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Highwire

Senior Manager, People Operations (Payroll, Benefits & Analytics)

Highwire · Colorado, United States; Illinois, United States; Maryland, United States; Washington, District of Columbia, United States; Washington, United States

Posted 15 days ago · $90,000 to $110,000

or apply directly on Highwire 's site. We never take the application ourselves.

Is this posting real?

This role has been open
15 days
Highwire 's roles stay open a median of 43 days
Reposted
No
Salary listed
Yes
90% of Highwire 's roles list one
Ghost-job risk at Highwire
high
45 stale, 0 reposted of 92 open
Hiring momentum
152 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-17

Measured from postings appearing on and disappearing from Highwire 's own greenhouse board since 2026-08-03. Full hiring picture for Highwire .

About this role

The Senior Manager, People Operations will oversee payroll, benefits, and analytics for Highwire's multistate workforce. This role involves managing payroll processes, designing benefits programs, and leveraging people analytics to provide insights that drive business performance. The position requires close collaboration with various stakeholders, including Finance and senior leadership, to ensure compliance and enhance employee communication regarding benefits and payroll.

Our read on this posting4.8out of 5
benefits
5/5
freshness
4/5
career value
5/5
role clarity
5/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Highwire as an employer.

What you need

  • At least seven years of progressive experience across multistate payroll, payroll tax, benefits, leave administration, HR systems, people analytics and People–Finance operations
  • Direct, hands-on experience processing and administering multistate payroll through Rippling
  • Experience managing a payroll-provider relationship
  • Deep knowledge of multistate payroll and payroll tax requirements
  • Demonstrated experience leading benefits plan design, renewals, financial analysis, administration, compliance and employee communication
  • Hands-on experience administering a 401(k) plan and executing annual plan audits

Nice to have

  • Certified Payroll Professional (CPP) certification
  • Experience working in a professional services, agency, private equity-backed or similarly fast-paced organization
  • Experience supporting mergers and acquisitions
  • Experience evaluating or administering self-funded or level-funded health plans
  • Experience leading payroll, benefits, HRIS or vendor implementations

What you get

  • Competitive salary with merit-based opportunities for growth
  • Flexible hybrid work model
  • Generous vacation policy, including extended summer and winter breaks
  • Early log-off on Fridays through Empower Hours program
  • 401(k) plan with employer matching
  • Comprehensive medical, dental, and vision coverage, plus FSA options

Worth weighing

  • No specific salary figure mentioned beyond the range
  • The role requires a deep understanding of multistate payroll and tax, which may be complex depending on the jurisdictions involved
  • Experience with Rippling as a payroll provider is mandatory, which may limit candidates who are familiar with other systems
  • The position involves significant cross-functional collaboration, which may require strong interpersonal skills

Summarised from Highwire 's posting. Read the full original.

Listed by Highwire on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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