Chief of Staff, Technology Programs

XIFIN • San Diego, CA

9d

About The Position

The Chief of Staff, Technology Programs will bring excellence, rigor, and executional strength to XiFin’s most critical cross-functional technology initiatives. Reporting to the CTO, you will lead programs that span engineering, product, operations, security, and customer-facing teams—ensuring alignment, accountability, and high-quality delivery across complex, multi-year workstreams.

Requirements

• A spirit of “Constructive Dissatisfaction” with a bent towards driving changes and improvements
• Exceptional clarity, organization, and focus in complex environments
• Ability to influence without reliance on positional authority
• Strong communication skills across diverse technical and business audiences
• Calm leadership and curiosity-driven problem solving
• Bachelor’s degree in Business, Healthcare IT, Management, or a related field
• 10+ years of experience leading large-scale programs or transformations
• Deep program and portfolio management expertise
• Strong technical acumen in healthcare technology or SaaS
• Experience working with engineering, product, and architecture teams
• Expertise with enterprise program management and agile delivery tools
• Experience implementing governance structures and KPI frameworks

Responsibilities

• Lead strategy, planning, and execution of large-scale cross-functional programs
• Drive operational rigor and establish repeatable program management frameworks
• Partner with Engineering, Product, Operations, and Customer Success to guide complex initiatives
• Lead strategic transformation initiatives across modernization and platform evolution
• Introduce best-in-class program management tools and governance standards
• Facilitate executive-level decision-making and risk mitigation
• Partner with cross functional project and program managers to drive execution
• Own the program management execution process
• Establish and manage program dashboards, KPIs, and executive reporting

Benefits

• Comprehensive health benefits including medical, dental, vision, and telehealth
• 401(k) with company match and personalized financial coaching to support your financial future
• Health Savings Account (HSA) with company contributions
• Wellness incentives that reward your preventative healthcare activities
• Tuition assistance to support your education and growth
• Flexible time off and company-paid holidays
• Social and fun events to build community at our locations!

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level