Staff Accountant
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Job Description
Staff Accountant supporting order-to-cash, billing, collections, and monthly close. Helping Tailscale scale secure networking software operations across Canada.
Responsibilities:
- Support the order-to-cash process from deal approval through invoicing, collections, and accounting
- Review order forms and commercial terms, including payment terms, billing frequency, credits, discounts, and non-standard terms
- Partner with Sales, Deal Desk, Customer Success, Legal, and Finance to resolve contract, billing, collections, and accounting issues
- Support recurring invoicing and billing, including month-end and quarter-end billing, renewals, usage-based charges, and customer adjustments
- Support monthly and quarterly close activities, including journal entries, accruals, reconciliations, and balance sheet support
- Monitor accounts receivable, support collections, investigate aging balances, and help resolve billing and payment disputes
- Support revenue-related accounting processes and documentation for revenue recognition under ASC 606
- Support employee expense reimbursement operations, including review, processing, policy compliance, and issue resolution
- Identify and implement process improvements across Deal Desk, billing, collections, expense reimbursements, and close activities
Requirements:
- 3+ years of progressive accounting experience, preferably in a high-growth SaaS or technology environment
- Strong accounting foundation with experience supporting monthly and quarterly close processes, reconciliations, journal entries, and accruals
- Experience with order-to-cash processes, including customer contracts, invoicing, accounts receivable, collections, and billing operations
- Working knowledge of ASC 606 and understanding of how commercial terms can impact billing and revenue recognition
- Experience partnering cross-functionally with Sales, Deal Desk, Customer Success, Legal, or similar teams
- Experience with ERP, CRM, billing, and expense management systems
- Strong analytical, organizational, and communication skills, with ability to manage recurring responsibilities alongside close deadlines
- Bachelor’s degree in Accounting, Finance, or a related field
- Familiarity with NetSuite, Salesforce, Stripe, DealHub, Ramp, or similar platforms is a plus
- CPA or progress toward CPA certification is a plus
Benefits:
- Inclusive, flexible environment with flexibility in how and when you work
- Competitive total compensation package including equity incentive plan
- Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families
- Remote-first work environment
- Virtual and in-person social events
- Corporate co-working program
- Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation
- Annual company retreat and team off-sites
- $1500 USD annually for professional development
- Mentorship, coaching, and internal promotion opportunities
- Flexible paid time off program
- Company-owned laptop (Mac or PC)
- Monthly home internet reimbursement
- $500 USD home office customization allowance
- Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
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