Director of Field Enablement, Global
$175k - $200kClutch Canada
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. 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 Why you should join Contentsquare Virtual onboarding, Hackathon, and various opportunities to interact with your team and global colleagues both on and offsite each year Work flexibility: hybrid and remote work policies Generous paid time‑off policy (every location is different) Lifestyle allowance A Culture Crew in every country we’re based in to coordinate regular activities for employees to get to know each other and bond outside of work Every full‑time employee receives stock options, allowing them to share in the company’s success We have multiple Employee Resource Groups, that offer a safe space for individuals who share common identities, life experiences, or allyship to connect, support one another, and passionately advocate for the issues close to their hearts And more benefits tailored to each country Compensation 175000 - 200000 USD a year For compensation, we set standard ranges for all roles based on function, level, and geographic location, benchmarked against similar‑stage growth companies. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries across all US locations. Within the range, individual pay is determined by work location and additional factors, including job‑related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process. Equal Opportunity Employer Contentsquare is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to sex, gender identity or expression, sexual orientation, race, color, religion, national origin, disability, protected veteran status, age, or any other characteristic protected by law. Privacy Notice Your personal data is used by Contentsquare for recruitment purposes only. Read our Job Candidate Privacy Notice to find out more about data protection at Contentsquare and your rights. You can exercise your rights by using our dedicated Data Subject Rights Portal here. Your personal data will be securely stored in our hosting provider’s data center in Oregon (US west). We have implemented appropriate transfer mechanisms under applicable data protection laws. Contentsquare may use AI‑assisted tools to help review and screen applications. All decisions involving hiring are made by human reviewers, and your personal data will be processed in accordance with our Candidate Privacy Policy. #J-18808-Ljbffr Clutch Canada
$165k - $242k
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