Deal Desk Analyst

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.