Office of the CIO Fellow - Remote

Dragonfly Health•Mesa, AZ

1d•Remote

About The Position

This fellowship provides an opportunity to research business and technology questions identified by the CIO, gather information from appropriate sources, assess the quality and limitations of available evidence, and prepare structured background materials. The fellow will structure ambiguous questions into answerable components and synthesize findings into concise, executive-ready briefs. Responsibilities include developing and maintaining inventories of applications, vendors, contracts, and costs; analyzing technology consolidation and rationalization; researching acquired-entity systems for M&A activities; preparing meeting agendas and documenting decisions; completing analytical projects; reconciling and synthesizing information; preparing and presenting analyses; performing spreadsheet analysis and data organization; and maintaining research materials. The role requires strict adherence to confidentiality and security requirements when handling sensitive information. Marginal functions include participating in developmental discussions, observing leadership meetings, maintaining a portfolio of completed assignments, and assisting with administrative activities. This position does not include supervisory or managerial responsibilities.

Requirements

Current enrollment in an accredited high school, college, or university; high school students should generally have junior or senior standing.
Demonstrated academic rigor, particularly through coursework requiring quantitative reasoning, analytical problem-solving, research, or written argument.
Ability to accommodate a commitment of approximately 5-10 hours per week during the school year without interfering with academic obligations.
Ability to break ambiguous or open-ended questions into logical, answerable components and identify the information most important to reaching a conclusion.
Ability to locate, compare, and assess information from multiple sources and determine the relative reliability and authority of documents, systems, data, and subject-matter experts.
Ability to organize and analyze quantitative and qualitative information, identify patterns and inconsistencies, reconcile conflicting information, and draw supportable conclusions.
Ability to use spreadsheets to organize information, perform basis analyses, maintain data quality, and reconcile information from multiple sources.
Ability to synthesize complex information into concise, well-organized, executive-ready materials that clearly communicate conclusions and supporting evidence.
Ability to present findings clearly, ask thoughtful clarifying questions, listen effectively, and respond appropriately to questions from senior leaders.
Ability to work effectively with incomplete information, distinguish evidence from assumptions, acknowledge uncertainty, and identify when available evidence does not support a proposed conclusion.
Ability to quickly learn unfamiliar business and technology topics and apply that knowledge effectively within the timeframe of assignment.
Ability to manage multiple assignments, meet established deadlines and quality expectations, document decisions and commitments, and communicate promptly when priorities or timelines require clarification.
Ability to receive and incorporate feedback and apply learning to subsequent assignments with increasing independence.
Ability to interact professionally with executives and other stakeholders, maintain confidentiality, exercise appropriate discretion with sensitive information, and demonstrate sound judgment in leadership settings.
Ability to effectively use common productivity, research presentation, spreadsheet and approved AI tools and validate AI-generated or externally generated information before relying upon it.

Responsibilities

Research business and technology questions identified by the CIO, gather information from appropriate sources, assess the quality and limitations of available evidence, and prepare structured background materials that clearly distinguish facts, assumptions, uncertainties, and gaps.
Structure ambiguous questions into answerable components and synthesize findings into concise, executive-ready briefs that identify key evidence, alternatives, tradeoffs, and recommended courses of action for CIO review.
Develop and maintain inventories of applications, vendors, contracts, costs, and other technology portfolio information; reconcile information across primary sources; identify inconsistencies or gaps; and organize findings for leadership review.
Assemble and analyze information related to technology consolidation and rationalization, including functional overlap, utilization, contract and renewal dates, costs, and business ownership, and develop recommendations for consideration by the CIO and IT leadership.
Research acquired-entity systems, contracts, vendors, and business processes in support of M&A activities; organize and reconcile findings; identify relevant questions and information gaps; and provide analyses to appropriate integration workstreams.
Prepare agendas and pre-read materials for CIO and IT leadership meetings and executive forums; document decisions, action items, owners, and due dates; and track agreed-upon follow-up activities through closure.
Complete discreet, time-bound analytical projects assigned by the CIO, applying structured problem-solving and research methods and delivering findings by established deadlines.
Reconcile and synthesize information obtained from documents, systems, data, contracts, and subject-matter experts; evaluate the reliability and authority of sources; and clearly identify conflicting, incomplete, or unsupported information.
Prepare and present analyses and recommendations to the CIO and other IT leaders, respond to questions regarding methodology and supporting evidence, and revise work based on leadership feedback.
Perform spreadsheet analysis, data organization, reconciliation, research, and document preparation using appropriate productivity and analytical tools, including approved AI tools when applicable, and verify information and outputs before incorporating them into work products.
Organize and maintain research materials, analyses, meeting documentation, decisions, action items, and supporting evidence to ensure work is accurate, traceable, and accessible to appropriate stakeholders.
Maintain confidentiality and comply with applicable security and access requirements when handling information obtained through the Office of the CIO including accessing production systems, protected health information, confidential contracts, or other restricted information only when specifically authorized and appropriately supervised.
Participate in developmental discussions, coaching sessions, and periodic reviews with the CIO and other IT leaders.
Observe leadership meetings, steering committees, executive reviews, and other forums to develop an understanding of enterprise technology decision-making.
Maintain a portfolio of completed assignments and work products for developmental purposes, as appropriate.
Assist with other research, documentation, meeting preparation, or administrative activities that directly support assigned fellowship projects.
Perform other related duties consistent with the purpose, developmental nature, and established scope of the fellowship.