Senior Billing Analyst

About Guideline

, we're defining the future of advertising. By harnessing data transparency and advanced tools, we empower marketers to make smarter, faster, and more profitable decisions. We work with the world's top brands, agencies, and media owners to transform media buying and selling into a more intelligent, efficient experience.

Full-time

We are seeking a Senior Billing & Collections Analyst to join our Finance team. In this role, you will own end‑to‑end subscription billing, recurring invoicing, usage‑based billing, and accounts receivable management for our SaaS business. You will ensure billing accuracy, deliver a best‑in‑class customer billing experience, and collaborate closely with Sales, Customer Success, Revenue Operations, and Finance. This role will be required to work in‑office 2‑3 days per week.

• Own end‑to‑end customer billing, including invoice generation, validation, and delivery across multiple currencies.
• Manage monthly billing cycles for subscription and usage‑based invoicing.
• Submit invoices through customer AP portals and ensure timely and accurate invoice distribution.
• Maintain billing schedules, contract updates, and customer details in Net Suite Suite Billing.
• Respond to customer billing inquiries and resolve discrepancies or disputes efficiently.
• Partner with Sales and Customer Success on billing setup, changes, renewals, and customer communication.

• Monitor AR aging and proactively manage collections activities.
• Conduct weekly AR aging reviews and identify trends or risks.
• Utilize automated dunning processes and conduct direct outreach when necessary.
• Communicate with customers regarding overdue balances, remittances, and payment plans.
• Support month‑end close activities related to AR and bad debt considerations.
• Analyze billing and collections data to identify discrepancies or opportunities for process improvement.

• Reconcile billing data between Net Suite, Salesforce, and internal systems.
• Validate usage data, billing logic, and usage‑based charges.
• Maintain accurate customer, contract, and billing master data across systems.
• Provide documentation and support for internal audits and financial reporting needs.

• Work extensively with Net Suite Suite Billing and ARM, Salesforce, and Excel/Sheets.
• Support enhancements to quote‑to‑cash workflows and system integrations.
• Take ownership of scheduled and off‑cycle bill runs, including invoices for newly closed deals.

We consider a wide range of factors when determining compensation including relevant experience, education, and skill level.

• Health, dental, life, and disability insurance
• RRSP with company match
• Paid time off and parental leave
• Teledoc Health services
• Employee recognition and referral bonuses

Guideline is an equal opportunity employer, committed to our diversity and inclusiveness. We will consider all qualified applicants without regard to race, color, nationality, gender, gender identity or expression, sexual orientation, religion, disability, or age. We strongly encourage women, people of color, members of the LGBTQIA community, people with disabilities, and veterans to apply.

• 3‑5 years of experience in Billing, Accounts Receivable, Revenue Operations, or related Finance roles (SaaS or recurring billing experience strongly preferred). Strong understanding of subscription billing and usage‑based billing processes within a SaaS environment.
• Hands‑on experience with billing systems, ideally Net Suite Suite Billing or equivalent platforms.
• Advanced proficiency in Excel/Google Sheets (pivot tables, lookups, complex formulas).
• Excellent written and verbal communication skills with confidence engaging directly with customers.
• High attention to detail with strong organizational and analytical skills.
• Ability to work independently and manage competing priorities in a fast‑paced environment.