Contentsquare

Director of Field Enablement, Global

New York, New York / Boston, Massachusetts / Washington, D.C / Raleigh, North Carolina / Atlanta, Ge Full Time
Contentsquare is the all-in-one experience intelligence platform designed to be easily used by anyone who cares about digital journeys. With our flexible and scalable platform, organizations quickly get a deep understanding of their customers’ whole online journey.

We are a global leader in the experience analytics space, with a growing presence across 15 offices worldwide. We’re here to stay—and we’re looking for team members who are excited to drive impact and help us scale even further.

Our aim is to create an inclusive workplace where everyone learns and succeeds. Contentsquare has built a community of individuals who are daring, understanding, and deliberate. We invite you to join us in making the complex simpler—for our customers, their customers, and each other.

Important note: Be careful of scammers pretending to be from Contentsquare. We will never ask for money or contact you through random texts. Any communication from our in house Talent Acquisition team will only ever come from our contentsquare.com or @contentsquare-ext.com domain. For more information, visit our careers blog.

About the role:

This is a high-impact, globally-scoped enablement leadership role at the heart of Contentsquare's GTM organization. You will own the enablement strategy and execution for our global field teams, lead a team of Enablement Business Partners, and serve as the primary driver of Command of the Message (CoM) adoption and proficiency across Sales, Pre-Sales, and Customer Success. This role requires a builder's mindset, deep partnership with GTM and Revenue Operations leadership, and the confidence to operate in a fast-paced, evolving environment.

Major Responsibilities:

Leadership and Strategy

  • Lead the global Field Readiness strategy, ensuring enablement programs are directly tied to GTM priorities and measurable business outcomes

  • Lead, develop and inspire a global team of Enablement Business Partners, setting clear direction, modeling enablement excellence, and building a culture of high performance and shared accountability

  • Act as a strategic thought partner and trusted advisor to GTM, Revenue Operations, Marketing, and Product leadership

  • Serve as the voice of the field within the enablement team, translating market realities and seller needs into actionable programs and priorities

  • Conduct qualitative and quantitative analysis to identify enablement gaps and opportunities that drive productivity and revenue growth across knowledge, skills, process, and coaching

Command of the Message (CoM)

  • Serve as the organization's primary enablement owner for CoM, driving proficiency, adoption and accountability across the GTM field

  • Facilitate CoM certifications and ongoing skill development for sellers, managers and leaders

  • Partner with RevOps to embed CoM into Salesforce workflows, deal review processes and reporting, ensuring methodology is operationalized and measurable

  • Coach managers on CoM-based deal reviews and pipeline inspection, building a culture of methodology accountability

Program Design and Delivery

  • Design and deliver a range of enablement programs, activities and interventions tied to improving field performance, including:

    • Trainings (instructor-led, e-learning, on-demand, workshops)

    • Content (playbooks, job aids, templates, vertical guides)

    • Tools (adoption, optimization, AI-assisted workflows)

    • Coaching (improving manager ability to drive field performance)

    • Peer learning (scaling best practices, highlighting best-in-class)

    • Reinforcement plans (embedding change and sustaining behavior)

    • Communications (dissemination of assets and critical information across the field)

  • Think AI first and accelerated scale in a high paced product innovative environment

  • Manage and contribute to scaled GTM programs including new product launches, methodology rollouts, process changes, and tool adoption initiatives

  • Manage the onboarding curriculum for new GTM hires across segments and regions, with particular depth in the Enterprise business

  • Identify and scale best practices from the field through peer learning programs and structured knowledge-sharing forums

Measurement and Accountability

  • Define success metrics for all enablement programs and report results regularly to GTM leadership and key business stakeholders

  • Use data to continuously evaluate program effectiveness and iterate based on what is and is not working

Requirements: 

  • 5+ years in sales enablement, with a demonstrable track record of building and executing global enablement strategies, programs and content

  • Deep knowledge of and hands-on experience with Command of the Message (CoM) or equivalent value-based selling methodology, with the ability to coach and certify others

  • Proven ability to lead, develop and retain a high-performing team of enablement professionals

  • Demonstrated ability to influence and align senior GTM leaders around enablement priorities and outcomes

  • Strong RevOps fluency: comfort with Salesforce reporting, pipeline data, and cross-functional partnership with Revenue Operations

  • Proficiency with modern enablement technology: LMS (MindTickle or equivalent), conversation intelligence tools, CRM, and AI-powered productivity tools

  • Ability to operate and make sound decisions in an environment of ambiguity and rapid change. This is a genuine requirement for success in this role, not a formality

  • Proven ability to translate complex business priorities and skills gaps into clear, impactful learning programs and content

  • Strong project management skills with the ability to manage multiple programs simultaneously across global stakeholders

  • Experience working in fast-paced, high-growth SaaS companies; Martech or digital analytics experience a plus

  • Ability to travel to global locations as required

  • Demonstrable AI programme deployment and experience 

Nice to have:

  • Sales, Sales Management, or Product Marketing background

  • 3+ years of people management experience

  • Experience with MEDDIC / MEDDPICC qualification methodology

  • Familiarity with Clari, Salesforce, and AI-assisted GTM tools (e.g., Dust, co-pilot tools)

  • Progressive approach to learning materials and thought leadership in AI for scale