Senior Sales Enablement Program Manager - United States

JumpCloudQuinte West, ON
$150,000 - $175,000Remote

About The Position

We are looking for a powerhouse Sales Enablement Leader who lives and breathes sales excellence. You aren't just an administrator; you are a high-performing sales veteran who is passionate about driving Sales Acumen and mastering the Sales Process. You thrive on the front lines, acting as the "translator" between Product Marketing and the Field to bridge the gap between "closing the deal" and "growing lifetime value." The ideal candidate is a forward-thinking architect who thinks outside the box. You are at your best when you are out in the field, listening to calls, engaging with the sales team, and delivering high-energy live training that inspires and motivates. You will lead a dedicated team to make an immediate impact, leveraging AI and automation to revolutionize how our revenue-generating teams operate.

Requirements

  • Must have a proven track record of "carrying a bag" as a frontline quota-carrying sales professional (AE, AM, or equivalent), ensuring a deep, firsthand empathy and understanding of the modern sales cycle, deal pressures, and buyer psychology
  • 6+ years in B2B SaaS sales (Commercial or Enterprise). You must have a proven track record of winning and managing complex, multi-stakeholder deals.
  • 3+ years in Sales Enablement or Sales Management. Experience managing programs that cover the full sales-to-success lifecycle (AE, AM, and CSM) is required.
  • Expert-level facilitation skills with the ability to command a room of senior sellers and motivate them toward peak performance.
  • Practical, hands-on experience implementing or coaching MEDDPICC in a live sales environment, with the ability to operationalize it beyond simple qualification into full customer lifecycle strategy.
  • Advanced proficiency in Salesforce, Conversation Intelligence (Gong), and LMS platforms. You should be genuinely excited about the impact of Sales AI and automation.
  • Proven ability to use performance data to diagnose funnel gaps and iterate on programs to improve win rates and NRR.

Nice To Haves

  • Domain-relevant experience supporting IT, security, identity, or device management markets.
  • Experience with value-based selling frameworks.
  • Familiarity with instructional design principles (ADDIE or SAM) to better collaborate with the content team.

Responsibilities

  • Manage and inspire a small, high-impact sales enablement team (2-3 direct reports), fostering a culture of continuous improvement and sales excellence.
  • Lead full sales process deal reviews, live call reviews, and clinics focused on core sales skills: Discovery, Negotiation, and Objection Handling. You are expected to be deeply embedded with the team, providing real-time, actionable feedback to elevate sales execution.
  • Act as the North Star for qualification and deal execution. Embed MEDDPICC across the entire customer lifecycle—from AE deal qualification to CSM health-scoring.
  • Architect and implement a forward-thinking AI strategy. You will align AI tools and automation to drive efficiency in content development, learner engagement, and the overall sales process.
  • Design and operationalize enablement programs for the entire customer journey, ensuring a unified value language from initial prospect to long-term partner.
  • Act as the primary enablement stakeholder for Product Marketing. You will "field-proof" messaging, ensuring that product launches and competitive intelligence are translated into actionable sales plays, discovery questions, and objection-handling scripts.
  • Collaborate with Instructional Designers and Sales Content Creators to build engaging, modern learning paths. You provide the "what" (the sales expertise and MEDDPICC application), while they provide the "how" (e.g., SCORM modules, interactive workbooks, and video-based micro-learning).
  • Partner with Content teams to ensure the Sales Asset Management (SAM) tool is populated with high-utility, up-to-date content that reflects current market conditions and product capabilities.

Benefits

  • Comprehensive benefits package
  • Several medical plans to choose from including a high deductible HSA plan with employer contribution
  • Two dental plans
  • Vision insurance
  • Flexible spending account (FSA)
  • Employee assistance program (EAP)
  • Short- and long-term disability
  • Life insurance
  • 401k savings plan with match
  • Flexible paid time off policy
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