Head of Enablement

Monaco is building an AI-native revenue platform that replaces the fragmented GTM stack - CRM, sequencing, call recording, enrichment, pipeline management with one unified system, consolidating 6–10 disconnected tools into a single platform built for the AI era.

We launched publicly in Feb 2026, are already 65 people, and have strong early product-market fit generating millions in ARR within months of launch. You'll have the chance to both scale our core systems and build new features from 0 to 1.

We've raised $85M in our Series B from Founders Fund, Benchmark, and Human Capital, and our founders previously led Brex, Apollo, and Clari.

Come join us if you want to be part of a high autonomy, high pace team reinventing one of the biggest categories in enterprise software.

The Role

As Enablement Lead, you own GTM enablement for the entire GTM team - FDAEs (new business and post-sales), launch operations, and client operations. You're accountable for how fast new hires ramp, improving close rates, and how well both reps and customers know the product as we ship. Our reps are forward-deployed - they consult with customers on their outbound engines, not just sell - so the bar is higher than a typical sales org: every rep has to know the product, the Monaco Method, and modern outbound strategy cold. This is a 0-to-1 build. You'll create the function yourself, prove what works, and scale it as the GTM org grows.

What You'll Do

• Own the enablement strategy end to end and define what GTM readiness means at Monaco, set the program, and be accountable for ramp time, certification rates, and rep productivity

• Build and run the crawl/walk/run onboarding program that takes new FDAEs (new business and post-sales) from day one to fully productive, with product training, pitch certification, mock kickoffs and demos, shadowing plans, and clear pass/fail milestones at each stage

• Turn our weekly ship velocity into rep readiness - talk tracks, demo flows, updated objection handling, and internal launch briefs for every meaningful feature, delivered before it hits customer calls

• Capture what our best reps do in kickoffs, discovery, demos, onboarding, and outbound strategy consults, and codify it into playbooks, annotated call libraries, and certifications the whole team trains against

• Keep the team sharp through weekly call reviews, live role-plays, quarterly re-certifications on pitch and demo, and targeted coaching sprints when a specific skill gap shows up in deal or customer data

• Build the customer-facing side of product enablement - the onboarding curriculum, live training sessions, and self-serve academy content that get customer teams live on Monaco and running their outbound motion

• Partner with sales, CX, and product leadership to spot skill and knowledge gaps from real signals - call recordings, lost-deal reasons, kickoff quality scores, customer adoption data - and close them fast