Revenue Compensation Analyst

Tailscale

$120,000 - $150,000 / yearlyfull timeremote

About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be.

Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We're looking for a Revenue

Compensation

Analyst to join our Revenue Operations team. This is a highly visible role at the intersection of Sales, Finance, People, and Revenue Operations that directly impacts how we motivate and reward our go-to-market organization. You'll own the end-to-end administration of our Revenue

programs, from monthly commission processing and audits to annual plan implementation, while partnering closely with Revenue Leadership on

design, quota modeling, and incentive strategy. This role is ideal for someone who enjoys balancing operational excellence with strategic problem solving. You'll ensure every salesperson is paid accurately and on time while helping shape

programs that drive the right behaviors and support the company's growth.

Operations Manage the end-to-end commission process, ensuring accurate and timely monthly payouts across all variable

plans. Validate commission calculations through detailed audits of Salesforce,

systems, and payroll data. Partner with Payroll and Finance to deliver accurate commission payments and support monthly close activities. Administer CaptivateIQ, including participant management, quota uploads, territories, crediting rules, rate tables, and plan configuration.

Maintain

documentation, plan logic, calculation methodologies, policies, and audit procedures. Partner on

Strategy Partner with Revenue Operations and Revenue Leadership to design, model, and refine sales

plans, SPIFFs, accelerators, and incentive programs. Build financial models to evaluate plan economics, quota attainment, payout curves, and cost of

Support annual

planning, quota setting, territory planning, and

rollouts. Conduct market benchmarking and analyze industry trends to ensure

programs remain competitive and effective. Evaluate the effectiveness of current plans and recommend improvements that better align incentives with company objectives. Deliver Insights Through Analytics Develop recurring reporting on attainment, payouts, commission spend, quota performance, and sales productivity.

Analyze

data to identify trends, risks, and opportunities across segments, roles, and territories. Build scenario models to evaluate changes in

plans, quota methodologies, and organizational structure. Partner with Revenue Leadership, Finance, and RevOps to provide recommendations that improve performance and drive business outcomes. Support the Go-to-Market Organization Serve as the primary point of contact for

questions from sales managers and individual contributors. Investigate and resolve commission disputes professionally, accurately, and with strong customer service. Manage

letters, SPIFF administration, opportunity splits, territory changes, and quota assignments. Ensure new hires, promotions, transfers, and terminations are accurately reflected across

systems. Improve Systems & Processes Continuously identify opportunities to automate manual processes and improve data quality. Partner with cross functionally to enhance integrations between Salesforce, commission platforms, HRIS, payroll, and ERP systems.

Leverage AI and automation tools to improve reporting, streamline workflows, and reduce administr

Key Responsibilities

Own Revenue

Benefits

An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Apply now