HR Technology Strategy Lead

September 14, 2026

Job Description:

Define and drive HR Technology experience strategy across multiple personas and HR service journeys
Lead discovery, requirements gathering, process analysis, and solution design for strategic HR Technology initiatives
Identify experience gaps, process inefficiencies, and friction points and recommend technology solutions
Design integrated solutions leveraging Workday, Workbrain, ServiceNow HRSD, mobile capabilities, workflow automation, AI, and digital experience platforms
Develop future-state operating models, process flows, solution recommendations, and implementation roadmaps
Evaluate platform-native capabilities and provide build-versus-buy recommendations
Participate in vendor assessments, proof-of-concepts, and technology selection
Partner with Product Managers, Engineering, Architecture, HR stakeholders, and vendors to deliver scalable HR solutions
Assess AI, automation, conversational experiences, and agentic technologies to improve colleague experiences and reduce support demand
Develop business cases, executive presentations, strategic recommendations, and investment proposals
Define adoption metrics, experience KPIs, and reporting frameworks
Support change management, communication, training, and adoption activities
Develop documentation, training materials, and user guides
Lead enterprise-wide adoption of new HR technology functionality and products
Lead system testing and coordinate UAT with business stakeholders
Deliver findings and reports to senior management and the broader organization
Ensure quality and accuracy of deliverables

Requirements:

5+ years of experience in HR Technology, HRIS, HR Operations, Digital Product Management, Business Analysis, or HR Transformation roles
4+ years of experience gathering business requirements, conducting fit-gap analysis, and delivering technology solutions in an Agile environment
4+ years of experience supporting and configuring HR Technology platforms, including HCM, Payroll, Benefits, Time & Attendance, and Case Management solutions
Strong understanding of how Core HCM, Payroll, Benefits, and downstream HR systems integrate across end-to-end business processes
3+ years of experience with ServiceNow or similar case management platforms
3+ years of experience partnering with HR stakeholders to identify business needs, design solutions, and drive adoption
3+ years leading cross-functional initiatives involving HR, IT, Payroll, Benefits, and external vendors
3+ years creating functional requirements, process maps, business cases, testing strategies, and documentation
2+ years leading User Acceptance Testing (UAT), defect management, and solution validation
2+ years demonstrating strong analytical, problem-solving, and decision-making skills
2+ years displaying excellent written, verbal, presentation, and stakeholder management skills
2+ years presenting findings, recommendations, and project updates to senior leaders and executive stakeholders
2+ years managing multiple priorities and delivering results in a fast-paced environment
Bachelor's degree in Business, Human Resources, Information Technology, or related field required
Experience with Workday HCM, Payroll, Benefits, or Talent solutions
Experience supporting or implementing ServiceNow HR Service Delivery (HRSD)
Experience within a large retail, healthcare, or matrixed enterprise environment
Experience leading HR Technology transformation, digital modernization, or M&A integration initiatives
Knowledge of AI, automation, and emerging HR technologies
Project or Program Management experience
Experience with organizational change management and communications

Benefits:

Medical coverage
Dental coverage
Vision coverage
Paid time off
Retirement savings options
Wellness programs
Other resources supporting physical, emotional, and financial well-being
CVS Health bonus, commission or short-term incentive program in addition to base pay

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...