Impress employers and recruiters.
Choose from hundreds of resume examples.

Impress employers and recruiters.
Choose from hundreds of resume examples.

Target Resume Now

About the Role

Air is hiring a Senior Billing Specialist to own billing operations end-to-end, including Stripe administration, accounts receivable, enterprise vendor platforms, tax exemption processing, and invoice reconciliation. This is primarily an accounting and finance-operations role with a secondary customer-facing component for resolving billing issues.

Responsibilities

• Own the billing inbox, triaging and resolving inquiries regarding invoices, charges, payments, disputes, and cancellations via Intercom and email.
• Execute Stripe operations including processing subscription changes, issuing refunds, voiding/reissuing invoices, applying credits, and updating payment methods.
• Manage enterprise billing workflows by completing vendor enrollment forms and reconciling payments against invoices.
• Handle tax exemption setup by collecting certificates and applying correct adjustments in Stripe.
• Verify vendor payment details via phone before releasing funds.
• Investigate disputed and confusing invoices, coordinating with internal teams for resolution and generating customer explanations.
• Handle general CX tickets during billing downtime, such as product questions or access issues.
• Contribute to the help center and internal runbooks based on recurring billing patterns.
• Route non-billing tickets appropriately and collaborate cross-functionally with Product, Engineering, and Revenue teams.

Requirements

• 2-4 years of experience in billing, accounts receivable, or accounting, with hands-on experience in reconciliation, invoicing, collections, or payments operations.
• Financial fluency, including understanding of how invoices tie to a ledger, AR aging, and reconciliation of payment processors.
• Stripe fluency, including managing customer accounts, subscriptions, refunds, invoices, and payments.
• Familiarity with enterprise platforms such as Bill.com, Tipalti, Coupa, or Ariba, or a proven ability to quickly learn new financial tools.
• Experience using AI tools for context gathering, response drafting, and resolving ambiguous situations.
• Demonstrated ability to own processes, utilizing templates, saved replies, and checklists for consistency under pressure.
• Clear, professional written communication skills for customer interactions.
• Strong judgment for prioritizing and documenting issues.

Skills

• Stripe administration
• Accounts receivable
• Enterprise vendor platforms
• Tax exemption processing
• Invoice reconciliation
• Billing operations
• Financial systems
• AI tools
• Written communication
• Judgment

Location

• Toronto

Work Type

• In-office (at least 3 days/week)
• Hybrid

Experience Level

• Senior

Salary/Compensations

• CAD $62,000 - $100,000 + equity

Benefits

• Competitive medical, dental, and vision insurance
• Dependent coverage
• Generous work-from-home stipend
• Professional development reimbursement
• Unlimited vacation days

About the Company

• Air is a Creative Ops System for creative teams, automating tasks and unlocking creativity through image recognition, automated versioning, and approval workflows.
• Launched in March 2021, Air has raised over $70 million from venture capital groups including Avenir, Tiger Global, Headline Ventures, Lerer Hippeau, WndrCo, and Slack Ventures.
• Committed to building a world-class team and helping individuals reach their full potential.
• Passionate about solving big problems and growing with an innovative company.

Equal Opportunity

• Commitment to Diversity: We believe in the power of diverse perspectives and strive to create an inclusive culture that welcomes individuals from all backgrounds and experiences.