Senior Director, Revenue Enablement

Affirm; Remote; CAD 225,000 - 295,000; Full time

Job summary

A leading financial technology company is seeking a strategic leader to head their Revenue Enablement organization in Canada. This remote role focuses on developing and executing a unified strategy to drive revenue-wide performance and growth across customer-facing functions. The ideal candidate will have over 15 years of experience in enablement organizations, proven business impact, and strong analytical and storytelling skills. The compensation package includes a competitive base salary and comprehensive benefits.

Benefits

Health care coverage

Flexible Spending Wallets

Competitive vacation and holiday schedules

Employee stock purchase plan

Qualifications

• 15+ years of experience in multidisciplinary enablement organizations.
• 10+ years building and scaling teams in high-growth environments.
• Proven impact in reducing ramp time and improving business outcomes.
• Expertise in enablement frameworks and sales methodologies.
• Collaborative work style with a track record of achieving shared outcomes.

Responsibilities

• Lead go-to-market strategy development and execution.
• Develop global enablement strategy to accelerate seller readiness.
• Design engaging learning experiences for internal and external teams.
• Improves enablement analytics and dashboard KPIs.
• Foster an inclusive team culture that values curiosity and collaboration.

Skills

Leadership

Data-driven decision making

Strategic thinking

Excellent communication skills

Storytelling

Collaboration

Enablement frameworks expertise

Tools

Gong

Spekit

ChatGPT

Job description

Overview

Affirm is reinventing credit to make it more honest and friendly, giving consumers the flexibility to buy now and pay later without any hidden fees or compounding interest. Affirm is seeking a strategic, data-driven, and collaborative leader to head our Global Revenue Enablement organization, driving performance, productivity, and growth across all customer-facing teams. This individual will be responsible for defining and executing a unified enablement strategy that accelerates seller readiness, strengthens cross-functional alignment, and elevates execution across the entire revenue lifecycle. The ideal candidate will bring deep expertise in enablement strategy, storytelling, and data-driven performance management — building programs that empower teams, improve outcomes, and amplify Affirm’s value proposition across markets and channels.

What You'll Do

We’re looking for a strategic, data-driven, and collaborative leader to head our Revenue Enablement organization, driving revenue-wide performance, productivity, and growth across all customer-facing functions. Key responsibilities include:

• Lead the development and execution of a unified go-to-market strategy, aligning Product, Pricing, Legal, and Revenue priorities. Shape the storytelling and positioning that bring the Affirm narrative to life across verticals and channels.
• Develop and lead a global enablement strategy and team that accelerates seller readiness and ramp time, drives revenue attainment, and delivers scalable onboarding, continuous learning, and leadership programs. Drive programs supporting internal Revenue teams and external merchant and partner audiences.
• Design inclusive and engaging learning experiences for internal field teams and external merchant and partner teams using a mix of in-person, virtual, and on-demand formats that reflect adult learning principles and encourage continuous skill growth.
• Oversee and continuously improve enablement analytics and dashboards, ensuring visibility into KPIs that connect training, readiness, and performance outcomes.
• Leverage enablement technology, learning systems, and AI-driven tools to improve efficiency and scale, using best-in-class platforms such as Gong, Spekit, ChatGPT, and other AI solutions. Own and deliver program playbooks to drive operational effectiveness.
• Foster a supportive, inclusive, and empowering team culture that values curiosity, collaboration, and continuous improvement.

What We Look For

• Proven leadership in multidisciplinary enablement organizations, with 15+ years of professional experience and 10+ years of experience building and scaling teams in fast-paced, high-growth, or enterprise environments.
• Demonstrated impact on business outcomes, including reducing ramp time, improving win rates, increasing attainment, and strengthening retention and engagement.
• Strategic and analytical mindset, with the ability to set vision and strategy across multiple functions while driving executional excellence, defining KPIs, evaluating program effectiveness, and communicating insights that inform executive decisions.
• Excellent communication and storytelling skills, able to connect data, strategy, and vision into compelling narratives that inspire action.
• Deep expertise in enablement frameworks and sales methodologies (e.g., MEDDPICC, Challenger), with experience implementing and driving adoption across field organizations.
• Collaborative and communicative work style, with a bias for action and proven track record of proactively partnering across teams to achieve shared outcomes in a highly matrixed, complex, and consensus-driven environment.
• Empathetic and supportive leader who develops, empowers, and celebrates diverse teams to perform at their best.

Location

Remote Canada

Compensation

Base Pay Grade – U; Equity Grade – 8. Employees new to Affirm typically come in at the start of the pay range. Affirm focuses on providing a simple and transparent pay structure which is based on location, experience and job-related skills. Base pay is part of a total compensation package that may include equity rewards, monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents). CAN base pay range per year: $225,000 - $295,000.

Benefits

• Health care coverage - Affirm covers all premiums for all levels of coverage for you and your dependents
• Flexible Spending Wallets - generous stipends for spending on Technology, Food, various Lifestyle needs, and family forming expenses
• Time off - competitive vacation and holiday schedules allowing you to take time off to rest and recharge
• ESPP - An employee stock purchase plan enabling you to buy shares of Affirm at a discount

Affirm is proud to be a remote-first company. The majority of roles are remote and you can work almost anywhere within the country of employment. Affirmers in proximal roles have the flexibility to work remotely, but will occasionally be required to work out of their assigned Affirm office. A limited number of roles remain office-based due to the nature of their job responsibilities.

We believe It’s On Us to provide an inclusive interview experience for all, including people with disabilities. We are happy to provide reasonable accommodations to candidates in need of individualized support during the hiring process.

[For U.S. positions that could be performed in Los Angeles or San Francisco] Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles Fair Chance Initiative for Hiring Ordinance, Affirm will consider for employment qualified applicants with arrest and conviction records.

By clicking "Submit Application," you acknowledge that you have read Affirm's Global Candidate Privacy Notice and hereby freely and unambiguously give informed consent to the collection, processing, use, and storage of your personal information as described therein.