recommendations that improve lifecycle performance and business outcomes
• Develop reporting and dashboards that connect lifecycle initiatives to pipeline, revenue, and customer growth metrics

Senior Lifecycle Marketing Manager

• You will take part in planning, designing, and implementing features to build out our Marketplace offering. Helping fleets and shops schedule, complete, and pay for service on the fleet's vehicles and equipment.
• You will collaborate closely with Product Managers, Designers, and other Engineers to consistently deliver high-quality software.
• You will engage in collaborative design and architecture of features.
• You will deliver well-tested, maintainable, and performant code.
• You will research, implement prototypes, and spikes as necessary to validate assumptions and technical feasibility.
• You will possess a strong voice in the development and planning processes.
• You will thoroughly review your peers’ code to ensure quality, consistency, and to share knowledge.

Senior Software Engineer, Payments

• Collaborate closely with Product Managers, Designers, Data Operations, and other Engineers to deliver high-quality product experiences.
• Design and implement features that improve user onboarding, product adoption, and long-term engagement.
• Help build experiments that validate product ideas and measure customer impact.
• Contribute to technical discussions and collaborate on solutions that balance customer value with technical excellence.
• Deliver well-tested, maintainable, and performant code.
• Prototype solutions and iterate quickly based on customer feedback and product insights.
• Participate in code reviews, share knowledge with teammates, and contribute to a collaborative engineering culture.

Software Engineer, Growth

• Collaborate closely with Product Managers, Designers, and other Engineers to consistently deliver high-quality software.
• Take part in planning, designing, and implementing fleet maintenance solutions for customers.
• Engage in collaborative design and architecture of features.
• Deliver well-tested, maintainable, and performant code.
• Research and implement prototypes and spikes as necessary to validate assumptions and technical feasibility.
• Possess a strong voice in development and planning processes.
• Thoroughly review your peers’ code to ensure quality and consistency and to share knowledge.

Senior Software Engineer – Fleet Maintenance

• Know our software inside and out - you’ll be a solution expert for Fleetio and fleet management
• Conduct consultative sales to help Small and Medium organizations understand how Fleetio can help them
• Generate new pipeline through strategic outbound outreach (calls, emails, etc.)
• Perform web-based demos and presentations for prospects around the world
• Proactive and consistent follow-up via phone and email with prospects
• Negotiate pricing & close opportunities

Account Executive, SMB

• Drive product growth across key parts of the customer journey, including activation, adoption, monetization, retention, and expansion
• Build and optimize growth loops that are repeatable, scalable, and measurable
• Develop a deep understanding of customer behavior, funnel performance, lifecycle moments, and value realization to identify high-leverage opportunities
• Collaborate cross-functionally with design, engineering, data, marketing, and customer-facing teams to develop effective strategies and deliver measurable outcomes
• Use quantitative analysis, qualitative insight, and product judgment to inform priorities and decisions
• Generate and test hypotheses through thoughtful experimentation and rapid iteration
• Contribute to growth strategy and roadmap decisions by identifying opportunities, recommending priorities, and driving execution within your area
• Guide initiatives through the full product lifecycle, from discovery and prioritization through launch, analysis, and optimization
• Communicate progress, trade-offs, learnings, and recommendations clearly to stakeholders and leaders
• Help raise the bar for experimentation rigor, evidence-based decision-making, and product quality across the team

Product Manager, Growth

• You’ll work closely with Product Managers, Designers, our Data Ops team, and other engineers to research, plan, design, and build features that drive user adoption of Fleetio’s product.
• You will quickly create user experiences throughout the app and experiment to increase engagement from trial users.
• You will build systems to provide customized onboarding for users during their trial period and spend time improving feature areas around various app modules to increase usage and reduce churn.
• The Growth engineering team is in its early stages, and you will have a strong voice in setting direction for both the team and the product experience.

Senior Software Engineer, Growth

Controller

• Lead and continue to mature the accounting organization, ensuring it can support a larger, more complex global business while maintaining accuracy, strong controls, and predictable execution.
• Oversee all aspects of the accounting function, including: Monthly close and financial reporting, Global consolidations and multi-entity accounting, Internal controls, compliance, and external audits, Tax operations and external advisor relationships, Billing, collections, accounts payable, accounts receivable, payroll, and related financial operations
• You'll be accountable for delivering timely, accurate financial reporting while continuously improving the efficiency and predictability of the accounting organization.
• Provide leadership across accounting for both our SaaS business and our growing payments platform.
• You understand the operational and accounting complexities of recurring revenue, payment settlements, reconciliation, money movement, processing fees, reserves, and financial controls. While you won't be expected to perform the technical accounting yourself, you'll lead teams with the expertise to execute at a high level as payment volume and business complexity continue to grow.
• Continue improving the accounting operating model by creating scalable processes, clear ownership, meaningful metrics, and strong cross-functional partnerships.
• You'll work closely with RevOps, Finance Systems, FP&A, and Strategic Finance to ensure accounting produces timely, reliable financial information that supports business decisions.
• Partner with Finance Systems to improve workflows, automation, data quality, and AI-enabled processes that reduce manual effort, strengthen controls, and improve visibility across the organization.
• Lead, coach, and develop a high-performing accounting organization.
• You'll create clear priorities, establish effective operating rhythms, strengthen accountability, and ensure the team has the structure and capabilities needed to support continued company growth.

Global Controller

Manager

• Own and operate Fleetio's Deal Desk function end-to-end — including deal review, approval routing, and exception management — while continuously improving the systems and processes that support deals at every size and level of complexity
• Own the commercial policy framework, including discount guardrails, approval matrices, and escalation paths that allow Sales to move fast with the right controls
• Serve as a senior commercial advisor to Sales, Partnerships, and executive leadership on complex, strategic, and non-standard deals — bringing independent commercial judgment and clear recommendations, not just process facilitation
• Support the full commercial lifecycle by reviewing new business, expansion, and renewal deals, ensuring consistent application of pricing policies and approval workflows across all GTM motions
• Analyze pricing, discounting, and deal performance data trends to surface opportunities for productivity improvements
• Leverage AI and automation tools to automate deal review triage, summarize non-standard contract terms, generate pricing scenario models, and reduce manual approval coordination
• Collaborate with the Partnerships teams to develop the commercial framework for partner-sourced and partner-influenced deals, including deal registration, pricing rules, and margin structures
• Define and report on internal metrics for the Deal Desk function — including deal approval SLAs and ARPU floors — and use data to continuously raise the bar on both speed and deal quality

Senior Manager, Deal Desk

• Own a portfolio of Mid-Market accounts with responsibility for retention, expansion, and net revenue growth
• Develop and execute strategic account plans that identify growth opportunities, stakeholder relationships, and expansion pathways
• Conduct account mapping to build multi-threaded relationships and expand engagement across departments, business units, and executive stakeholders
• Prioritize accounts and opportunities based on growth potential, customer objectives, and business impact
• Drive expansion strategy through proactive upsell, cross-sell, and product adoption initiatives
• Uncover and qualify new revenue opportunities by aligning Fleetio's solutions with customer business goals
• Achieve NRR objectives through renewals, expansion sales, and commercial negotiations
• Partner with Customer Success to maximize adoption, value realization, and expansion readiness
• Present business reviews, strategic recommendations, and product demonstrations to stakeholders at all levels, including executive leadership
• Serve as a trusted advisor by providing industry insights, best practices, and strategic guidance
• Travel approximately 25% to customer sites, executive meetings, and industry events