Jobs and Careers

Senior Software Engineer, AI & Data

Remote - USA, CAN, MEX, United StatesRemotefull_timeVerifiedPosted 23 Jun 2025

About the role

Description

Fleetio is looking for a product-minded and team-oriented Senior Software Engineer experienced with data-driven AI experimentation to join our Product Engineering team. This is an opportunity to shape our AI strategy and build AI-powered features that will transform how fleets operate. You will partner closely with engineering and product leaders, contributing to Fleetio’s roadmap and influencing the direction of our AI investments.

As a founding member of our AI Engineering team, you will be responsible for implementing new features and enabling the wider Fleetio Product Engineering team's adoption of AI best practices and experimentation.

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

Our ideal candidate for this role has a passion for and experience collaborating with others and transforming user experience with AI-enabled solutions. You have strong, loosely held opinions, are a proactive problem-solver, a data-driven decision maker, and thrive in a fast-paced environment. You have extensive experience planning, designing, and iterating on end-to-end product features with cross-functional team members and executive leaders. Your ability to foster adoption and communicate effectively with technical and non-technical team members is key to your success. This role is a part of the Product Engineering department, and you will report directly to the Chief Technology Officer.

Your Impact

You will participate in planning, designing, and implementing AI-driven features to increase product and feature adoption.
As a subject matter expert, advise executives and team members 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

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 related fields
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