GTM Onboarding Manager, Fleetio

• 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
• 5+ years either in a customer-facing role (Sales or CX strongly preferred) or supporting a customer-facing organization (sales enablement, CX enablement, revenue operations, GTM programs) with demonstrated practical acumen
• 2+ years owning or delivering onboarding/enablement programs (virtual-first) for Sales and/or CX
• Proven ability to facilitate live sessions, run practice sessions, and coach skills
• Strong program management: planning, stakeholder alignment, and delivery
• Comfort using technology to run programs (LMS, content hubs, enablement tools, Zoom-style facilitation)
• Demonstrated ability to leverage AI and automation to scale enablement/onboarding (e.g., workflow automation, self-serve support, AI-assisted content development, or AI-enabled practice/reinforcement)
• Facilitation, coaching, and presence (virtual and live)
• Strong customer-facing acumen
• Learning design familiarity
• Stakeholder management and influence without authority
• Data-driven mindset and continuous improvement
• AI + automation fluency (practical use to scale onboarding, not just experimentation)
• Systems thinking (designing repeatable processes that work as the business changes)

Desirable

• 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
• You’ll also use AI and automation to make onboarding scalable, consistent, and easy for new hires and managers to navigate especially for early-career learners
• 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
• 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
• Build a scalable onboarding engine by automating repeatable workflows (preboarding checklists, scheduling, reminders, nudges, completion tracking, manager tasks, and readiness sign-offs)
• Create an AI-enabled “on-demand” onboarding experience that supports new hires and managers with just-in-time guidance (e.g., where to find resources, how to execute key workflows, how to prepare for calls/customer moments)
• Use AI to accelerate content creation and maintenance (e.g., roleplay scenarios, call/ticket practice prompts, knowledge checks), while ensuring quality and alignment to approved source material
• Track onboarding performance across Sales and CX
• Partner with RevOps / Analytics to connect onboarding to outcomes (pipeline/productivity signals for Sales; adoption/health signals for CX)
• Iterate programs using data, leader feedback, and learner input
• What success looks like:
• New hires in Sales and CX ramp faster and hit role milestones sooner
• Managers in both orgs consistently coach onboarding expectations with clear tools and cadence
• Onboarding is a smooth, repeatable, virtual-first experience with high satisfaction
• AI and automation reduce manual effort and improve consistency (e.g., higher self-serve resolution, faster updates, fewer “where do I find/how do I do” questions, measurable adoption of on-demand support)
• Everboarding improves execution consistency and keeps teams aligned as the business evolves