Description

We are looking for a Deal Desk Analyst to manage contract workflows and the quote-to-cash process. In this role, you will work closely with Tailscale’s Sales and Finance teams to build and maintain scalable processes, advise cross-functionally on contract terms, and identify opportunities to streamline customer-oriented workflows.

This role will report to the Controller and work closely with internal and external stakeholders across a variety of teams. You will be a key player in shaping the future of Tailscale’s customer agreements while contributing to a world-class finance team.

Responsibilities and Duties:

Serve as a key point of contact for the Sales team, assisting in structuring and pricing deals to maximize Tailscale’s objectives while ensuring compliance with company policies and guidelines
Collaborate with various teams (including Sales, Finance, and BizOps) to facilitate deal approvals, resolve issues, and ensure smooth deal execution
Ensure hygiene and accuracy of contracts across systems and compliance through partnerships with Sales
Assist in developing discounting policies, contract terms, and pricing strategies that optimize revenue while maintaining competitive positioning
Conduct financial analysis and modeling to evaluate the revenue, profitability, and return on investment of potential deals
Work closely with Accounting to reconcile and close the books each month

Qualifications and Skills:

3+ years of experience in the Enterprise SaaS/B2B industry, specifically with quote-to-cash management, finance operations, deal desk, and/or sales operations
Strong understanding of the quote-to-cash cycle and experience in building related processes
Proficiency working with contracting systems, payment processors, and ERP systems (e.g. Stripe & Salesforce)
Exemplary interpersonal, verbal, and written communication skills

It's nice if you have

You’re an enthusiastic self-starter. You enjoy a fast-paced, exploratory environment and expect to lead multiple projects in parallel.
You’re keen to explore and learn how sales and finance teams can collaborate to produce the best outcomes.
You have a relentless desire to improve every aspect of your work, combining it with an exceptional attention to detail and unwavering high standards.
You deliver exceptional results and continuously elevate the standards of excellence within the team.

What We Offer

An inclusive, remote-first work environment where you can be your authentic self. We recognize the impact diverse voices and backgrounds have on the growth of our people, our product and our company.
A competitive total compensation package. This includes base salary, equity incentive plan and 401K contributions.
Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family, plus access to health and flexible spending accounts!
Flexible work hours and the opportunity to work from anywhere—enjoy a change of scenery wherever you can get wifi and join twice annual retreats with fellow Tailscalars!
Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, leverage our conference budget to learn from experts in your field or take advantage of mentorship, coaching and internal promotion opportunities.
Paid time off and a healthy work-life balance. Take advantage of 4 weeks vacation each year, uncapped sick time when you need it, and support for any situation life throws your way!
A build-your-own home office setup. You choose your own company-owned laptop (MAC or PC), receive a monthly home internet reimbursement and $1000 USD to customize your workstation to make it your own.
Generous parental leave program from your first day. We care about your life outside of work, and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.

About Tailscale

Tailscale builds software that makes it easy to connect and secure devices, no matter where they are. Every day, banks and multi-national companies use Tailscale to protect their corporate networks. Hobbyists and start-ups trust Tailscale to collaborate and share access to tooling. We're building a future for the Internet that's easy, small and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, HeavyBit, and Uncork Capital.

Tailscale

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