A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide 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 our Series D funding round 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:
- Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg
- Our careers page: https://www.fleetio.com/careers
Our Platform Engineering team is looking for a Senior Site Reliability Engineer to help run, maintain, and improve the performance of our Ruby on Rails Stack and Infrastructure. You will help scale our application using best in class architecture and software design. This includes training, software engineering, system design, and operational practices that support the needs of our engineers and customers while accounting for future growth. You will be entrusted with proactively identifying and owning initiatives that will help improve the performance, reliability, and scalability of our application stack and databases.
Our team treats AI as a core part of how we engineer. We build and use AI agents, skills, and automated workflows to handle toil, speed up investigation and remediation, and give our engineers more time for high-leverage work.
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 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.
Who You AreOur ideal candidate is an Infrastructure Engineer experienced in scaling Ruby on Rails applications, with a passion for optimization and performance improvements. You bring a strong background in Site Reliability and Infrastructure Engineering for Rails applications. You follow Agile and DevOps principles, can effectively influence teams to achieve goals, and demonstrate excellent problem-solving skills in our fast-paced environment.
You're curious about how AI is changing infrastructure and reliability work, and you're eager to shape how a platform team puts it to use.
Your ImpactAs a Senior Site Reliability Engineer on Fleetio's Platform Engineering team, you will:
- Proactively identify, triage, and resolve performance issues
- Enhance system observability by monitoring performance metrics across Ruby, Rails, and database systems, including SLOs and SLIs
- Build and maintain AI agents, skills, and automations that reduce operational toil across incident response, triage, and routine maintenance
- Use AI-assisted tooling to accelerate performance analysis, root-cause investigation, and code review
- Collaborate with other SREs to proactively identify and address performance bottlenecks
- Help product engineers adopt AI-driven workflows for performance and reliability best practices
- Lead database capacity planning and upgrade initiatives
- Manage the database-specific components of disaster recovery planning and execution
- Oversee backup systems and pre-production databases
- Create and maintain infrastructure and operations documentation, including runbooks and context that both engineers and AI agents can act on
- Participate in the on-call rotation
- 5+ years of Ruby/Rails Experience
- 3+ years of AWS Experience
- Kubernetes experience
- Experience with profiling and benchmarking source code
- Effective at code review and identifying potential performance problems before they reach production
- Experience with Datadog or other APM tools
- Excellent written and verbal communication skills
- Experience building AI agents, LLM-powered automations, or integrations (e.g., using tool/function calling or MCP) for engineering or operations workflows
- Infrastructure as Code tools (Terraform)
- Deep understanding of cloud network fundamentals (routing, firewalls, load balancers, CDNs, VPCs, etc.)
- Experience with distributed event and data stores, such as Kafka, Redis, Elasticsearch, Memcached, and TimescaleDB
- You know a thing or two about the fleet management industry
- Multiple health/dental coverage options (100% coverage for employee, 50% for family)
- Vision insurance
- Incentive stock options
- 401(k) match of 4%
- PTO - 4 weeks (increases at year two!)
- 12 company holidays + 2 floating holidays
- Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
- 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
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- 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 (205) 718-7500.
Skills Required
- 5+ years of Ruby and Ruby on Rails experience
- 3+ years of AWS experience
- Kubernetes experience
- Experience profiling and benchmarking source code
- Experience conducting code reviews and identifying performance problems
- Experience with Datadog or other application performance monitoring tools
- Excellent written and verbal communication skills
- Experience building AI agents, LLM-powered automations, or engineering and operations integrations
- Experience with Infrastructure as Code tools such as Terraform
- Deep understanding of cloud networking fundamentals
- Experience with distributed event and data stores such as Kafka, Redis, Elasticsearch, Memcached, and TimescaleDB
- Knowledge of the fleet management industry
Fleetio Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Fleetio and has not been reviewed or approved by Fleetio.
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Healthcare Strength — Health coverage includes multiple medical and dental options with full employee-premium coverage, plus vision, HSA/FSA, and employer-paid short-term disability. Core health benefits are consistently presented as comprehensive across official listings.
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Leave & Time Off Breadth — Time off includes PTO that increases with tenure, company holidays, and floating holidays. Paid parental leave is offered for both birthing and non-birthing parents.
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Wellbeing & Lifestyle Benefits — Extras include quarterly wellbeing and business-expense stipends, professional development funds, community service support, and remote-work setup assistance. These perks augment the core package and are emphasized across employer materials.
Fleetio Insights
What We Do
Our software helps organizations around the world track, analyze and improve their fleet operations. We're passionate about making it easy to manage a fleet so our customers can spend more time focusing on their mission.
