Senior Software Engineer, AI & Data

Fleetio; United States; Remote; USD 110,000 - 160,000; Full time

Job summary

Fleetio is seeking a Senior Software Engineer focused on AI and data to join their growing Engineering Team. The ideal candidate will help shape AI strategies and build innovative solutions that enhance user experiences. This remote opportunity involves collaboration with product leaders and the responsibility of developing AI models and solutions.

Benefits

401(k) match of 4%

PTO - 4 weeks

12 company holidays + 2 floating holidays

Parental leave - birthing parent (16 weeks paid)

Community service funds

Monthly catered lunches

Fully stocked kitchen with drinks & snacks

Qualifications

• 2+ years of experience as an AI Engineer.
• Strong programming skills in Python.
• Familiarity with AI and ML frameworks.

Responsibilities

• Advise on technology and strategy issues related to AI.
• Develop and train ML models.
• Analyze complex data sets for solution development.

Skills

Machine Learning

Python

Data Analysis

Communication

Education

Bachelor’s or Master’s degree in computer science, mathematics, statistics, data science

Tools

Python

AWS

Azure

GCP

Job 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!

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
• 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
• Monthly catered lunches
• Fully stocked kitchen with tons of drinks &snacks
• 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 [phone].

Apply for this job

*

indicates a required field

First Name *

Last Name *

Email *

Phone *

Resume/CV *

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

LinkedIn Profile *

Website

Do you reside in the United States, Canada, or Mexico? Please note, this role is only open to candidates who live in the three countries listed above. * Select...

Do you require visa sponsorship now or in the future? * Select...

How did you hear about Fleetio and what compelled you to apply? *

Do you have experience as an AI Engineer building and deploying successful AI-enabled solutions? Please provide details. *

In a few words, please describe what about Fleetio excites you in relation to the AI Engineer role? *

Did someone from Fleetio refer you? If so, share their name below. If not, list "N/A". *

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey.Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.

As set forth in Fleetio’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection.As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305

Page 1 of 1

OMB Control Number 1250-0005

Expires 04/30/2026

Voluntary Self-Identification of Disability

Form CC-305 Page 1 of 1 OMB Control Number 1250-0005 Expires 04/30/2026
Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp .

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

• Alcohol or other substance use disorder (not currently using drugs illegally)
• Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
• Blind or low vision
• Cancer (past or present)
• Cardiovascular or heart disease
• Celiac disease
• Cerebral palsy
• Deaf or serious difficulty hearing
• Diabetes
• Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
• Epilepsy or other seizure disorder
• Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
• Intellectual or developmental disability
• Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
• Missing limbs or partially missing limbs
• Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
• Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
• Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
• Partial or complete paralysis (any cause)
• Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
• Short stature (dwarfism)
• Traumatic brain injury

Disability Status Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.