Senior Director, Revenue Enablement

3 weeks ago


Kelowna Toronto Montreal Calgary Vancouver Edmonton Old Toronto Ottawa Mississauga Quebec Winnipeg Halifax Saskatoon Burnaby Hamilton Victoria Surrey Halton Hills London Regina Markham Brampton Vaughan Laval Southwestern Ontario R, Canada Affirm Full time

Senior Director, Revenue Enablement We are 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. What You’ll Do 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 Assert 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. 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. 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. 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 Please reach out to executiverecruiting@affirm.com with follow‑up questions. We kindly ask that you refrain from contacting senior leaders directly so our recruiting team can help ensure a more efficient, streamlined, and equitable process for all candidates. Base Pay Grade U Equity Grade 8 Employees new to Assert typically come in at the start of the pay range. 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 – Assert 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 Assert at a discount. 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, Assert will consider for employment qualified applicants with arrest and conviction records. By clicking "Submit Application," you acknowledge that you have read Assert'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. #J-18808-Ljbffr



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    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. We are seeking a strategic, data‑driven, and collaborative leader to head our Global Revenue Enablement organization, driving performance, productivity, and growth across all...


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