Chief of Staff - Lead Technical Program Manager
- Develop and execute comprehensive project plans, incorporating technical requirements, resource allocation, and timelines to ensure on-time delivery of technology solutions
- Identify and mitigate risks, proactively addressing potential roadblocks and implementing contingency plans to maintain project and program momentum
- Collaborate with cross-functional teams, including engineering, product, and business stakeholders, to define program scope, objectives, and deliverables, ensuring alignment with overall business goals
- Utilize advanced analytical reasoning to assess program performance, identify areas for improvement, and implement data-driven optimizations to enhance efficiency and effectiveness
- Champion the adoption of agile methodologies and technical solutions, fostering a culture of continuous learning and innovation within the team
- Lead portfolio and investment management processes, ensuring strategic alignment of initiatives, optimal resource allocation, and transparent reporting to senior leadership.
- Develop and deliver executive-level presentations and communications, distilling complex information into clear, compelling narratives for C-suite and board audiences.
- Drive resource and capacity-demand management across software engineering and cross-functional teams, proactively identifying gaps and enabling dynamic resourcing to support business agility.
- Partner with senior leaders on organizational design, workforce planning, and change management to ensure the structure and talent are in place to achieve strategic goals.
- Serve as a thought partner and problem solver for the Head of PMO, tackling ambiguous challenges, synthesizing data, and driving actionable recommendations.
- Establish and manage operating rhythms, governance forums, and key performance indicators to monitor progress, escalate risks, and ensure accountability across the portfolio.
- 5+ years of experience or equivalent expertise in technical program management, leading complex technology projects and programs in a large organization
- Advanced expertise in stakeholder management, with the ability to establish productive working relationships and influence decision-making across cross-functional teams and clients
- Advanced experience in utilizing technical fluency, including knowledge of vendor products and managing vendor relations, to enable on-demand access to shared pools of applications and services
- Proven track record of effectively managing resources, budgets, and high-performing teams in a fast-paced, agile environment
- Demonstrated proficiency in applying analytical reasoning and problem-solving techniques to break down business, technical, or operational objectives into manageable tasks and activities
- Demonstrated experience in portfolio management, investment governance, or business management within a large, matrixed technology or financial services organization.
- Exceptional executive communication and slide-making skills, with a track record of preparing materials for senior leadership and board-level audiences.
- Advanced analytical and quantitative skills, with the ability to synthesize data, generate insights, and drive data-driven decision-making.
- Experience in resource/capacity management for software engineering or cross-functional teams, including workforce planning and demand forecasting.
- Proven ability to lead and influence without direct authority, building consensus and driving outcomes across diverse stakeholder groups.
- Strong organizational design and change management experience, with the ability to navigate and drive transformation in a dynamic environment.
- MBA or advanced degree in business, engineering, or related field.
- Prior experience as Chief of Staff, Business Manager, or in a similar strategic operations role.
- Management consulting background (e.g., McKinsey, BCG, Bain, Deloitte, Oliver Wyman, or similar).
- Experience supporting or leading large-scale agile transformation or agility-at-scale initiatives.
- Familiarity with financial planning, budgeting, and investment prioritization processes.
- Expertise in executive storytelling, data visualization, and advanced presentation tools (e.g., PowerPoint, Tableau).
- Experience in the payments, digital, or financial services industry.
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