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Canada
Remote only
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.
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Job Summary
Payscale is looking for a Technology Program Manager to drive operational excellence across our Information Security, Technology, and AI functions. This is a high-visibility individual contributor role sitting at the intersection of three strategic programs - Information Security, Technology, and Enterprise AI - and requires someone who can operate independently, manage complexity across functions, and translate program status into clear executive-level reporting.
This role reports directly to the VP of Information Security &Technology.
What You'll Do
Program & Project Management
Own end-to-end program management for concurrent initiatives across Information Security, Technology (IT & Infrastructure/Platform), and AI - maintaining full visibility into scope, schedule, dependencies, and status at all times
Build and maintain project plans, milestones, and delivery timelines in Jira, Asana, or MS Project
Proactively identify risks, blockers, and scheduling conflicts across workstreams and surface them to the appropriate stakeholders before they affect delivery
Maintain a current RACI matrix across all active programs, ensuring ownership is clear and accountability gaps are documented and resolved
Cross-Functional Coordination
Coordinate scheduling, agendas, and follow-through for cross-functional working sessions, program reviews, and stakeholder meetings across G&A, R&D, and InfoSec/Technology
Manage action item tracking and follow-up across all programs, ensuring commitments are documented, owners are assigned, and deadlines are met
Serve as the operational coordinator for AI initiatives - managing meeting cadence, tracking action items and decisions, and driving follow-through on tasks
Stakeholder Reporting & Communications
Develop and maintain program status dashboards and executive-level reporting for stakeholders
Produce regular program health reports that surface progress, risks, and decisions required in a format appropriate for each audience
Own stakeholder communications for program milestones, delays, and escalations - ensuring the right people have the right information at the right time
Metrics & Performance Management
Build and maintain metrics frameworks for the IT and Information Security functions, tracking operational KPIs, SLA performance, and program velocity
Develop reporting to make program and operational metrics visible to leadership on a consistent cadence
Partner with Information Security and IT management to define meaningful metrics that reflect program health, not just activity
What We're Looking For
5+ years of program or project management experience in a technology or IT environment
PMP certification required (or actively in progress with expected completion within 12 months)
Demonstrated ability to manage multiple concurrent programs independently with minimal oversight
Experience building and maintaining RACI matrices, project plans, and executive status reporting across complex cross-functional initiatives
Proficiency in at least one project management tool - Jira, Asana, MS Project, or Smartsheet
Experience with metrics reporting and data visualization using Tableau, Snowflake, or similar BI tools
Strong written and verbal communication skills - you can write a crisp summary and facilitate a working session with equal comfort
Comfortable operating in an ambiguous, fast-moving environment where structure often needs to be built rather than inherited
Experience with Information Security, IT operations, or project governance programs in a technology environment
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 (US)
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
Our more standard benefits (Canada)
Holiday – Annual accrual for full time and part time employees
Sick Pay – Annual paid time off available
Company Paid and Statutory Holidays – Generous time off provided
16 weeks of paid parental leave (top off) for birthing and non-birthing parents
Life Insurance - Basic life and AD&D benefit
Long term disability & Critical Illness – Coverage for certain types of illnesses and surgeries
Medical/Rx, Dental, Telehealth – Coverage for prescription, paramedical, medical supplies, emergency, basic and accidental dental, and virtual health care services
Health/Wellness Spending Account – Annual amount provided to you and your family for approved expenses
RRSP offered to employees with a 1:1 match up to 4%
BenefitHub – Discount marketplace, full access to all your benefits and provider portals
Annual remote work stipend to be used on wellness or home office equipment
Equal Opportunity Employer:
We embrace equal employment opportunity. Payscale is committed to a policy of equal employment opportunity for all applicants and employees. It is our policy that employees will not be subjected to unlawful discrimination on the basis of race, color, religion, sex, age, national origin, or ancestry, physical or mental disability, veteran or military status, marital status, sexual orientation, political ideology, and any other basis protected by federal, state, or local laws. This policy applies to all terms and conditions of employment, including but not limited to: recruitment, hiring, transfers, promotions, training, discipline, termination, compensation and benefits, performance appraisals, education, and social and recreational programs.
We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates, so please don’t hesitate to apply — we’d love to hear from you.
If you have a disability or impairment and need assistance with the application process, please email recruiting@payscale.com for support.
Fraud Alert:
Payscale values security and privacy. During your job application and interview process, we will never ask for your personal banking or financial information, social security number, or other sensitive information, if you are unsure if a message is from Payscale, please email recruiting@payscale.com
