About this role.
Fleetio is seeking a US-based remote Global Controller to lead and scale its end-to-end accounting and financial operations function. Reporting to the CFO, this executive-level leader will oversee close, reporting, consolidations, audit, controls, tax, billing, collections, payroll, and finance operations across a growing SaaS and payments business. The role requires a CPA with substantial high-growth technology experience, including multi-entity, multi-currency, and payments-related accounting complexity. Success depends on building a strong accounting leadership bench, improving operating discipline, and using systems, automation, and AI to strengthen controls and scalability. This position is well suited to an accomplished controllership leader who can prepare a company for financing, acquisitions, and a potential exit.
Role DNA
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Job Complexity
5/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
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Core skills
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Sample interview questions
I begin by assessing the close calendar, control environment, team structure, systems, and key process bottlenecks. I then establish clear ownership and service-level expectations, prioritize high-risk reconciliations and reporting dependencies, and sequence automation initiatives to improve both speed and control quality.
I focus on revenue recognition, settlement and cash reconciliation, processor fees, reserves, chargebacks, funds-flow completeness, and the proper presentation of gross versus net revenue. I also ensure robust controls around system interfaces, exception management, and reconciliations between operational and general-ledger data.
I use a documented close calendar with accountable owners, standardized reconciliations, materiality thresholds, and recurring variance reviews. I measure close performance, address root causes of late or manual work, and automate repeatable workflows while preserving review controls and audit trails.
I provide decision-useful reporting, maintain audit-ready documentation, and ensure controls, accounting policies, and key reconciliations can withstand diligence. I partner early with legal, tax, FP&A, finance systems, and outside advisors to identify issues before they become transaction risks.
I set explicit outcomes, decision rights, and operating cadences for each functional leader, supported by a small set of meaningful metrics. I combine regular coaching and succession planning with transparent performance expectations so leaders can own results while escalating risks early.
A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!
More about our team and company:
- Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg
- Our careers page: https://www.fleetio.com/careers
About the Role
We’re hiring a Global Controller to lead and scale our accounting and financial operations organization as we continue to grow a global business across SaaS, payments, multiple entities, and international operations.
Reporting to the CFO, you’ll lead the accounting function end-to-end, providing strategic leadership across close, financial reporting, audit, controls, tax, billing, collections, payroll, and finance operations. You’ll inherit a strong foundation including clean audits, an established team, and a reliable close. You will help evolve the function to support the company’s next phase of growth.
This is an opportunity for an experienced accounting leader who has successfully scaled a controllership through increasing complexity. You’re comfortable leading experienced teams, improving operating rhythms, and ensuring the organization is prepared for continued growth, strategic transactions, or an eventual exit.
This is a remote role based in the United States.
Your Impact
Scale and Lead Global Accounting Organization
- 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.
- Maintain the controls, documentation, and processes that keep the organization ready for financing, acquisitions, and other strategic transactions as the business scales.
Evolve for Multiple Business Models
- 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.
Improve Operational Excellence
- 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.
Drive Systems and Automation
- Partner with Finance Systems team to improve workflows, automation, data quality, and AI-enabled processes that reduce manual effort, strengthen controls, and improve visibility across the organization.
Build and Develop the Team
- 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.
Your Experience
- CPA required.
- 7+ years of experience leading and scaling a controllership or accounting organization within a high-growth technology company.
- Experience supporting businesses with multiple revenue streams, including both SaaS and payments.
- Proven success leading accounting teams across financial reporting, close, audit, controls, tax, payroll, billing, collections, and finance operations.
- Experience operating in multi-entity and multi-currency environments.
- Demonstrated ability to improve the scalability, efficiency, and predictability of accounting operations while maintaining strong financial controls.
- Strong executive communication skills with the judgment and confidence to serve as a trusted partner to the CFO.
- Experience developing leaders, building high-performing teams, and creating accountability across the accounting organization.
- Comfortable leveraging systems, automation, data, and AI to improve accounting operations.
Benefits
- Multiple health/dental coverage options (100% coverage for employee, 50% for family)
- Vision insurance
- Incentive stock options
- 401(k) match of 4%
- PTO – 4 weeks (increases at year two!)
- 12 company holidays + 2 floating holidays
- Parental leave – birthing parent (16 weeks paid) non-birthing (4 weeks paid)
- FSA & HSA options
- Short and long term disability (short term 100% paid)
- Community service funds
- Professional development funds
- Wellbeing fund – $150 quarterly
- Business expense stipend – $125 quarterly
- Mac laptop + new hire equipment stipend
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- Remote working friendly since 2012 #LI-Remote
Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.
This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.
If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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