Charles Schwab

Director, Head of Technology Strategy and Operations

Charles Schwab$150K — $200K *
Finance & Insurance
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 15+ years of leadership experience in Technology or Digital sectors, with a strong background in Financial Services or Asset Management.
  • Familiarity with roles such as Chief of Staff or CAO in a tech environment supporting CIOs or senior executives.
  • Proven track record as a strategic advisor to senior leadership on technology strategies.
  • Experience in leading large-scale technology transformation initiatives, especially in Agile transformations.
  • Skilled in establishing Product and Platform Operating Models for enhanced agility and effectiveness.
  • Deep expertise in enterprise portfolio management and strategic planning execution.
  • Strong communication and negotiation skills for high-level presentations and stakeholder management.

Responsibilities

  • Advise executive leadership on technology strategy execution and alignment with business goals.
  • Oversee operational effectiveness within the SAM Tech organization and lead technology business management.
  • Drive strategic planning and annual operating plans in technology roadmaps.
  • Lead Agile transformation initiatives to enhance organizational agility and delivery effectiveness.
  • Champion a high-performing, collaborative organizational culture that promotes continuous improvement.
  • Direct workforce strategies and talent development initiatives to support overall business strategy.
  • Manage governance frameworks and risk activities in alignment with technology and enterprise needs.

Benefits

  • Leadership opportunity in a pivotal executive role with high visibility.
  • Chance to drive meaningful change in technology operations and strategy.
  • Access to a collaborative and inclusive work environment that prioritizes continuous learning.
  • Involvement with cutting-edge technology practices, including AI and Agile methodologies.
  • Professional development support, including potential for advanced certifications.
Full Job Description
Your Opportunity

Director, Head of Technology Strategy and Operations

 

Schwab Asset Management (SAM) Technology is an organization within Schwab Technology Services aligned to support the technology needs of Schwab Asset Management (SAM), Wealth, Advice & Banking Solutions (WABT), and the Schwab Center for Financial Research (SCFR) and Third-Party platform teams. Sam Technology is an organization dedicated to supporting SAM’s Investment, Operational and Data platforms and teams that provide Production Support, Architecture, and Infrastructure needs. The Director of Technology Transformation & Operations reports to the Managing Director and Head of SAM Technology and is integral to the evolution and delivery of efficient, modern operational processes across the entire SAM portfolio. 

 

The role serves as a strategic partner and trusted advisor, responsible for driving the execution of the technology strategy and enabling a high-performing, globally integrated technology organization. This executive leader is accountable for establishing and continuously evolving the Technology Operating Model, accelerating Agile transformation, advancing organizational culture, driving enterprise-wide strategic initiatives, and ensuring disciplined execution of the technology investment portfolio. The role serves as the operational leader of the CIO Office, partnering with senior executives across Technology, Investments, Operations, Risk, and Corporate Functions to increase organizational agility, execution velocity, innovation, and business value delivery. The successful candidate will champion modern product and platform operating models, AI-enabled engineering practices, organizational effectiveness, and a culture of accountability, collaboration, continuous learning, and operational excellence.

 

What you’ll do:

Key Functional Responsibilities:

 

Organization Leadership & Strategic Execution

 

  • Serve as strategic advisor to the Head of SAM Technology, translating strategic priorities into measurable execution plans.
  • Lead the Technology Business Management function and oversee the operational effectiveness of the SAM Tech organization.
  • Drive enterprise strategic planning, annual operating plans, organizational priorities, and technology roadmaps.
  • Develop Board, Executive Committee, and senior leadership communications, including strategic narratives, business reviews, and performance reporting.
  • Ensure alignment between technology investments and enterprise business strategy.

 Enterprise Agile Transformation & Global Technology Operating Model

 

  • Support the maturity and enable the Product and Platform Operating Models across the technology organization.
  • Optimize organizational design to improve speed, scalability, and business alignment.
  • Lead Agile transformation and continuous improvement initiatives.
  • Establish and lead the Agile Center of Excellence.
  • Scale Agile, Lean, Product Management, DevSecOps, and engineering best practices across the organization.
  • Drive adoption of value stream management and Lean Portfolio Management.
  • Coach senior technology and business leaders on Agile leadership and organizational agility.
  • Improve delivery predictability, planning discipline, release management, and execution excellence.
  • Foster a culture of continuous improvement through measurable Agile maturity and engineering excellence.

 

Organizational Culture & Leadership Development

 

  • Champion the evolution of a high-performing, collaborative, and inclusive technology culture.
  • Lead organizational culture transformation initiatives aligned with the CIO vision and leadership principles.
  • Foster an environment of accountability, ownership, transparency, innovation, and continuous learning.
  • Develop leadership capability frameworks and succession planning strategies.
  • Partner with Human Resources to strengthen talent development, employee engagement, and leadership effectiveness.
  • Drive workforce transformation, skills modernization, and future-ready technology capabilities.
  • Promote cross-functional collaboration and break down organizational silos.
  • Build a culture that embraces experimentation, adaptability, customer focus, and operational excellence.

 

Organizational Effectiveness & Workforce Strategy

 

  • Lead initiatives that strengthen organizational capability and operational performance.
  • Design scalable organizational structures supporting global growth.
  • Develop workforce planning and global talent strategies.
  • Build and optimize Global Capability Centers and distributed engineering organizations.
  • Improve organizational health through performance metrics and workforce analytics.
  • Drive organizational change management for strategic transformation programs.
  • Strengthen collaboration across business, engineering, architecture, security, and operations.

 

Financial & Operational Management

 

  • Provide operational leadership for the technology organization.
  • Support technology budgeting, forecasting, and financial planning.
  • Oversee vendor governance and strategic sourcing.
  • Monitor operational performance, financial health, and investment outcomes.
  • Drive operational efficiency, cost optimization, and resource planning.
  • Establish operational KPIs and executive scorecards.

 

Governance, Risk & Operational Excellence

 

  • Strengthening governance and execution discipline across the technology organization.
  • Lead technology governance frameworks and executive operating cadence.
  • Coordinate regulatory, audit, compliance, and operational resilience activities.
  • Partner with Risk, Cybersecurity, and Enterprise Architecture to ensure alignment.
  • Establish enterprise performance metrics and operational excellence standards.
  • Promote data-driven decision making across technology leadership.

 Success in this role will be measured by 

  • Increased organizational agility, execution velocity, and time-to-market.
  • Successful implementation of a global Technology Operating Model.
  • Higher Agile maturity and engineering excellence across technology teams.
  • Improved employee engagement, leadership effectiveness, and organizational culture.
  • Measurable improvements in collaboration, accountability, and cross-functional execution.
  • Successful modernization of engineering through AI-enabled software delivery.
  • Strong governance, portfolio transparency, and investment outcomes.
  • Increased business satisfaction and technology value realization.
  • Delivery of strategic transformation initiatives on time and within investment expectations.
  • Development of a resilient, scalable, and future-ready global technology organization 
What you have

 

Qualifications & Required Experience:

 

  • 15+ years of progressive leadership experience within Technology, Digital, Engineering, or Enterprise Transformation, including significant experience in Financial Services, Asset Management, Banking, Wealth Management, or Capital Markets.
  • Previous experience serving as a Chief of Staff, Chief Administrative Officer (CAO), Head of Technology Change Management or in a comparable executive leadership role supporting a Chief Information Offices or senior Technology executives.
  • Proven experience serving as a strategic advisor to executive leadership, partnering with CIOs and senior business leaders to define and execute enterprise technology strategies.
  • Demonstrated success leading large-scale technology transformation initiatives, including operating model redesign, organizational transformation, Agile transformation, and technology modernization.
  • Extensive experience establishing and scaling Product and Platform Operating Models that improve organizational agility, engineering effectiveness, and business alignment.
  • Deep expertise in enterprise portfolio management, technology governance, investment prioritization, strategic planning, and execution management.
  • Experience designing and implementing global operating models, including Global Capability Centers (GCCs), distributed engineering organizations, and multi-location delivery teams.
  • Proven track record leading organizational change, culture transformation, and workforce modernization across large, matrixed organizations.
  • Strong understanding of modern software engineering practices, including Agile, DevSecOps, CI/CD, Platform Engineering, Site Reliability Engineering (SRE), and Software Development Lifecycle (SDLC) optimization.
  • Experience leading enterprise-wide AI enablement initiatives, including AI-assisted software development, engineering productivity, automation, and responsible AI governance.
  • Demonstrated financial acumen with experience supporting technology budgeting, investment planning, business case development, vendor management, and technology financial management.
  • Exceptional executive communication, influencing, negotiation, and stakeholder management skills, with experience presenting to Executive Committees, Boards, and senior business leadership.
  • Proven ability to build high-performing leadership teams, foster cross-functional collaboration, and influence organizational outcomes without direct authority.

 Preferred Qualifications:

 

  • Experience within Asset Management, Wealth Management, Banking, or Capital Markets technology.
  • Strong knowledge of modern technology operating models, including Product Management, Platform Engineering, Agile, DevSecOps, and Cloud transformation.
  • Familiarity with enterprise data platforms, AI-enabled software engineering, automation, and digital transformation initiatives.
  • Experience establishing global operating models, Global Capability Centers (GCCs), and distributed engineering organizations.
  • Knowledge of enterprise portfolio management, technology business management, and investment governance.
  • Demonstrated success leading large-scale organizational transformation, culture change, and executive-level change management.
  • MBA or Master's degree in Business, Technology, Engineering, or a related field; Agile, Cloud, or Project Management certifications are a plus.

 

About Charles Schwab

Charles Schwab is a financial services company that provides a full range of securities, brokerage, banking, money management, financial advisory, investor, and retirement plan services. It operates in four main divisions; investing, wealth management, banking, and trading. Charles Schwab provides a full-service brokerage platform that serves individual investors who invest on their own or through a workplace-sponsored retirement or equity plan, as well as banking through Schwab Bank. The firm was founded in 1973 and is headquartered in San Francisco, California.

Charles Schwab Careers

Join the vibrant team at Charles Schwab, a leader in global finance, where your career is propelled by innovation, leadership, and a commitment to diversity and professional growth. At Charles Schwab, we offer more than just job opportunities; we provide a platform for you to make a significant impact on the industry and our clients' lives.

Work You’ll Do

At Charles Schwab, we are dedicated to helping our clients manage their financial futures. Being part of our team means you'll work alongside some of the most skilled professionals in the financial services industry. Our culture thrives on teamwork, integrity, and relentless dedication to our clients. Whether you're looking for a position in financial consulting, technology, or administrative support, Charles Schwab offers a dynamic work environment where your skills will be honed and your achievements recognized.

Innovate and Lead

Embrace the opportunity to lead through innovation. Charles Schwab’s commitment to technology and innovation is fundamental to our service delivery. By joining our team, you will be at the forefront of developing new solutions that redefine the future of finance. Your leadership can guide significant projects that impact our company and the industry.

Grow Your Career

Charles Schwab believes in fostering the growth of its employees. Whether through professional development programs, diversity training, or leadership workshops, we ensure that our team members receive the support and training they need to advance their careers. With a variety of career paths available, your job at Schwab can evolve with your interests and expertise.

Internship and Employment Opportunities

Start your professional journey with Charles Schwab through our internship programs or full-time employment opportunities. We seek individuals who are passionate, curious, and ready to drive change. A career at Schwab is not just about having a job; it's about building a lasting relationship with a company that values your potential.

Benefits and Culture

Charles Schwab is renowned for its employee-friendly culture. We offer a comprehensive benefits package that supports the health, financial stability, and work-life balance of our team members. From competitive salaries and bonuses to health insurance and retirement plans, Schwab ensures that your career is as rewarding as it is enriching.

Networking and Professional Development

Expand your professional network and enhance your skills through our various networking events, mentorship programs, and training sessions. At Charles Schwab, we believe in leveraging collective expertise to foster learning and innovation. Engage with leaders, gain insights from experienced professionals, and build relationships that will aid your career trajectory.

Join Our Team

Explore the numerous career paths available at Charles Schwab and discover how your talents can be utilized to their fullest potential. Search open positions that match your skills and interests. We are continuously hiring across various disciplines and look forward to adding innovative, driven individuals to our team.

Stay Connected

Keep up to date with the latest from Charles Schwab Careers by subscribing to our job alert emails. Tailor your subscription to receive updates that align with your career preferences and be the first to know about new openings, company news, and professional tips.

Explore Charles Schwab Jobs

Ready to take the next step in your career? Visit our careers page to review current job openings, submit your resume, and prepare for your interview. At Charles Schwab, your future is waiting. [SEARCH CHARLES SCHWAB JOBS] Join Charles Schwab today and be part of a team that values diversity, innovation, and leadership—where your career can thrive in the exciting world of finance.
Learn more about Charles Schwab
Size
34,200 employees
Market Cap
$151.6 billion
Industry
Net Income
$3.2 billion
Founded
1973
5 Year Trend
+20%
Revenue
$12.1 billion
NASDAQ

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