Senior Software Engineer, AI & Data

Description

The Engineering Team at Fleetio is expanding and has an opportunity for an AI data-focused Senior Software Engineer to join our team. We are looking for an experienced engineer to build AI-enabled solutions and help share our AI strategy. In this role, you will work closely with our engineering and product leaders to build and drive our AI roadmap.

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 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

• Watch our culture videos: https://fleet.io/culture
• Engineering culture, interview process and videos: https://www.fleetio.com/careers/engineering
• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
• Fleetio Go overview video: https://www.fleetio.com/go
• More about the Fleetio platform: https://www.fleetio.com/features
• API docs: developer.fleetio.com
• Test drive Fleetio to get an even better feel for what we're building: https://www.fleetio.com/register

This is a remote opportunity and is open to candidates in the United States, Canada, or Mexico.

Who You Are

The ideal candidate for this role is someone who loves being in the driver’s seat and exploring what’s possible. You are someone who enjoys exploring problems deserving AI-enabled solutions that can genuinely transform user experience. You like to come up with ideas, experiment, and develop solutions. You enjoy partnering with different stakeholders to solve problems. You are pragmatic and exercise good judgment skills.

Your Impact

• As a subject matter expert, advise executives and business leaders on technology, strategy, and policy issues associated with AI
• 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 as necessary to grow and maintain relevant AI skills.

Your Experience

• 2+ years of experience as an AI Engineer building and deploying successful AI-enabled solutions
• Strong programming skills in languages such as Python
• Ability to test and validate models
• Familiarity with AI and ML frameworks
• Advanced 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 related fields.

Considered a plus

• Expertise in developing and deploying AI and ML models
• Experience with Natural Language Processing and Computer Vision
• Experience with cloud computing platforms like AWS, Azure and GCP
• Experience with Ruby, Ruby-on-Rails, React

Benefits

• 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- birthing parent (16 weeks paid) non-birthing (4 weeks)
• 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
• Remote working friendly since 2012

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.