[Remote] Staff Accountant at Tailscale

United States

Tailscale Logo
Not SpecifiedCompensation
N/AExperience Level
N/AJob Type
Not SpecifiedVisa
N/AIndustries

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

Responsibilities

  • 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

Skills

Tailscale

Secure VPN for remote resource access

About Tailscale

Tailscale offers a secure networking solution that allows users to access remote resources like virtual machines and databases from anywhere using a WireGuard-based Virtual Private Network (VPN). Its service is designed for businesses and individuals needing to manage private resources remotely, with a focus on simplicity and minimal setup. Tailscale's freemium model attracts a wide user base, allowing users to start for free and upgrade for additional features. The company aims to enhance data security while providing an easy-to-use remote access solution.

None, CanadaHeadquarters
2019Year Founded
$111.9MTotal Funding
SERIES_BCompany Stage
Enterprise Software, CybersecurityIndustries
51-200Employees

Benefits

Health Insurance
Dental Insurance
Vision Insurance
Flexible Work Hours
Remote Work Options
Unlimited Paid Time Off
Parental Leave
Professional Development Budget
Home Office Stipend
Phone/Internet Stipend
Company Equity

Risks

A critical vulnerability in Windows client poses remote code execution risk.
Cooling venture funding may impact Tailscale's future investment opportunities.
Scalability challenges may arise with rapid enterprise adoption of zero-trust solutions.

Differentiation

Tailscale uses WireGuard's Noise protocol for trusted encryption standards.
It integrates with existing identity providers like GSuite and Office365 for easy setup.
Tailscale offers over 100 integrations, fitting into almost any tech stack.

Upsides

Tailscale's zero-trust solution meets growing demand for enterprise security.
The $100 million Series B funding boosts product expansion and market reach.
Integration with Mullvad enhances privacy with a global VPN server network.

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