Fleetio is hiring a Senior Software Engineer, AI & Data to be a founding member of our new AI Engineering team. In this role, you will shape our AI strategy and build AI-powered features that transform fleet operations. You will be instrumental in implementing new capabilities and establishing AI best practices across our product engineering department.
What You'll Do
- Participate in planning, designing, and implementing AI-driven features to increase product and feature adoption.
- Advise executives and team members on technology, strategy, and policy issues as an AI subject matter expert.
- Develop and train ML models and optimize AI algorithms.
- Develop prototypes and validate solutions through fast experimentation.
- Partner with product and engineering partners to ideate, design, and implement solutions.
- Analyze complex data sets to identify patterns and anomalies to aid in developing relevant and accurate solutions.
- Help build data pipelines and cleanse data as necessary to train ML models.
- Document AI processes, models, and other relevant areas as necessary.
- Make hiring recommendations to grow and maintain relevant AI skills.
What We're Looking For
- 7+ years experience as a software engineer.
- 3+ years experience with Ruby on Rails and Python.
- 2+ years building and deploying successful AI-enabled solutions.
- Ability to test and validate models.
- Familiarity with AI and ML frameworks.
- Knowledge in machine learning and associated algorithms (Linear regression, Logistic regression, Decision tree, Bayesian, etc.).
- Excellent written and verbal communication skills.
- Bachelor’s or Master’s degree in computer science, mathematics, statistics, data science, or a related field.
Nice to Have
- Experience with Natural Language Processing and AI agents.
- Experience with cloud computing platforms like AWS, Azure, and GCP.
- Experience with React.
Technical Stack
- Ruby on Rails
- Python
- React
- AWS, Azure, GCP
Team & Environment
You will be part of the Product Engineering department and report to the AI Engineering Manager. Our culture is product-minded, team-oriented, remote-first, and committed to an inclusive environment.
Benefits & Compensation
- Multiple health/dental coverage options.
- Vision insurance.
- Incentive stock options.
- 401(k) match of 4%.
- PTO - 4 weeks.
- 12 company holidays + 2 floating holidays.
- Parental leave: 16 weeks paid for birthing parent, 4 weeks for non-birthing.
- 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.
- Monthly catered lunches.
- Fully stocked kitchen with tons of drinks & snacks.
Work Mode
This position is open to candidates based in the United States, Canada, or Mexico. Fleetio operates as a remote-first company.
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.


