Director / Senior Director of GTM Strategy &… at Kaligo · New York

Great to Meet You! We are Ascenda

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 behind the world-class rewards propositions of major banks and fintechs around the globe, including brands like American Express, Capital One, Brex, Revolut, Ramp, HSBC, Bank of New Zealand, Virgin Money (Australia), Bradesco (Brazil), ANZ (Australia), HDFC (India) and many others.

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. Our team spans 20 cities worldwide, with dual headquarters in Singapore and New York, totaling 250 team members.

The 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
• 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

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 & we innovate!

We have a rewarding working place that provides a:

• 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.

Ready to power growth for the financial services industry? Apply now! Together, we'll redefine what's possible.