Senior Administrative Assistant

Affirm; Winnipeg; Remote; CAD 90,000 - 130,000; Full time

Job summary

A financial technology company in Canada seeks a resourceful Senior Administrative Assistant to support senior leaders. The ideal candidate will excel in calendar management, meeting preparation, and travel logistics while ensuring effective communication across teams. A proactive, detail-oriented individual with 2–4 years of administrative experience is preferred. The position offers competitive pay and flexible work arrangements.

Benefits

Health care coverage

Flexible Spending Wallets

Generous vacation and holiday schedules

Employee stock purchase plan

Qualifications

• 2–4 years of relevant administrative experience, ideally supporting a Revenue or Commercial leadership team.
• Highly organized, reliable, and able to manage multiple priorities in a dynamic environment.
• Willingness to travel 6–8 times per year for team and company meetings.

Responsibilities

• Manage meetings and calendar scheduling for senior leaders.
• Create meeting agendas, coordination, and follow-ups.
• Plan and execute team-building activities and events.

Skills

Proactive and strategic planning

Expert calendar management

Cross-functional collaboration

Administrative operations management

Attention to detail

Tools

Google Suite

Microsoft Office

Zoom

Expense/travel management software

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.

We are looking for a resourceful, proactive, and detail-oriented Senior Administrative Assistant to provide administrative support to two senior leaders of our Sales and Revenue Operations & Analytics teams.

As a Senior Administrative Assistant, you will act as a collaborative and dependable partner, ensuring your leaders’ time is managed efficiently through expert calendar coordination, thoughtful communication, and seamless event and travel management. You will work closely with the affirm executive support team, contributing as a solutions‑oriented team player who enables leaders to focus on strategic priorities.

What You’ll Do

• Expert calendar management: Efficiently schedule meetings with internal and external partners, successfully anticipate and resolve conflicts, and ensure alignment across stakeholders.
• Meeting cadence and preparation: Create calendar events, draft agendas, develop presentation materials, and ensure attendees are informed and prepared. Provide daily recaps and meeting summaries via AI tooling to maintain clarity, alignment, and accountability.
• Meeting follow‑up: Attend select meetings to capture key action items, track deliverables, and ensure timely completion of follow‑up tasks.
• Event coordination: Plan and execute team‑building activities, partner meetings, and on‑site/off‑site sessions with precision and attention to detail.
• Cross‑functional collaboration: Partner closely with the Executive Support team to align priorities and share best practices across the wider affirm organization.
• Administrative operations: Manage expense reports and organize complex travel logistics; own document preparation using Google Suite and Microsoft Office; take ownership of ad‑hoc special projects as needed.
• Financial stewardship: Support invoice and purchase order processing, and collaborate with leadership and finance to monitor and analyze departmental budgets and expenses.

What We Look For

• 2–4 years of relevant administrative experience, ideally supporting a Revenue or Commercial leadership team.
• Highly proactive and strategic, anticipating needs, planning ahead, and ensuring leaders and teams are always prepared.
• Highly organized, reliable, and able to manage multiple priorities in a dynamic environment.
• Experience in a fast‑paced, high‑growth company, with the agility to pivot quickly as priorities evolve.
• Strong proficiency with Google Suite, Microsoft Office, Zoom, and expense/travel management software.
• Demonstrated professionalism, discretion, and sound judgment in handling sensitive information.
• A collaborative and communicative work style, with the ability to give and receive feedback constructively.
• A solutions‑oriented, positive, and supportive approach to teamwork and problem‑solving.
• A champion for team culture and engagement, coordinating recognition programs and reinforcing affirm’s values.
• Willingness to travel 6–8 times per year for team and company meetings or events.

Pay Grade - I

Equity Grade - 2

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 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 affirm holdings, inc. (parent company).

CAN base pay range per year: $90,000 - $130,000

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. 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.

Benefits

We’re extremely proud to offer competitive benefits that are anchored to our core value of people come first. Some key highlights of our benefits package include:

• 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.

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.