Director / Senior Director of GTM Strategy & Sales Enablement
Ascenda, New York, NY, United States
Ascenda powers the growth of leading financial services brands worldwide with premium rewards programs that differentiate their products, drive profitable customer behaviors, and create sustained engagement.
We are a thriving global Loyalty as a Service company and experiencing rapid expansion. Join our dynamic finance team as one of its earliest leaders, contributing to the development of our financial planning strategies as we strive for hypergrowth.
Role As Director / Senior Director of GTM Strategy & Sales Enablement, you will serve as the operating backbone of Ascenda’s enterprise commercial motion. Reporting into the SVP of Business Development, Financial Institutions, you will own the structure, coordination, and execution discipline behind how we progress and win complex partnerships.
You will operate at the intersection of Business Development, Commercial, Product, and Marketing, acting as the strategic connective layer that ensures opportunities are clearly defined, properly sized, prioritised, and aligned internally. You will bring structure to the end‑to‑end sales pipeline, strengthen proposal quality, and ensure leadership has clear visibility into deal progression and risk.
Beyond pipeline oversight, you will serve as the owner of major RFP responses and complex proposals, coordinating inputs, shaping the commercial narrative, and driving the submission. You will also support Sales leaders in developing strategic, client‑facing materials that articulate a compelling and differentiated value proposition.
This role combines commercial strategy, operational rigor, and hands‑on execution to improve win rates, deal velocity, and revenue predictability as Ascenda scales its multifaceted business.
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
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
Why Join Ascenda? Ascenda offers the unique opportunity to lead in the loyalty ecosystem space, shaping the future of rewards programs. We are passionate, we keep things simple, we focus on results, we work together, and we innovate.
Benefits
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
Ascenda is dedicated to diversity and inclusion, welcoming candidates from all backgrounds. Join us on our mission to make loyalty simple and rewarding for everyone, everywhere.
The salary range for this position is between $150,000-$275,000 per year, depending on experience and location.
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We are a thriving global Loyalty as a Service company and experiencing rapid expansion. Join our dynamic finance team as one of its earliest leaders, contributing to the development of our financial planning strategies as we strive for hypergrowth.
Role As Director / Senior Director of GTM Strategy & Sales Enablement, you will serve as the operating backbone of Ascenda’s enterprise commercial motion. Reporting into the SVP of Business Development, Financial Institutions, you will own the structure, coordination, and execution discipline behind how we progress and win complex partnerships.
You will operate at the intersection of Business Development, Commercial, Product, and Marketing, acting as the strategic connective layer that ensures opportunities are clearly defined, properly sized, prioritised, and aligned internally. You will bring structure to the end‑to‑end sales pipeline, strengthen proposal quality, and ensure leadership has clear visibility into deal progression and risk.
Beyond pipeline oversight, you will serve as the owner of major RFP responses and complex proposals, coordinating inputs, shaping the commercial narrative, and driving the submission. You will also support Sales leaders in developing strategic, client‑facing materials that articulate a compelling and differentiated value proposition.
This role combines commercial strategy, operational rigor, and hands‑on execution to improve win rates, deal velocity, and revenue predictability as Ascenda scales its multifaceted business.
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
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
Why Join Ascenda? Ascenda offers the unique opportunity to lead in the loyalty ecosystem space, shaping the future of rewards programs. We are passionate, we keep things simple, we focus on results, we work together, and we innovate.
Benefits
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
Ascenda is dedicated to diversity and inclusion, welcoming candidates from all backgrounds. Join us on our mission to make loyalty simple and rewarding for everyone, everywhere.
The salary range for this position is between $150,000-$275,000 per year, depending on experience and location.
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