VP of People Operations; Remote
Remote / Online - Candidates ideally in
Mississauga, Ontario, Canada
Listed on 2026-03-06
Mississauga, Ontario, Canada
Listing for:
Crossover
Full Time, Remote/Work from Home
position Listed on 2026-03-06
Job specializations:
-
HR/Recruitment
Regulatory Compliance Specialist, HR / Recruitment Consultant
Job Description & How to Apply Below
What You Will Be Doing
Creating role specifications, organizational charts, career ladders, and RACI matrices that convert genuine business requirements into precise hiring objectives
Constructing AI‑powered job advertisements and distribution frameworks that draw in qualified candidates without relying on manual sourcing
Engineering screening and evaluation systems that measure skills, judgment, and transferable experience beyond what resumes reveal
Utilizing working knowledge of U.S. hiring regulations and practices to advise stakeholders and identify compliance risks (e.g., W‑2 vs. 1099, EEOC, ADEA concerns)
Recording your reasoning, research, and decisions, then using AI to produce drafts, variations, and scaled analyses
Leveraging post‑hire performance and retention metrics as feedback loops to refine role design, assessments, and talent pipelines
What You Won’t Be Doing
Conducting candidate sourcing, resume reviews, or initial screening interviews
Serving as a bottleneck for hiring information or centralizing all communication through yourself
Waiting passively for stakeholders to request updates
Adhering to conventional recruiting frameworks or "industry best practices" without critical evaluation
Permitting non‑compliant or high‑risk hiring requests to proceed without challenge
Operating in a setting with tight supervision or detailed step‑by‑step guidance
VP Of People Operations
Key Responsibilities
Design and maintain an AI‑driven hiring infrastructure that consistently delivers high‑quality hires on schedule and leverages post‑hire performance and retention data to refine hiring signal over time.
Basic Requirements
A minimum of 5 years of experience in recruiting, talent operations, talent enablement, or people operations
Demonstrated experience designing or managing assessment‑driven hiring pipelines
Proven ability to create organizational artifacts such as role specifications, org charts, career ladders, RACIs, or competency frameworks
Working knowledge of U.S. hiring regulations and practices, including compliance requirements
Confidence engaging directly with senior leaders and C‑suite stakeholders
Excellent written and verbal communication skills with a preference for clarity, structure, and actionable outcomes
Capability to work independently in a global, remote setting
Practical experience integrating AI into daily workflows, including awareness of risks, trade‑offs, and quality assurance
Availability for a minimum of four hours overlapping U.S. business hours on weekdays
Nice‑to‑have Requirements
Experience in organizational design, HRBP roles, or workforce planning
Familiarity with low‑code platforms, automation tools, or agentic workflow design
Experience creating dashboards or data visualizations tailored for executive audiences
Background working in high‑growth, high‑accountability, or private‑equity‑backed organizations
About Crossover
Crossover has been a pioneer of the remote work model since our inception in 2014 – helping thousands of people advance their careers. We specialize in full‑time, long‑term remote jobs – not short‑term "gigs" or part‑time freelancing side ventures. Our platform provides businesses with the fairest hiring on earth by basing 90% of the decisions on objective assessments of a candidate's skills and abilities to perform Real Work.
Since we are 100% remote, people can work from anywhere and earn standardized and competitive compensation, regardless of where they choose to live.
Working with Crossover
This is a full‑time (40 hours per week), long‑term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic.
Crossover Job Code: LJ‑4435‑CA‑Mississa‑VPof People Oper
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