Fleetio is a software platform that helps thousands of organizations worldwide manage fleet operations. The company raised $450M in Series D funding in March 2025 and is a founding member of the Rails Foundation.

Fleetio is seeking a systems-driven, strategic operator to own and optimize the technology powering outbound operations. This role sits at the intersection of Marketing, Business Development, Sales, and GTM Operations, ensuring tools, data, and workflows work seamlessly together to drive pipeline and revenue growth. You will connect strategy with execution, balancing tactical work with a strategic roadmap for the outbound technology stack.

This is a remote role open only to candidates living in the United States.
Fleetio cannot provide visa sponsorship at this time.

Responsibilities

Own, manage, optimize, and expand the outbound technology stack, including Outreach, 6sense, LinkedIn Sales Navigator, and Clay. Ensure seamless integrations and correct data flows between systems.
Partner with Revenue Marketing, AE leadership, and SDR leadership to design account and contact targeting strategies using buying signals, intent data, and firmographic filters.
Build, maintain, and refine automated workflows and agentic systems to reduce manual effort and increase speed-to-prospect.
Partner with the GTM Systems team to ensure account and contact data is accurate, deduplicated, and enriched across systems.
Evaluate, pilot, or build emerging AI-powered GTM technologies and develop business cases for scaling successful tools.
Partner with Enablement to train and support outbound teams on best practices for using the technology stack.
Partner with Data Engineering to define and track outbound performance KPIs, including sequence engagement, lead-to-opportunity conversion rates, and tool adoption, and make iterative improvements.
Collaborate with Operations, Sales, Marketing, and Enablement to align technology capabilities with outbound strategy.

Requirements

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

Benefits

Multiple health and dental coverage options, with 100% coverage for employees and 50% for family.
Vision insurance.
Incentive stock options.
401(k) match of 4%.
Four weeks of PTO, increasing at year two.
12 company holidays and two floating holidays.
Paid parental leave: 16 weeks for birthing parents and four weeks for non-birthing parents.
FSA and HSA options.
Short- and long-term disability, with short-term disability 100% paid.
Community service funds.
Professional development funds.
Wellbeing fund of $150 quarterly.
Business expense stipend of $125 quarterly.
Mac laptop and new-hire equipment stipend.
Fully stocked kitchen with drinks and snacks at the BHM location only.
Remote-working-friendly culture since 2012.

Equal opportunity and application information

Fleetio provides equal employment opportunities and prohibits discrimination and harassment. Employment decisions are based on qualifications, merit, and business need.
Employment with Fleetio is at will. The application does not create a contract or offer of employment.
Applicants needing an accommodation to complete the online application can call (205) 718-7500.
Fleetio uses AI-assisted tools to support application review. Applicants can opt out of profiling by contacting recruiting@fleetio.com and request review without AI assistance.