Senior Technical Program Manager - Payments and Insurance

Cypress HCM is on a mission to create a world where people can Belong Anywhere, and they are seeking a Technical Program Manager to support their Payments and Insurance Engineering team. This role involves leading complex projects and programs, collaborating with various teams to deliver strategic business priorities while ensuring high-quality standards and effective communication with stakeholders.

Responsibilities:

• Lead planning, execution, and delivery of large cross-functional initiatives aimed at meeting key business priorities
• Balance broad, outcome-driven thinking with attention to critical details, exercising sound judgment to prioritize where deep focus is necessary to ensure successful execution
• Shape and influence the technical direction of projects, ensuring we meet stakeholder needs while maintaining high-quality standards
• Define and secure stakeholder alignment on clear, measurable success criteria to accelerate initiatives
• Regularly assess risks and opportunities, and devise proactive mitigation strategies to maintain momentum and project success
• Maintain transparent and effective communication channels to keep stakeholders informed of progress, developments, and challenges
• Expertly present outcomes and updates to senior leadership, clearly and comprehensively articulating trade-offs, risks, and emerging opportunities
• Define and align on success criteria with relevant stakeholders
• Regularly assess risks and identify ways to mitigate them
• Collaborate with leadership to implement best practices and aligning on priorities across Payments and Insurance
• Develop a portfolio view of Payments and Insurance programs
• Provide leaders with sufficient visibility into execution status, issues, and decisions
• Provide visibility into key performance indicators so leaders are aware of risks and opportunities
• In this role, you will be expected to work independently with stakeholders and cross-functional leadership, maintain focus on key priorities, and not let important details slip through the cracks or derail a project
• Build atmosphere of trust within the team and inspire team to do their best work and addresses impediments to this quickly and effectively
• Regularly assess opportunities, drive for process improvements, and find new ways of operating, with a focus on simplification and productivity

Requirements:

• Demonstrated ability to work calmly through ambiguity to detailed solutions
• You can take a vague problem, crisply decompose and frame the challenge, outline the big picture, identify a path forward, and drive an initiative over the finish-line
• Self-motivated, proactive and ability to adapt well and work with teams having different operating cadences
• Proven track record of influencing others in combination with strong analytical skills and allowing others to give feedback while understanding their viewpoints
• Experience developing processes where little exists and demonstrated flexibility