---
title: 'GTM Systems Engineer at Fleetio'
canonical: 'https://feeny.ai/job/gtm-systems-engineer-fleetio-remote-ect2ay8yzpcq'
type: 'job'
last_seen: '2026-11-05'
---

# GTM Systems Engineer at Fleetio

- **Company:** Fleetio
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2026-11-03
- **Last confirmed live:** 2026-11-05
- **Apply:** https://job-boards.greenhouse.io/fleetio/jobs/5282148007

## Job description

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](https://rubyonrails.org/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

Fleetio is seeking a systems-driven, strategic operator to own and optimize the technology powering our outbound operations. This role sits at the intersection of Marketing, Business Development, Sales, and GTM Operations, ensuring that our tools, data, and workflows work seamlessly together to drive pipeline and revenue growth. You’ll be the connective tissue between strategy and execution, building for the future to ensure our tech stack enables (not hinders) our outbound teams. If you love turning messy systems into smooth, high-performing engines and can balance tactical execution with a strategic roadmap, this role is for you.

What you'll be doing:

- Own the outbound tech stack: Manage, optimize, and expand tools like Outreach, 6sense, LinkedIn Sales Navigator, and Clay. Ensure integrations are seamless and data flows correctly between systems.
- Enable precision targeting: Partner with Revenue Marketing, AE leadership, and SDR leadership to design account and contact targeting strategies that leverage buying signals, intent data, and firmographic filters.
- Drive efficiency through automation: Build, maintain, and refine automated workflows and agentic systems to reduce manual effort for outbound teams while increasing speed-to-prospect.
- Improve data quality and accessibility: Partner with the GTM Systems team to ensure account and contact data is accurate, deduplicated, and enriched across systems.
- Lead experimentation: Evaluate and pilot emerging AI-powered GTM technologies…or build them! Help build the business case for scaling successful tools.
- Be the outbound systems expert: Partner with enablement to train and support outbound teams on best practices for leveraging the tech stack to maximize results.
- Measure and optimize: Partner with Data Engineering to define and track outbound performance KPIs (e.g., sequence engagement, lead-to-opportunity conversion rates, tool adoption) and make iterative improvements.
- Collaborate cross-functionally: Work closely with Ops, Sales, Marketing, and Enablement to align technology capabilities with outbound strategy.

## Qualifications

- 5+ years in GTM Operations, Marketing Operations, or Sales Operations — with hands-on ownership of outbound technology.
- Proven track record of implementing and optimizing outbound tech stacks in a B2B SaaS environment.
- Deep hands-on experience with GTM technology stacks, including:
- CRM systems (Salesforce, HubSpot)
- Sales engagement tools (Outreach, SalesLoft)
- AI-driven prospecting tools (Actively, Clay, ChatGPT API)
- Automation platforms (Zapier, Workato, Glean)
- Strong project management skills and ability to work cross-functionally.
- Comfortable with data hygiene, enrichment, and governance best practices.
- Analytical mindset with experience defining and improving KPIs tied to outbound performance.
- Preferred: Proficiency in SQL and at least one scripting language (Python, JavaScript)

## Benefits

- 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.

## About Fleetio

## Company Overview
- **One-liner**: Fleetio provides a comprehensive fleet management software platform that helps organizations track, analyze, and improve their vehicle maintenance, compliance, and operational spend.
- **Entity Type**: Private (Series D, 2025)
- **Headquarters**: Birmingham, Alabama, United States
- **Founded**: 2012
- **Founders**: Tony Summerville (Founder & Executive Chairman)

## Core Business
- **Primary industry**: Fleet management software / SaaS for vehicle and equipment operations
- **Target customers**: B2B – any organization with a fleet, including construction, government, trucking & freight, service providers, and small to large enterprises (fleets of 10 to thousands of vehicles)
- **Mission**: "Make it easy to manage a fleet so organizations can spend more time focusing on their own mission."

## Products & Services
- **[Fleetio Platform](https://www.fleetio.com/)**: A cloud-based SaaS platform for managing vehicle maintenance, compliance, fuel, drivers, parts, and equipment. Features include automated maintenance scheduling, AI-powered service assessments (AI Service Advisor), telematics integrations, smart document uploads, cost controls, and real-time reporting. Integrates with a network of 80,000+ repair shops for outsourced maintenance approvals.
- **[Auto Integrate](https://www.linkedin.com/company/fleetio/life)** (acquired 2025): Adds capabilities for automated vehicle inspection and data capture.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: Total Funding of **$620.1M** (as of April 2025) and estimated annual revenue of **$16M** (LinkedIn estimate, 2025)
- **Notable Investors/Partners**: Goldman Sachs Alternatives (lead in Series D), Elephant (lead in Series B, C, and co-lead in Series D), Samsara (ISV Partner of the Year 2024)
- **Growth Signals**: 
  - Headcount grew **28.9% YoY** to 377 employees (2025)
  - Raised **$450M Series D** in April 2025
  - Acquired **Auto Integrate** in March 2025
  - Recognized as **Fast Company Most Innovative Companies** (2025), **IoT Breakthrough Fleet Platform of the Year** (2025), and **Forbes Best Fleet Management Software** (2023-2024)
  - Over **1,000,000 fleet assets** powered by the platform

## Competitive Advantages
- **Comprehensive all-in-one platform**: Combines maintenance, compliance, fuel, driver, and spend management in a single system, reducing complexity for fleet operators.
- **AI-powered intelligence**: AI Service Advisor evaluates repair orders, flags exceptions, and automates approval workflows, turning raw data into actionable insights.
- **Large partner network**: Integration with 80,000+ repair shops and telematics providers (e.g., Samsara) creates a strong ecosystem moat.
- **High customer satisfaction**: 4.8/5 rating based on over 1,000 reviews on G2 and Capterra.
- **Remote-first culture since founding**: Attracts top talent across the US, Canada, and Mexico.

## Strategic Focus
- **Expanding AI capabilities**: Embedding practical intelligence into workflows to help fleet managers make faster, data-driven decisions.
- **Scaling to larger enterprises**: Series D investment and hiring for public sector and enterprise account executives signal a push into government and large commercial fleets.
- **Geographic growth**: Already serving customers in 100+ countries, with plans to deepen presence through acquisitions (Auto Integrate) and new market segments.

## Why Work Here
- **Remote-friendly**: Fully remote positions available across the US, Canada, and Mexico, with a central HQ in Birmingham for optional collaboration.
- **Culture & values**: Emphasizes ownership, intelligence, intensity, and integrity. Recognized as one of Birmingham Business Journal's Best Places to Work for five consecutive years.
- **Perks & benefits**: 401k match up to 4%, comprehensive health & wellness plans, four weeks PTO + 12 company holidays + 2 floating holidays, parental leave for all parents, stock options for all employees, and an annual professional development allowance.
- **Engineering culture**: Built on Ruby on Rails; Fleetio is a founding member of The Rails Foundation. Teams work on AI, integrations, and scalable infrastructure.
- **Growth opportunities**: Fast-growing company (28.9% headcount growth YoY) with a clear path for career advancement and exposure to cutting-edge fleet technology.

## Sources
1. [fleetio.com - About page](https://www.fleetio.com/about)
2. [fleetio.com - Careers page](https://www.fleetio.com/careers)
3. [fleetio.com - Homepage](https://www.fleetio.com/)
4. [Greenhouse - Fleetio jobs](https://job-boards.greenhouse.io/fleetio/jobs/5149262007)
5. [LinkedIn - Fleetio Life](https://www.linkedin.com/company/fleetio/life)

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