Upwork

Senior People Operations Specialist

Upwork · Toronto, Ontario, Canada

Posted 5 days ago

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

Is this posting real?

This role has been open
5 days
Upwork's roles stay open a median of 22 days
Reposted
No
Salary listed
No
0% of Upwork's roles list one
Ghost-job risk at Upwork
moderate
2 stale, 0 reposted of 6 open
Hiring momentum
15 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 Upwork's own greenhouse board since 2026-08-03. Full hiring picture for Upwork.

About this role

As a Senior People Operations Specialist at Upwork, you will deliver scalable people programs and operational support throughout the employee lifecycle, focusing on onboarding, offboarding, and immigration matters. You will partner with HR Business Partners and managers to navigate complex people issues, improve processes, and support performance management. This role requires strong operational skills and the ability to manage multiple priorities effectively.

Our read on this posting3.0out of 5
benefits
2/5
freshness
5/5
career value
4/5
role clarity
4/5
pay transparency
0/5

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 Upwork as an employer.

What you need

  • 5+ years of progressive experience in People Operations, HR Generalist, shared services, or related roles
  • Hands-on experience supporting U.S. employment-based immigration
  • Strong understanding of employee lifecycle operations and HR practices
  • Experience partnering with HRBPs, managers, and cross-functional People teams
  • Strong judgment and problem-solving skills
  • Process-oriented mindset with experience improving workflows

Nice to have

  • Experience supporting employees across multiple countries or regions
  • Exposure to immigration or employment processes in additional countries
  • Experience with performance management, manager coaching, or employee relations

What you get

  • Competitive benefits offered through a partner during initial employment
  • Potential transition to direct employment with Upwork and associated benefits once the operational hub is established
  • Eligibility for annual bonus plan or sales incentive plan
  • Eligibility to participate in long term equity incentive program

Worth weighing

  • Role requires 3 days in office once the new hub opens in Q4 2026
  • Initially employed through a partner, with potential transition to Upwork depending on business needs
  • No specific mention of training or development programs
  • Salary range provided, but individual pay depends on various factors

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

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

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