VP Chief of Staff - CTO

We are seeking a strategic, execution-focused, and detail-oriented Chief of Staff to support our CTO and lead a team of Technical Program Managers. This role is pivotal in driving operational excellence, aligning cross-functional initiatives, and ensuring the successful delivery of key Engineering programs. You will act as a trusted advisor to the CTO, helping to translate vision into action and ensuring the Engineering organization runs smoothly and efficiently, with meticulous attention to detail in every aspect of operations.

Key Responsibilities

Strategic Leadership & CTO Support
• Partner closely with the CTO to drive strategic initiatives, manage priorities, and ensure alignment across the Engineering organization, with a keen eye for detail in all strategic plans and communications.
• Prepare executive-level presentations and reports for internal and external stakeholders, ensuring accuracy and thoroughness in all documentation.
• Facilitate decision-making by synthesizing complex technical and business information, paying close attention to nuances and details that could impact outcomes.

Program & Portfolio Management
• Oversee the TPM team to ensure successful execution of Operations, People Fabric, Security, and AI across engineering, with a focus on detailed planning and execution.
• Establish and maintain program governance, reporting frameworks, and KPIs, ensuring all metrics are tracked with precision and accuracy.
• Identify and mitigate risks across the portfolio, ensuring timely delivery and quality outcomes by meticulously monitoring project details and progress.

Operational Excellence
• Drive operational cadence for the CTO's office, including leadership meetings, quarterly planning, and OKR tracking, with a focus on detailed scheduling and follow-up.
• Optimize organizational processes and workflows to improve efficiency and scalability, ensuring every process is thoroughly documented and analyzed for improvements.
• Lead cross-functional initiatives that span engineering and business teams, ensuring detailed coordination and communication across all parties involved.

Team Leadership & Development
• Manage, mentor, and grow a high-performing team of Technical Program Managers that drive cross-cutting initiatives, with a focus on detailed feedback and development plans.
• Foster a culture of accountability, collaboration, and continuous improvement, emphasizing the importance of attention to detail in all team activities.
• Champion diversity, equity, and inclusion within the technology organization, ensuring detailed strategies and actions are in place to support these values.

Qualifications
• 10+ years of experience in engineering operations or similar roles, with a proven track record of detail-oriented project management.
• Proven leadership experience managing cross-functional technical teams, with a focus on detailed execution and follow-through.
• Strong understanding of software development lifecycle, cloud infrastructure, and agile methodologies, with an emphasis on detailed process management.
• Exceptional communication, organizational, and stakeholder management skills, with a focus on detailed and clear communication.
• Experience working directly with senior executives and influencing at all levels, with a focus on detailed strategic planning and execution.
• Bachelor's degree in Computer Science, Engineering, or related field

Preferred Attributes
• Strategic thinker with a bias for action and a meticulous attention to detail.
• Comfortable navigating ambiguity and driving clarity, with a focus on detailed analysis and problem-solving.
• Strong analytical and problem-solving skills, with an emphasis on detailed data analysis and interpretation.
• High emotional intelligence and ability to build trust across teams, with a focus on detailed interpersonal communication.

Where we're going

UKG is on the cusp of something truly special. Worldwide, we already hold the #1 market share position for workforce management and the #2 position for human capital management. Tens of millions of frontline workers start and end their days with our software, with billions of shifts managed annually through UKG solutions today. Yet it's our AI-powered product portfolio designed to support customers of all sizes, industries, and geographies that will propel us into an even brighter tomorrow!

Equal Opportunity Employer

UKG is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, disability, religion, sex, age, national origin, veteran status, genetic information, and other legally protected categories. View The EEO Know Your Rights poster UKG participates in E-Verify. View the E-Verify posters here.

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Disability Accommodation in the Application and Interview Process

For individuals with disabilities that need additional assistance at any point in the application and interview process, please email UKGCareers@ukg.com.

The pay range for this position is $227,600 to $327,200, however, base pay offered may vary depending on skills, experience, job-related knowledge and location. This position is also eligible for a short-term incentive and a long-term incentive as part of total compensation. Information about UKG's comprehensive benefits can be reviewed on our careers site at https://www.ukg.com/about-us/careers/benefits

Client-provided location(s): Atlanta, GA, Seattle, WA, San Francisco, CA, Lowell, MA

Job ID: ukg-893383976260

Employment Type: OTHER

Posted: 2025-08-23T18:38:18