GTM Onboarding Manager

Remote A little about us3Fleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we9re 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:

• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
• Our careers page: https://www.fleetio.com/careers

About the role

The GTM Onboarding Manager sits on the GTM Enablement team and owns the end-to-end onboarding experience for our Go-To-Market organization, with equal focus on Sales and Client Experience (CX). You will design and run a virtual-first, tech-forward onboarding program that ramps new hires quickly and builds confidence in-role through structured learning, practice, and manager coaching. This role is ideal for someone who has been customer-facing (especially in Sales or CX) or has supported customer-facing teams closely, and can translate what it takes to win into repeatable onboarding and ongoing development. You9ll also use AI and automation to make onboarding scalable, consistent, and easy for new hires and managers to navigate especially for early-career learners.

What you9ll do

Build and run a best-in-class onboarding program for Sales + CX

• Own the 30/60/90 onboarding journeys for key GTM roles (e.g., AEs/AMs/SDRs/SCs and CX roles such as Implementation, CSM, Support, and leaders).
• Create role-based readiness gates (knowledge + skill) with clear graduation standards for both Sales and CX.
• Partner with Sales and CX leaders to define what good looks like in the first 90 days, including manager coaching responsibilities and inspection rhythms.
• Design onboarding for an early-career demographic, meeting learners where they are with structured paths, confidence-building practice, and clear expectations.

Deliver virtual-first enablement using technology

• Facilitate live and on-demand onboarding sessions, workshops, and practice sessions (role plays, scenarios, labs) in a virtual environment.

Use technology to create an engaging learning experience and build reusable assets for learning and reinforcement.

• Build role-based learning paths that are easy to find, easy to follow, and continuously reinforced.

Scale onboarding with AI and automation

• Build a scalable onboarding engine by automating repeatable workflows (preboarding checklists, scheduling, reminders, nudges,...