Remote (Country)

OpenSesame is hiring an Enablement Manager

About the Role

OpenSesame is seeking an Enablement Manager to equip our Go-to-Market (GTM) teams—including Sales, Customer Success Managers, Sales Development Representatives, and Partners—to win as we scale into a multi-product SaaS business. You will be instrumental in shaping how we sell, support, and grow revenue across a complex portfolio, leveraging AI for smarter insights and execution.

What You'll Do

  • Design and launch an integrated enablement framework for Sales, CSMs, SDRs, and Partners.
  • Deliver onboarding and continuous learning programs, including certification programs tied to productivity outcomes.
  • Own Highspot as the field enablement hub.
  • Launch multi-product enablement programs to support cross-sell and upsell success.
  • Deploy and train GTM teams on AI-enabled workflows, such as Gong coaching, predictive scoring, and RFP automation.
  • Develop best-practice toolkits for engaging prospects, customers, and partners.
  • Institutionalize a repeatable enablement framework for onboarding, certifications, and continuous learning.
  • Establish cross-functional cadences for alignment and reporting.
  • Deliver GTM enablement for company kickoffs, covering new messaging, positioning, and playbooks.
  • Launch OpenSesame Certified 2.0 to reduce partner onboarding time.
  • Document AI-driven productivity gains.
  • Establish a closed-loop reporting system linking enablement programs to pipeline, retention, and revenue outcomes.
  • Present quarterly scorecards to leadership.
  • Continuously refine enablement content, certifications, and KPIs.
  • Drive GTM adoption of AI-enabled workflows.
  • Work in close partnership with Product Marketing to ensure GTM teams are trained, aligned, and confident in delivering differentiated value.
  • Maintain tight alignment with Product Marketing to ensure consistent messaging and positioning.
  • Build a culture of enablement that fosters collaboration, curiosity, and continuous improvement.

What We're Looking For

  • A track record of delivering excellent results.
  • A proactive self-starter.

Technical Stack

  • Highspot
  • Salesforce
  • HubSpot
  • Looker
  • Gainsight
  • Crossbeam
  • 6sense
  • Gong

Team & Environment

You will work closely with Product Marketing and have cross-functional exposure to senior leadership.

Benefits & Compensation

  • Compensation range: $110,000 - $145,000
  • Professional development opportunities
  • Incentive Stock Options (ISOs)
  • Health insurance
  • 401(k) matching
  • Paid time off

Work Mode

This is a remote position open to candidates located within the United States.

OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics.

Required Skills
HighspotSalesforceHubSpotLookerGainsightCrossbeam6senseGongEnablementSales OperationsData AnalysisTrainingProgram ManagementCRM
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About company
OpenSesame

Transforms workforce development with an AI-powered marketplace of over 50,000 skill-building courses. Helps organizations build skills and stay compliant through a high-quality content catalog, seamless LMS/LXP integrations, and advanced capabilities like skills-based curation and multilingual content creation.

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Job Details
Category management
Posted 7 months ago