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ezCaterezCaterBoston, MA

Director, Sales Operations and Enablement

Leads Sales Operations and Enablement across planning, forecasting, commissions, CRM adoption, pipeline management, AI automation, and seller development. Requires 10+ years of Sales Operations leadership, strong CRM and analytics experience, and a track record of scaling high-performing teams.

206k – 290k/yr
Remote10+ YOERevenue Operations

About the role

Responsibilities

  • Lead the Sales Operations and Enablement function, improving sales efficiency, productivity, and selling effectiveness.
  • Build and manage a high-performing team, including recruiting, coaching, manager development, and career growth.
  • Drive go-to-market planning, reporting, target assignment, territory planning, quota planning, and headcount planning.
  • Design and manage sales commission plans, calculations, administration, and tracking using commission management software such as CaptivateIQ.
  • Partner with Sales leadership on monthly targets, forecasting, and operational cadence.
  • Implement pipeline reporting from top of funnel through customer value realization, account development, and retention.
  • Identify and deploy AI-powered tools and automation to improve reporting, forecasting, and seller productivity; measure adoption and business impact.
  • Lead cross-functional initiatives to streamline processes and improve sales productivity and velocity.
  • Support CRM design, implementation, change management, and adoption.
  • Design and oversee sales training, onboarding, sales plays, and pipeline-excellence programs.
  • Reinforce sales methodology and effective use of digital tools.
  • Maintain sales content and assets and collaborate with Marketing and Product on sales materials.

Requirements

  • 10+ years of experience leading Sales Operations, including developing, leading, and scaling the function in a high-growth company; technology experience is preferred.
  • Experience with market segmentation and go-to-market strategy development in partnership with Marketing and Sales.
  • Proficiency with CRM development, management, and forecasting.
  • Experience using Salesforce, Tableau, and Sigma, including data integrations and implementations.
  • Proven success leading annual, quarterly, and monthly planning for territories, quotas, and headcount.
  • Experience building, managing, and coaching high-performing teams.
  • Excellent problem-solving, collaboration, written communication, verbal communication, and stakeholder-influence skills.
  • Ability to operate proactively in a lean, fast-paced, changing environment and build scalable sales processes.
  • Experience in a two-sided marketplace, B2B technology platform, or B2B solutions is strongly preferred.
  • Ability to travel up to five days per quarter for team gatherings and other events.

Compensation and Benefits

  • National total target cash compensation, including base salary and bonus target: $206,127–$289,991 annually.
  • Stock options, 401(k) with company match, health, dental, FSA, long-term disability insurance, mental health resources, family planning resources, 12 paid holidays, and flexible PTO.
  • Remote-hybrid work from the Boston office, home, or a combination of both.

Skills

SalesforceTableauSigmacaptivateiqCRMSales Forecastingsales planningSales EnablementGo-to-Market Strategymarket segmentationsales commissionspipeline reportingsales analyticsSales MethodologyAI Automation
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