Ultimate Software

Principal Technical Program Manager- Eng

Ultimate Software$184K — $264K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Computer Science, Engineering, or equivalent experience.
  • 10+ years in technical program management or engineering operations in large-scale SaaS or enterprise environments.
  • Strong understanding of software engineering practices and development workflows.
  • Expertise in managing complex program deliveries with measurable outcomes.
  • Exceptional communication and executive influencing skills.
  • Experience translating security and technical requirements into actionable plans.
  • Background working with Security, Infrastructure, or Platform teams.

Responsibilities

  • Own end-to-end delivery of security initiatives with clear timelines and dependencies.
  • Map security initiatives to engineering capacity and strategic priorities.
  • Drive status tracking, risk management, and escalation protocols for multi-team initiatives.
  • Establish metrics and dashboards for program progress and prioritization.
  • Facilitate collaboration between security and engineering stakeholders.
  • Partner with leadership to identify blockers and build realistic delivery plans.
  • Act as a strategic partner, synthesizing insights and recommending next steps for executive reviews.

Benefits

  • Participation in a performance-based bonus plan.
  • Eligibility to receive restricted stock unit awards.
  • Comprehensive health and wellness benefits (specifics not listed).
  • Professional development and career growth opportunities.
  • Flexible work arrangements.
Full Job Description
About the Team
The Office of the CTO drives alignment, efficiency, and execution across a large, global engineering organization. This role partners closely with the Chief of Staff, CTO, VP-level leaders, and cross-functional teams to ensure our services, releases, and engineering operations run with excellence, predictability, and measurable outcomes.

About the Role
We are seeking a Principal Technical Program Manager to drive the strategy, execution, and prioritization of security initiatives across the engineering organization. The security organization has deep domain expertise but needs strong program leadership to translate security requirements into prioritized, executable work that resonates with engineering teams and stakeholders.

This role is highly visible, influencing Director+ and VP-level leaders, and will serve as the connective tissue between security domain experts and engineering teams. You will own complex, multi-quarter programs, manage dependencies and timelines, drive stakeholder alignment, and enable the security team to deliver impact at scale across the organization.

Key Responsibilities
Program Execution & Prioritization

Own end-to-end delivery of security initiatives, translating domain requirements into prioritized, scoped programs with clear timelines and dependencies.
Work closely with security leadership to understand initiatives, then map those to engineering team capacity, constraints, and strategic priorities.
Drive consistent program cadences-status tracking, risk management, escalation protocols-that keep complex, multi-team initiatives on track.
Establish metrics and dashboards for program progress, enabling data-driven prioritization and executive visibility into security initiative delivery.
Cross-Org Alignment & Enablement

Facilitate productive collaboration between security and engineering stakeholders, translating domain language into engineering priorities and vice versa.
Partner with engineering leadership and platform teams to remove blockers, identify capacity, and build realistic delivery plans.
Drive adoption of security practices across teams by working with security to communicate clearly why changes matter and how engineering teams should implement them and by when.
Navigate competing priorities and ambiguity to define structure, resolve cross-domain challenges, and deliver durable improvements that scale.
Stakeholder Leadership & Communication

Act as a strategic partner to the CTO, Chief of Staff, and security leadership on organization-wide initiatives, synthesizing insights and recommending actionable next steps.
Lead executive reviews, planning sessions, and cross-functional forums to drive alignment and accountability.
Simplify complex security topics and translate them into business and engineering impact for Director+ and VP stakeholders.
About You
Basic Qualifications

Bachelor's degree in Computer Science, Engineering, or related technical field-or equivalent practical experience.
10+ years in technical program management, engineering operations, or similar roles in large-scale SaaS or enterprise environments, with a track record of delivering complex, multi-team programs with measurable outcomes.
Strong understanding of software engineering practices, development workflows, and engineering culture; ability to think and communicate like an engineer.
Demonstrated expertise in program delivery: managing dependencies, creating realistic timelines, tracking critical path items, and communicating status transparently to executives.
Exceptional communication and executive influencing skills-able to simplify ambiguity, build alignment across distributed stakeholders and competing priorities, and drive decision-making in matrix organizations.
Experience working at the intersection of technical and business priorities, translating domain requirements (security, infrastructure, platform, etc.) into prioritized engineering execution.
Background working with Security, Infrastructure, or Platform teams in an engineering organization.
Experience enabling and scaling practices or initiatives across multiple engineering teams or pillars.
Nice to Have

Experience building or working with operational dashboards and BI tools for program tracking and executive reporting.
Familiarity with software security concepts (though deep domain expertise is not required-you'll partner with security experts for that).

The pay range for this position is $184,300 to $264,950. The actual base pay offered may vary depending on skills, experience, job-related knowledge and work location. In addition to base pay, employees may be eligible to participate in a performance-based bonus plan and to receive restricted stock unit awards as part of total compensation. Learn more about UKG's benefits and rewards at https://www.ukg.com/about-us/careers/benefits

About Ultimate Software

Ultimate Software is a leading provider of cloud-based human capital management (HCM) solutions. The company's UltiPro platform offers a comprehensive suite of HR, payroll, and talent management tools designed to help organizations manage their workforce more effectively. Ultimate Software was founded in 1990 and is headquartered in Weston, Florida. The company has received numerous awards for its workplace culture and has been recognized as one of the best places to work in the United States. In 2019, Ultimate Software was acquired by private equity firm Hellman & Friedman in a deal valued at $11 billion.
Learn more about Ultimate Software
Size
5,600 employees
Industry
Founded
1990

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