Winchesters logo

Billing Specialist

Winchesters
Department:Accounting
Type:HYBRID
Region:Toronto, Ontario
Location:Toronto, Ontario, Canada
Experience:Associate
Salary:CAD60,000 - CAD65,000
Skills:
QUICKBOOKS ONLINEBILLINGACCOUNTS RECEIVABLEBOOKKEEPINGCUSTOMER SERVICEFINANCIAL REPORTINGPROCESS IMPROVEMENTAUTOMATIONSUBSCRIPTION BILLING
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Job Description

Posted on: October 16, 2025

Billing Specialist - (Accounts Receivable and Customer Service)Downtown Toronto – Flexible Hybrid$60,000–$65,000 base + discretionary bonus + excellent benefits

We are recruiting for a Billing Specialist to join a growing and dynamic organization in downtown Toronto. This is an exciting opportunity for someone who wants to take ownership of the billing cycle, while also supporting finance, administration, and customer service functions. The role comes with a very flexible hybrid work setup, strong benefits, and tons of growth potential. The position will be around 40% billings focused while the other 60% will be customer service. Bonus points if you have subscription-based billing experience.

Responsibilities:

  • Manage the full billing cycle – generating, reviewing, and sending accurate invoices on time.
  • Reconcile payments, monitor receivables, and follow up on outstanding balances while maintaining strong client relationships.
  • Ensure accuracy in revenue recognition and financial records.
  • Support process improvements, automation, and efficiencies in billing and finance.
  • Assist with reporting, reconciliations, and other ad hoc financial tasks.
  • Provide administrative and customer service support, including responding to inquiries and assisting with onboarding.
  • Coordinate events such as conferences, webinars, and team offsites.

Requirements:

  • 3+ years of billing, bookkeeping, or AR experience (QuickBooks Online or similar).
  • Strong organizational skills with attention to detail and accuracy.
  • Excellent communication and customer service skills.
  • Proactive, problem-solving mindset with the ability to streamline processes.
  • Ability to handle a fast-paced environment and manage deadlines independently.
  • Experience with billing automation tools or subscription-based billing is a plus.

If you are interested in learning more about this opportunity, please apply now. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Originally posted on LinkedIn

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