Jobs at Fleetio

Scale and improve the reliability, performance, and scalability of Fleetio’s Ruby on Rails application and infrastructure. Responsibilities include observability, incident response, AI-powered automation, database capacity planning, disaster recovery, backups, documentation, performance analysis, code review, and on-call participation. The role collaborates with engineering teams to address bottlenecks and adopt AI-driven reliability practices.

Own and optimize lifecycle marketing across lead nurture, trial conversion, onboarding, activation, adoption, expansion, and retention. Build segmented, personalized email and automation programs for product-led, mid-market, and enterprise journeys using Marketo, Salesforce, Gainsight, and related GTM systems. Partner cross-functionally to improve funnel performance, customer engagement, revenue growth, and retention through behavioral targeting, experimentation, analytics, reporting, and AI-enabled workflows.

Leads a mid-market B2B SaaS sales team by managing pipeline activity, forecasting, quota attainment, prospecting, negotiations, and performance. The role coaches account executives, drives outbound-sourced ARR growth, aligns execution with company goals, improves sales processes, manages hiring and performance, and develops team career paths. It collaborates with sales, marketing, business operations, and enablement leaders to achieve revenue objectives.

Develop and maintain scalable marketplace software connecting fleet customers with maintenance shops. Responsibilities include designing and implementing features for scheduling, service approvals, transactions, billing, and data entry; collaborating with product, design, and engineering teams; prototyping solutions; optimizing architecture and queries; writing tested, maintainable code; and reviewing peer contributions.

Own and optimize Fleetio’s go-to-market systems and data workflows across Salesforce, Clay, ZoomInfo, RingLead, LeanData, Zapier, and Slack. Responsibilities include data enrichment, deduplication, routing, automation, integration monitoring, documentation, governance, vendor management, and cross-functional partnership with Sales, Marketing, Customer Success, Revenue Operations, and Salesforce administrators.

Own the monthly sales commission process, including payout calculations, validation, adjustments, and payroll handoff. Analyze sales funnels, pipeline health, conversion, and revenue attainment while building executive reports and dashboards. Support territory design, capacity planning, and target-setting through data analysis. Improve recurring workflows with automation and AI, resolve discrepancies, document business rules, and collaborate cross-functionally across revenue and support teams.

Senior Corporate Paralegal independently manages commercial contracts, legal workflows, contract lifecycle technology, corporate records, compliance support, and cross-functional legal projects. The role drafts, reviews, redlines, and negotiates agreements; manages matters through execution; improves templates, playbooks, approval processes, and legal operations; supports governance and training; and escalates complex risks to attorneys. It requires substantial in-house experience, strong judgment, project management, communication, confidentiality, and technology skills.

Build and manage revenue operations for SDR, Solutions Consulting, and Partnerships teams. Own reporting, dashboards, pipeline analysis, operating reviews, lead routing, deal registration, workflow design, and process improvements. Partner with GTM Systems and executive leaders on strategic projects and technology roadmap priorities. Use AI and automation to accelerate analysis, surface insights, and reduce manual work while independently prioritizing competing demands.

Own and operate reseller partner onboarding and ongoing enablement programs across technical training, sales, marketing, certifications, and product updates. Build curricula, playbooks, and partner-facing content; coordinate Product, Marketing, Sales, Support, and Legal stakeholders; track onboarding, engagement, ramp, and certification metrics; and maintain partner enablement records in Salesforce and related tools.

Build and manage strategic reseller partnerships across fleet management, telematics, and VAR segments. Responsibilities include sourcing and closing new partner agreements, onboarding and enabling partners, growing existing accounts, negotiating commercial terms, managing joint business plans, supporting QBRs and co-selling, tracking pipeline and revenue in Salesforce, and collaborating with Sales, Marketing, Product, Legal, and Partnerships leadership.

Leads Fleetio’s global brand strategy and expression across visual identity, content, thought leadership, social, video, PR, sponsorships, and experiential activation. Manages the in-house brand and content team, agency partners, creative operations, and brand standards. Drives narrative evolution, awareness, share of voice, content performance, executive visibility, and activation of Fleetio’s NASCAR partnership.

Build and run growth-focused experiments and features to increase trial user engagement and adoption. Collaborate with Product, Design, Data Ops, and QA to design personalized onboarding, implement UX improvements, and measure outcomes to reduce churn.

Build and ship maintainable, production-quality product capabilities that support strategic enterprise accounts. Collaborate with Sales, Customer Success, Product, Design, and Engineering to translate customer needs into requirements, implementation plans, and incremental milestones. Own delivery from ambiguity through launch while maintaining testing, observability, documentation, operational excellence, and clear communication about risks, tradeoffs, and timelines.

Build and maintain Marketplace features connecting fleets with maintenance shops and payment workflows. Design, implement, and test scalable APIs and UI components, collaborate with product and design, perform code reviews, prototype solutions, and optimize performance and data flows.

Lead and build Fleetio's product marketing and GTM commercialization function. Create repeatable launch frameworks, positioning, messaging, pricing, sales plays, and enablement. Align Product, Sales, Marketing, Customer Success, and Partners; hire and grow a commercialization team; establish operating rhythms, templates, and metrics to drive adoption, pipeline, and revenue.

Drive new business for Fleetio by prospecting and closing mid-market customers. Conduct consultative sales, perform web-based demos, manage inbound and outbound pipeline, negotiate pricing, and collaborate cross-functionally to grow ARR. Role requires consistent follow-up and up to 20% travel.

Lead the Leverage Engineering Pod to increase delivery velocity across Product & Engineering. Own strategy, roadmap, budget, and outcomes for shared frameworks, developer tooling, and partner delivery. Stand up Solutions Engineering, manage agency partners and SOWs, drive adoption of shared services, modernize the development lifecycle (AI-assisted to agentic), hire and develop leaders, and measure the Pod's multiplier effect on engineering throughput.

Build and iterate product features that improve onboarding, adoption, and long-term engagement. Collaborate with PMs, designers, data and engineers to design, implement, test, and measure experiments and customer-facing full-stack functionality. Deliver maintainable, performant code and participate in code reviews and prototyping.

Build and maintain Marketplace features that connect fleets and shops, handle scheduling, approvals, transactions, billing, and data entry. Collaborate with PMs, designers, and engineers, design architecture, deliver well-tested code, prototype solutions, and perform thorough peer code reviews.

Sell Fleetio SaaS to small and medium businesses via inbound and outbound outreach. Conduct consultative web demos, qualify prospects, generate pipeline, negotiate pricing, and close deals while driving ARR growth and collaborating with cross-functional teams.