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FleetioFL

Senior Software Engineer, AI

Fleetio launched in January 2012, and today thousands of people use Fleetio to manage hundreds of thousands of vehicles, equipment, parts, drivers, and more.

Fleetio

Employee count: 51-200

CA, MX + 1 more

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Job Description

The Engineering Team at Fleetio is expanding and has an opportunity for a Senior Software Engineer to join our AI team. We are looking for a full-stack Ruby on Rails Engineer with experience building AI-enabled solutions. In this role, you will work closely with our Engineering and Product leaders to build and drive our AI roadmap.

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

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 solving problems and transforming user experience with AI-enabled solutions. You enjoy ideation, experimentation, and iteration. You effectively partner with technical and non-technical stakeholders. You are pragmatic and exercise good judgment.

Your impact

  • You’ll work closely with Product Managers, Designers, and other Engineers to research, plan, design, and build features that leverage AI to make Fleetio’s users more productive.
  • You’ll automate repetitive workflows while surfacing proactive insights.
  • 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, aiding in the development of relevant and accurate solutions.

Your experience

  • 5+ years of experience with Ruby on Rails, with expertise in backend architecture and design patterns.
  • Experience with React and TypeScript, capable of contributing to full-stack solutions.
  • Proven experience building and deploying successful AI-enabled solutions.
  • Familiarity with AI and ML frameworks.
  • Excellent written and verbal communication skills.
  • Clear, intentional communication skills with a track record of thriving in a highly async environment.
  • Bachelor’s or Master’s degree in computer science, mathematics, statistics, data science, or related fields.

Considered a plus

  • Experience with Natural Language Processing and Computer Vision.
  • Experience with cloud computing platforms like AWS, Azure, and GCP.
  • Advanced knowledge in machine learning and associated algorithms (Linear regression, Logistic regression, Decision tree, Bayesian, etc.).
  • Expertise in developing and deploying AI and ML models.
  • Familiarity with using and configuring user monitoring and analytics tooling.
  • Previous experience working on a Growth engineering team.

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.

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Senior

Location requirements

Hiring timezones

United States +/- 0 hours, and 2 other timezones

About Fleetio

Learn more about Fleetio and their company culture.

View company profile

Fleetio launched in January 2012, and today thousands of people use Fleetio to manage hundreds of thousands of vehicles, equipment, parts, drivers, and more. Over the years we've worked with fleets of 10 vehicles to many thousands, and our mission is still the same.

We're passionate about making it easy to manage a fleet so organizations can spend more time focusing on their own mission. Fleet operations are complex and difficult to manage. People start out trying to use spreadsheets but quickly outgrow them.

Employee benefits

Learn about the employee benefits and perks provided at Fleetio.

View benefits

Incentive stock options

So you are rewarded for your best work.

Disability insurance

Short and long term disability insurance.

Learning and development budget

Professional development stipend to grow your skills.

Retirement benefits

401(k) with match of 4% to help you invest in your future.

View Fleetio's employee benefits
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Fleetio

Company size

51-200 employees

Founded in

2012

Chief executive officer

Tony Summerville

Employees live in

View company profile

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