AI & Automation Analyst

The IT & Security Operations Team at Fleetio is growing and has an opportunity for an AI & Automation Analyst to help take our internal automation and AI adoption to the next level. In this role, you will play a key part in shaping how Fleetio uses AI and automation responsibly, building a secure, resilient, and scalable framework that empowers our teams to work smarter.

You will partner across departments to document workflows, identify automation opportunities, and guide teams in designing efficient, secure solutions. You will occasionally get hands-on to prototype or implement automations yourself, helping bridge the gap between process design and technical execution. Most importantly, you will help ensure automations remain durable and well-governed over time, enabling innovation without introducing unnecessary risk.

A little about us…Fleetio is a modern software platform that helps thousands of organizations around the world 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 Series D in June 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=IlvIbwZT3oU
• Our careers page: https://www.fleetio.com/careers

Who you are

You are fluent in both business and technical languages, able to translate team needs into structured, automation-ready workflows. You are as comfortable mapping processes and writing clear documentation as you are experimenting in a tool like n8n, Zapier, Workato, etc.

You are passionate about connecting people, systems, and data to work better together. You thrive in collaborative environments and enjoy helping others understand what is possible with modern automation tools and AI. You bring curiosity and operational rigor, valuing creativity, governance, and enablement equally.

You understand APIs, authentication, and access control at a conceptual level and can hold your own in a conversation about how integrations should be built securely. You see automation not as a set of tools, but as a way to scale clarity and efficiency across an organization.

Your impact

• Partner with teams across Fleetio to identify, document, prioritize, and build automation opportunities.
• Create clear process maps, workflow diagrams, and structured documentation using tools like FigJam to guide technical implementation.
• Prototype or configure simple automations directly (for example, using n8n, Zapier, Workato, or internal tools) when appropriate.
• Review and help configure integrations to ensure secure authentication, credential management, and access controls, including coordination with Privileged Access Management (PAM) systems.
• Collaborate with IT, Security, engineering, etc., partners to embed governance and compliance into the automation lifecycle.
• Maintain Fleetio’s automation inventory, including ownership, dependencies, and technical metadata.
• Monitor automation health and continuity, ensuring long-term durability as teams, systems, or credentials evolve.
• Establish reusable templates, patterns, and frameworks that make it easy for teams to self-serve responsibly.
• Contribute to Fleetio’s broader AI enablement efforts, helping teams identify where intelligent tools can streamline workflows or decision-making.

Your experience

• 5+ years of experience in IT operations, business systems, or automation platforms.
• Proven ability to analyze, document, and improve complex workflows across tools and teams.
• Hands-on experience with automation platforms such as n8n, Zapier, Workato, or similar.
• Working knowledge of APIs, authentication (OAuth, API keys), and role-based access controls (RBAC).
• Experience ensuring integrations are securely configured, including managing credentials, tokens, service accounts, and coordinating with PAM solutions.
• Comfortable using scripting or logic-based automation (Python, JavaScript, or comparable) for lightweight integrations or data handling.
• Familiarity with SaaS ecosystems and integration architecture, able to evaluate feasibility and security considerations.
• Strong communication skills, capable of translating between technical concepts and business needs.
• Process-oriented mindset with curiosity to explore new tools, frameworks, and AI technologies

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.