Tailscale

Staff Accountant

Tailscale

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇨🇦 Canada

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Salary

💰 CA$75,040 - CA$167,500 per year

Job Level

Mid-LevelSenior

Tech Stack

ERP

About the role

  • Serve as the first point of contact from finance for Sales on deal structuring, order processing, and approvals.
  • Review and approve transactions to ensure compliance with company policies, contractual guidelines, and revenue recognition standards.
  • Maintain accurate deal setup in CRM, billing, and ERP systems to enable invoicing and revenue recognition.
  • Support the month-end close process, including revenue recognition in accordance with ASC 606 and account reconciliations.
  • Partner cross-functionally with Sales, Customer Success, and Legal to streamline workflows and reduce friction in the deal-to-cash process.
  • Monitor accounts receivable, support collections efforts, and help resolve billing disputes.
  • Assist with internal controls, process documentation, and audit support as needed.
  • Identify and implement improvements to increase efficiency and accuracy across order-to-cash and accounting processes.

Requirements

  • 3+ years of experience in Accounting, Deal Desk, or Order-to-Cash roles at SaaS high-growth startups
  • Solid understanding of order-to-cash processes, SaaS billing models, and ASC 606 revenue recognition principles
  • Experience with CRM (Salesforce), billing platforms (Stripe), and ERP systems
  • Strong accounting foundation; CPA a plus
  • Excellent organizational skills, with the ability to balance detail orientation and cross-functional collaboration
  • Self-starter with an entrepreneurial mindset; comfortable working in a fast-paced, remote-first environment
Benefits
  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
order-to-cash processesSaaS billing modelsASC 606 revenue recognitionaccount reconciliationsinternal controlsprocess documentationaudit support
Soft skills
organizational skillsdetail orientationcross-functional collaborationself-starterentrepreneurial mindset
Certifications
CPA
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