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Director / Senior Director of GTM Strategy & Sales Enablement

Ascenda Loyalty

New YorkHybrid2mo ago
Employment
Full-time
Seniority
Lead

About the role

The Role


Your Impact

  • Own the end-to-end enterprise sales pipeline, ensuring opportunities are clearly qualified, sized, prioritised, and proactively communicated to senior stakeholders
  • Act as a client-facing partner throughout the deal lifecycle, engaging directly in RFPs, proposals, and active deal work to shape strategy and strengthen win probability
  • Lead major RFP responses and complex proposals as the owner responsible for strategy, coordination, and final submission
  • Engage directly with clients during RFPs and active deal cycles, supporting Sales leads in developing strategic, client-facing decks and commercial materials to strengthen positioning and increase win rates
  • Define and evolve business development strategy, including target markets, go-to-market motion, commercial models, and product-market fit
  • Act as the connective layer across Sales, Commercial, Product, and Marketing, translating client feedback and deal learnings into clear narratives and go-to-market strategies
  • Drive weekly pipeline governance, validating deal probability, escalating blockers, and improving forecast accuracy
  • Support Sales leads in developing strategic client-facing decks and commercial materials that strengthen positioning and win probability
  • Build and refine commercial models and business cases to support high-impact GTM initiatives and partner discussions
  • Evolve sales processes and tools (e.g., Notion, pipeline tracking) to improve pipeline hygiene, cross-team visibility, and accountability
  • Strengthen pricing narratives and proposal frameworks to improve negotiation outcomes and deal quality
  • Provide structured pipeline and performance insights to leadership to inform prioritisation and resource allocation

Who You Are

  • 10+ years of experience in GTM strategy, enterprise sales operations, consulting, or commercial enablement
  • Proven experience owning or supporting complex enterprise RFPs and multi-stakeholder bids
  • Strong commercial acumen with the ability to shape deal strategy and positioning
  • Highly structured operator who can bring clarity and process to ambiguous commercial environments
  • Comfortable working closely with senior sales leaders and influencing cross-functional stakeholders
  • Analytical and data-driven, with experience managing forecasting and pipeline reporting
  • Hands-on and execution-oriented, comfortable building decks, commercial models, and governance frameworks
  • Thrives in a fast-paced, scaling environment where structure needs to be built, not inherited
  • Excited by ambitious goals, rapid growth, and breaking new ground in the Americas
  • Structured thinker and communicator who presents ideas in a simple, actionable manner
  • Strong alignment with Ascenda’s core values of growth mindset, hands-on ownership, supportive collaboration, and radical simplicity
  • High growth environment & exponential career development
  • Mobile & flexible work environment
  • WFH office equipment allowance
  • Comprehensive Paternal Leave
  • Medical insurance coverage
  • 401K program with company match
  • Employee recognition programs
  • Competitive compensation
  • Travel perks & Employee rewards

Perks & benefits

  • 401k
  • Medical Insurance
  • Pension Matching
  • Home Office Budget

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