Enablement Lead

Monaco • San Francisco, CA

15h

About The Position

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.

Requirements

• 4+ years proven experience building and leading sales or GTM enablement at a high-growth B2B SaaS startup - ideally as the first or early enablement hire who took the function from 0 to 1
• 2-4+ years in a selling role; you've been an SDR, AE, or account manager and understand outbound selling firsthand, so you enable from credibility rather than theory
• Track record designing onboarding/ramp programs that measurably shortened time-to-productivity
• AI-native mentality with an enablement playbook relevant for an AI-native company
• Strong content and program-building chops: playbooks, certifications, call libraries, repositories - leveraging AI to build a knowledge context wiki - you ship fast and iterate
• Comfortable in a high-velocity, constantly-shipping environment where the product changes weekly and enablement can never be static

Nice To Haves

• Experience at a company selling CRM, sequencing, or GTM tooling - you know this buyer and this stack
• Personal experience running or coaching modern outbound (sequencing, signals, ICP/TAM strategy)
• Experience building customer education or academy programs, not just internal enablement
• Experience hiring and managing enablement teams as a function scaled
• Familiarity with tools like HubSpot, Salesforce, Outreach, Apollo, Salesloft, or Gong - and strong opinions on what an AI-native replacement should feel like
• Experience enabling forward-deployed, consultative, or services-adjacent sales teams

Responsibilities

• 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
• As the GTM org grows, build the team, systems, and tooling that keep enablement ahead of headcount

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed