IT Chief of Staff

This is a fully remote position, open to applicants in United States.

📋 Description

• Act as a strategic partner and operational support for the CTO.

• Oversee the operational rhythm of the technology organization, encompassing staff meetings, quarterly planning, budget cycles, and OKR tracking.

• Convert strategic priorities into actionable execution plans and ensure their implementation.

• Provide technical guidance on architectural choices, platform investments, vendor assessments, security posture, compliance, and technical debt.

• Create materials for the board, executive briefings, technology updates, and narratives that link technology investments to business and clinical value.

• Represent the CTO in meetings, critical decisions, board presentations, and enterprise planning in their absence.

• Manage cross-functional coordination and dependencies with Finance, HR, Legal, Product, and Clinical Operations.

• Temporarily lead engineering or IT teams during transitions, leaves, or recruitment gaps.

• Maintain discipline in the technology budget, vendor negotiations, contract renewals, procurement, and cost optimization.

• Direct workforce planning, hiring strategies, organizational design, performance evaluations, promotion cycles, and career development pathways.

• Collaborate on HIPAA, data privacy, security, risk, and regulatory compliance initiatives.

• Spearhead significant cross-functional technology projects from initiation to completion.

• Manage sensitive personnel, vendor, and executive issues with confidentiality.

• Guide senior engineers and managers, fostering the development of future technical leaders.

• Provide counsel to the CTO on organizational, technical, political, and business matters, synthesizing information for prompt decision-making.

⛳️ Requirements

• Over 10 years of progressive experience in technology roles.

• Minimum of 3–5 years in a chief of staff, director, or deputy CTO position.

• Strong technical foundation in software engineering, infrastructure, or architecture.

• Experience in managing budgets, vendor relationships, and large-scale cross-functional programs.

• Proven track record in building or scaling organizational processes, including performance management, hiring, and career development frameworks.

• Exceptional written and verbal communication abilities.

• Experience in preparing materials for executive and board-level presentations.

• Background in collaborating with security, compliance, or risk functions, preferably in a regulated industry like healthcare.

• Familiarity with cloud infrastructure such as AWS, Azure, or GCP.

• Understanding of modern software delivery practices and enterprise architecture principles.

• Capacity to operate with considerable autonomy, discretion, and sound judgment on sensitive issues.

• Experience working directly with C-suite executives and boards.

• Extensive expertise in the healthcare industry is strongly preferred.

• An advanced degree in Computer Science, Business Administration, or a related field is preferred; an MBA is a plus.

🏝️ Benefits

• Competitive salary and performance-based bonuses.

• Comprehensive health benefits, including medical, dental, and vision coverage.

• Opportunities for professional development and career growth.

• Flexible work arrangements and a supportive work environment.

• Generous paid time off and holiday policy.