Payscale
Direct Ashby career site

Head of Customer Success

Location
Remote (US)
Listed
Today

Job Summary

The Customer Success organization at Payscale plays a leading role in enabling our customers to #getpayright. As part of our broader Customer organization with Professional Services and Customer Support, our Customer Success team provides a world-class customer experience that is propelling our mission for fair and transparent pay.

The Head of Customer Success is a high impact leadership role that reports to the VP of Customer Success. This role leads a growing organization of Directors/Managers and individual Customer Success Managers, responsible for ongoing adoption, value realization, stakeholder alignment and renewals of our customers.

What You'll Do

Location

Payscale has an employee centric remote-first model that provides you the flexibility to do your best work in a space that supports you, while also finding time to collaborate in person for the moments that matter.

  • In our remote-first model, employees can work from the location that works best for them.
  • We do not have centralized corporate offices.
  • Employees can choose to work from home, in company-paid co-working spaces, or any combination of the two that best suits their unique needs.

If you work from home, we recommend ensuring that you can meet the following technology, equipment and workspace requirements:

  • High-Speed Internet - A stable broadband or fiber connection (satellite is highly discouraged) with a minimum speed of 100 Mbps in a dedicated workspace that has a reliable Wi-Fi signal.
  • Device for Multifactor Authentication (MFA/2FA) - smartphone, tablet, etc.
  • When it matters (usually no more than a few times a year) we take the time to gather for in-person events.
  • Payscale has employees across the US, Canada, UK, The Philippines and Romania however we are currently unable to hire in the Quebec Province, Northern Ireland, and Hawaii.

Benefits and Perks

All around awesome culture where together we strive to live our 5 values

  • Data informed decision making.
  • Customer first. Always.
  • Succeed together.
  • Relentless about results. Obsessed with excellence.
  • Lead the change. Shape the standard.

An open and inclusive environment where you’ll learn and grow through programs and resources like:

  • Monthly company All Hands meetings
  • Regular opportunities for executive leadership exposure through things like AMAs
  • Access to continued learning & development opportunities
  • Our commitment to a continuous feedback culture which allows us to drive performance and career growth
  • A growing network of Employee Resource Groups
  • Company sponsored volunteer hours
  • And more!

Our more standard benefits

  • Flexible paid time off, giving you the opportunity to rest, relax and recharge away from work
  • 14 Paid Company Holidays, includes 2 floating holidays (you choose!)
  • A comprehensive benefits plan including medical, dental, life, vision, disability, and life insurance covered up to 100% by Payscale
  • Unlimited infertility coverage benefits through our medical plans
  • Additional supplemental health benefits offered to you and your family
  • 401(k) retirement program with a fully vested immediate company match
  • 16 weeks of paid parental leave for birthing and non-birthing parents
  • Health Savings Account (HSA) options and company contributions each pay period
  • Flexible Spending Account (FSA) options for pre-tax employee allocations
  • Annual remote work stipend to be used on wellness or home office equipment

About Payscale

Payscale is the pioneer of compensation intelligence, helping organizations make smarter pay decisions that drive business performance. For more than 20 years, Payscale has combined trusted market data with AI-powered technology to deliver actionable insights that turn pay from a cost into a catalyst for growth. The Payscale Intelligence Cloud portfolio of solutions - Ascent, JobNav, and Paycycle - empower top companies and businesses like Cintas, Leidos, Chipotle, Ohio State University, and TJX Companies.

Create confidence in your compensation. Payscale.

Read the original posting

From Payscale's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Head of Customer Success role at Payscale, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

Where is the Head of Customer Success job at Payscale located?

Yes, this Head of Customer Success opening at Payscale is listed as Remote (US). Always check Payscale's application page for specific state eligibility or relocation policies.

How do I apply for the Head of Customer Success position at Payscale?

This listing links directly to Payscale's Ashby application page. You can apply directly on Payscale's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.