Senior Manager, Field Enablement

Affirm; Remote; CAD 150,000 - 200,000; Full time

Job summary

A leading financial technology company located in Canada is seeking an experienced professional to drive sales enablement and revenue operations. The successful candidate will have over 10 years of experience, particularly in FinTech or SaaS, with proven success in improving team performance. Responsibilities include designing enablement strategies and coaching revenue leaders. This remote-first role offers competitive compensation from $150,000 to $200,000, with comprehensive benefits including health coverage and employee stock purchase plans.

Benefits

100% subsidized medical coverage

Generous stipends for technology and lifestyle needs

Competitive vacation and holiday schedules

Employee stock purchase plan

Qualifications

• 10+ years experience ideally in FinTech or SaaS.
• Proven success in enabling field performance.
• Deep understanding of selling methodologies and application.

Responsibilities

• Design and execute sales enablement strategies.
• Partner with leaders to identify performance gaps.
• Build and maintain sales playbooks and tools.
• Define success metrics and refine programs based on data.
• Lead change management and coach sales managers.

Skills

Experience in enablement, training, or Revenue operations

Success in designing programs to improve productivity

Understanding of selling methodologies

Strong analytical skills

Excellent communication skills

Knowledge of CRM and enablement tools

Self-starter with high EQ

Tools

Salesforce

Gong

Spekit

ChatGPT

Notion

Job description

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.

The Revenue team drives Affirms top‑line growth through strategic partnerships, pricing, and go‑to‑market execution. We acquire, retain, and expand merchant relationships across eCommerce, in‑store, telesales, and the Affirms app. The team leads onboarding, relationship management, and performance optimization to help merchants and partners succeed. We deliver value‑added solutions, drive adoption, and support long‑term business growth by connecting merchants and consumers through Affirms products.

What You’ll Do

• Design and execute a comprehensive sales enablement strategy — including onboarding, training, and continuous learning programs that improve Client Success, Sales, and Partnerships team performance.
• Partner with Revenue leaders to identify performance gaps and develop scalable solutions that drive revenue impact.
• Build and maintain sales playbooks, tools, and content to standardize best practices across teams and markets.
• Define and own success metrics for training effectiveness, track KPIs (e.g., ramp time, quota attainment, win rates) to quantify impact, and refine programs based on data insights.
• Lead change management and coach sales managers to embed new skills, methodologies, and processes effectively.

What We Look For

• 10+ years of experience in enablement, training, or Revenue operations, ideally within FinTech or SaaS.
• Proven success designing and implementing programs that improved field productivity and performance metrics across Sales, Client Success, and Partnerships.
• Deep understanding of selling methodologies (MEDDPICC, Challenger, SPICED, etc) and how to translate them into actionable playbooks and training.
• Strong analytical skills with experience using data to assess effectiveness and drive continuous improvement.
• Excellent communication, facilitation, and stakeholder management skills across functions and seniority levels.
• Deep knowledge of CRM and enablement tools (Gong, Spekit, Salesforce), including experience tailoring AI tooling (e.g., ChatGPT, Notion) for field use cases.
• A self‑starter and coach‑minded leader with high EQ, adaptability, and a passion for developing talent.

Compensation

Base Pay Grade - N
Equity Grade - 6

Employees new to Affirms typically come in at the start of the pay range. Affirms focuses on providing a simple and transparent pay structure which is based on a variety of factors, including location, experience and job‑related skills. Base pay is part of a total compensation package that may include monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents). In addition, the employees may be eligible for equity rewards offered by Affirms Holdings, Inc. (parent company). CAN base pay range per year: $150,000 - $200,000

Remote Work Policy

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

Benefits

• Health care coverage – Affirms 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 Affirms at a discount

EEO & Diversity

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, Affirms will consider for employment qualified applicants with arrest and conviction records.