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Summary

Digital transformation strategist with 30 years of experience guiding organizations through modernization, AI readiness, and practical technology adoption. Skilled at translating complex technical concepts into clear business value, aligning stakeholders, and improving workforce productivity through modern workplace solutions. Known for reducing transformation failure rates, improving collaboration, and helping SMB, mid-market, and mission-driven organizations adopt cloud, automation, and AI technologies in a sustainable, human-centered way.

Experience

MMR - Modern Workplace Consultant

AI Adoption Program Lead (Software Engineering Transformation) 2025-07 – 2026-01

Led digital transformation initiatives across healthcare and business environments, focusing on assessments, modernization planning, and technology enablement. Guided organizations through AI readiness, workflow improvement, and adoption of modern workplace tools. Evaluated operational gaps and developed practical roadmaps that aligned leadership, staff, and technology teams. Keywords: AI adoption, context engineering, software development, prompt engineering, machine learning integration, workflow automation, developer training, engineering transformation.

  • Designed digital workplace solutions using Microsoft 365, Teams, and SharePoint to improve collaboration and reduce operational friction
  • Developed modernization roadmaps based on business, clinical, and IT assessments
  • Led change enablement efforts to support adoption of new tools and processes

Cognesense

Contract Cybersecurity Lead (Incident Response & Recovery) 2025-10 – 2025-12

Brought in as an external consultant to lead Cognesense’s on-site response after a ransomware attack exploiting a SonicWall router vulnerability. Tasked with mitigating the crisis, restoring operations, and building long-term resiliency within the IT environment. Keywords: Incident response, ransomware recovery, network security, SonicWall, cybersecurity architecture, business continuity, data recovery, forensic analysis, mitigation, team leadership.

  • Led cross-functional team through full incident response cycle, including threat assessment, system isolation, negotiation strategy, and coordinated recovery.
  • Designed and implemented technical playbooks for rapid incident response and infrastructure restoration.
  • Directed negotiations with threat actors and coordinated forensic containment efforts to minimize data loss.

DTIG

UX Strategy & Digital Transformation Consultant 2021-05 – 2024-12

Led digital transformation initiatives across healthcare and business environments, focusing on assessments, modernization planning, and technology enablement. Guided organizations through AI readiness, workflow improvement, and adoption of modern workplace tools. Evaluated operational gaps and developed practical roadmaps that aligned leadership, staff, and technology teams. Keywords: Digital transformation, Microsoft 365, Teams, SharePoint, AI readiness, workflow improvement, modernization roadmaps, change enablement, cloud migration, operational assessments, technology adoption, cross-functional alignment

  • Designed digital workplace solutions using Microsoft 365, Teams, and SharePoint to improve collaboration and reduce operational friction
  • Developed modernization roadmaps based on business, clinical, and IT assessments
  • Led change enablement efforts to support adoption of new tools and processes

Kaufman Hall

Senior SharePoint Architect / Office365 Administrator 2015-06 – 2019-08

Supported enterprise collaboration platforms, modernized SharePoint environments, and improved digital workplace capabilities. Keywords: SharePoint development, Microsoft 365 training, platform upgrades, automation workflows, information architecture, governance, cost optimization, enterprise collaboration

  • Developed custom SharePoint solutions and integrated business applications
  • Led training and adoption programs for Microsoft 365
  • Managed upgrades and migrations across SharePoint environments

MICAH Legal Services Inc

Digital Transformation Director 2020-05 – Present

Provided technology leadership for a statewide legal services organization, improving operational efficiency and supporting remote work capabilities. Keywords: Cloud-first strategy, IT operations, technical standards, system reliability, security posture, technology governance, operational continuity, modernization roadmaps, IT staffing

  • Developed a cloud-first strategy to improve access, performance, and scalability
  • Improved IT operations, staffing, and support processes
  • Established technical standards and roadmaps for modernization

Groove Science Studios, Inc.

Member of the Board of Advisors 2014-06 – Present Denver, Colorado

Advisor for Soundscape VR, supporting product development, partnerships, and strategic planning. Keywords: Product roadmaps, strategic planning, partnership development, hardware/software integration, VR development, business alignment, solution delivery

  • Co-founded and served on the board
  • Developed partnership strategies with industry stakeholders
  • Owned product roadmaps and planning cycles

Tahoe Partners

Information Technology Solutions Architect 2019-05 – 2021-05

Provided consulting services for healthcare organizations undergoing modernization. Conducted assessments, identified capability gaps, and developed transformation strategies that improved operational efficiency and technology adoption. Keywords: Digital transformation, process improvement, AI evaluation, automation, SharePoint migration, Microsoft 365, cloud migration, re-platforming, capability assessments, transformation strategies, operational efficiency

  • Created standardized methodologies for digital transformation assessments
  • Developed process improvement recommendations aligned with future-state goals
  • Evaluated digital tools including AI, automation, and online engagement systems

Strive Consulting, LLC

Technology Solutions Architect 2019-06 – 2020-01

Provided consulting services focused on cloud strategy, modernization, and technology adoption. Keywords: Cloud strategy, privacy compliance, modernization trends, migration planning, technology adoption, operational needs, strategic alignment

  • Developed cloud strategies aligned with organizational goals
  • Monitored privacy and compliance considerations
  • Provided guidance on cloud technologies and modernization trends

Heitman

Senior SharePoint Architect 2019-07 – 2019-12

Led SharePoint modernization, migration, and team restructuring to improve collaboration and operational efficiency. Keywords: SharePoint modernization, migration, team restructuring, process evaluation, Microsoft 365, operational challenges, collaboration platforms

  • Evaluated internal processes and recommended improvements
  • Developed SharePoint solutions aligned with business goals
  • Restructured development team to improve delivery outcomes

Rockit Ranch Productions

Director of Technology and Digital Strategy 2013-09 – 2015-07

Led modernization of business systems to support expansion from regional to national operations. Keywords: Identity management, LAMP stack, cloud migration, Microsoft 365 deployment, analytics dashboards, knowledgebase development, enterprise systems

  • Implemented identity and access solutions for unified authentication
  • Designed and deployed LAMP-based web applications
  • Migrated on-premise systems to cloud platforms

4Medapproved

Software Engineer and Healthcare IT Consultant 2013-01 – 2013-08

Supported healthcare organizations with compliance, application deployment, and software development. Keywords: Healthcare compliance, LMS management, web development, REST APIs, MySQL, SQL Server, infrastructure engineering, application deployment

  • Assisted medical practices with compliance and application configuration
  • Managed LMS content for training and certification
  • Developed web applications and REST APIs

TheSiteKings.com

Web Technologies Developer/Designer 2010-01 – 2013-07

Developed websites and applications using PHP, JavaScript, and Drupal. Keywords: PHP development, JavaScript, Drupal CMS, UI/UX design, Adobe Creative Suite, bash scripting, web applications

  • Developed custom CMS frameworks
  • Built web applications and REST APIs
  • Designed UI/UX components

Kehoe Designs & Floral Exhibits

IT Services Manager and Lead Web Developer 2011-08 – 2012-12

Managed IT services, digital systems, and web development for a large creative production environment. Keywords: CMS development, server infrastructure, helpdesk management, intranet systems, disaster recovery, mixed OS environments, custom software

  • Developed custom CMS frameworks
  • Upgraded server infrastructure
  • Managed helpdesk and IT operations for 500+ users

WiredTree

Data Center Engineer & Infrastructure Architect 2009-01 – 2010-01

Supported data center operations, server deployment, and infrastructure automation. Keywords: Data center operations, Linux administration, Python scripting, bash automation, mail servers, DNS configuration, disaster recovery

  • Deployed and managed bare metal servers
  • Performed Linux server administration
  • Developed automation scripts in Python and bash

PriceHonest LLC

Lead Software Engineer and Database Administrator 2007-01 – 2010-01

Developed ERP systems and web applications in partnership with academic and international stakeholders. Keywords: LAMP ERP systems, MySQL administration, ETL engineering, hybrid environments, software engineering, academic partnerships, international stakeholders

  • Developed LAMP-based ERP systems
  • Administered MySQL databases
  • Engineered ETL tools

ARM-S Electric, Inc.

Sales and Field Engineer 1998-06 – 2004-08

Provided technical support, diagnostics, and process automation solutions in heavy manufacturing environments. Keywords: Electrical diagnostics, logic controller software, automation solutions, root cause analysis, manufacturing environments, customer support, engineering teams, process improvements, High-voltage diagnostics, microelectronics, PLC programming, automation engineering, root cause analysis, process improvement, manufacturing systems

  • Performed diagnostics on high-voltage and microelectronic systems
  • Provided customer support for engineered systems
  • Developed logic controller software

Roles older than your selected year are summarized above.

Projects

Plan and Deploy New Information Architecture for HIMSS

2020-12 – Present
  • Collaborated with stakeholders to design a modern information architecture for healthcare information systems.
  • Engineered and deployed information systems to provide a logical single source of truth using SharePoint and Dataverse.
  • Measured and reported efficiency gains, demonstrating a 28% improvement in knowledge worker capacity.

MMR AI Adoption Program Lead (Software Engineering Transformation)

2025-07 – 2026-01
  • Guided software engineering teams to adopt AI technologies for context-driven coding and development.
  • Transitioned workflows from ad hoc prompting to structured context-engineering frameworks.
  • Developed internal training modules for prompt engineering and model-driven project design.

CONFIDENTIAL | Cybersecurity & Disaster Recovery Lead

2025-10 – 2025-12
  • Led emergency response team after a ransomware attack exploiting a SonicWall router vulnerability.
  • Directed containment, negotiation, and recovery phases to restore uptime and secure data integrity.
  • Authored and implemented incident response playbooks and disaster recovery frameworks.

Co-Authored DTIG Automated SharePoint Migration Tool Set

2021-03 – 2021-06
  • Helped build a library of orchestration and automation tools using Portainer, Terraform, Balena, Ansible, Chef, Docker, and Kubernetes
  • Drafted playbooks to facilitate cloud migrations for enterprise support systems.

Assist and Advise on SharePoint Migration for Reyes Holdings

2020-04 – 2021-02
  • Defined requirements for migration automation workflows.
  • Identified KPIs for the migration PMO and designed Power BI reports for real-time decision making and stakeholder communication.

HIMSS UX Transformation

2020-10 – 2021-02
  • Redesigned the SharePoint 2016 user experience with a more intuitive interface.
  • Consolidated CSS, JavaScript, and design elements.
  • Improved performance using CDNs and code optimization.

Information Architecture Redesign and SharePoint Server Farm Migration for University of Chicago Medicine

2020-04 – 2021-02
  • Redesigned information architecture for multiple SharePoint farms.
  • Performed a seamless, no-downtime migration of 5 server farms with zero interruption to emergency care operations.

HEITMAN Financial SharePoint Upgrade, Migration and Deployment

2019-07 – 2019-12
  • Migrated SharePoint 2013 data to SharePoint Online and SharePoint 2016 in a hybrid model.
  • Installed, designed, and deployed LiveTiles skin for the SharePoint intranet site.
  • Created standard and executive dashboards backed by Power BI using data from Salesforce.com.

SharePoint Migration 2013 to 2016

2017-08 – 2017-10
  • Migrated SharePoint 2013 data to SharePoint Online and SharePoint 2016 in a hybrid model.
  • Installed, designed, and deployed LiveTiles skin for the SharePoint intranet site.
  • Created standard and executive dashboards backed by Power BI using data from AXIOM ERP and other LOB tools.

SharePoint 2010 to SharePoint 2016 Migration

2017-02 – 2017-04

Kaufman Hall - SharePoint 2013 to SharePoint 2016 Migration

2016-08 – 2016-10
  • Planned and migrated all site collections from SharePoint 2013 farm to SharePoint 2016 farm.

AD and File Server Migration - Rockit Bar & Grill and Rockit Burger Bar

2014-11 – 2014-11

SharePoint Deployment - RRP - Corporate

2014-07 – 2014-07
  • Engineered data structures and workflows to automate business process management (BPM).

Skills

Modern Workplace & Technology Enablement

Microsoft 365 Office 365 Microsoft Teams OneDrive for Business Exchange Online Microsoft Copilot Viva Suite Power Platform Microsoft Intune Entra ID Azure Active Directory Hybrid Work Solutions Employee Experience Platform Digital Asset Management Unified Communications Collaboration Tools Productivity Tools

Cloud Computing & Migrations

Azure AWS Google Cloud Platform (GCP) IaaS PaaS SaaS Multi-Cloud Cloud Native Azure Cloud Solutions AWS Cloud Services Cloud Migration Strategy Lift and Shift Re-platforming Cloud Cost Optimization FinOps Azure Migrate CloudEndure Metalogix SPMT Sharegate

Web Application Development

LAMP Stack HTML CSS PHP JavaScript TypeScript REST API RESTful Services GraphQL Microservices Node.js React Angular Vue.js JSON XML SOAP Single Page Applications (SPA) Progressive Web Apps (PWA) Responsive Design HTML5 CSS3 Bootstrap Tailwind CSS IIS Apache NGINX Tomcat Websphere

Database Backend

MySQL SQL Server PostgreSQL MongoDB Firebase SQL NoSQL Azure SQL Database Cosmos DB DynamoDB Redis Database Design Database Administration (DBA) T-SQL Stored Procedures Database Optimization Data Warehousing

Virtualization, Containers & Orchestration

Hyper-V VMware Virtuozzo VirtualBox Docker Kubernetes Balena Infrastructure as Code IaC Ansible Terraform Container Orchestration Helm Azure Kubernetes Service (AKS) Amazon EKS Docker Compose Containerization GitOps ArgoCD Jenkins Azure Resource Manager (ARM) Bicep CloudFormation VMware vSphere ESXi

Process & Performance Improvement

Power Automate UI Path Nintex K2 Zapier IFTTT Bitrix24 Robotic Process Automation (RPA) Business Process Management (BPM) Process Automation Workflow Automation Blue Prism Automation Anywhere Lean Six Sigma Process Optimization Business Process Reengineering Digital Process Automation Intelligent Automation Hyperautomation

Information Architecture & CMS Design

SharePoint SharePoint Online SharePoint Server SharePoint 2013/2016/2019 Microsoft SharePoint Drupal Joomla WordPress Confluence Confluence Cloud Jira Software Atlassian Suite LiveTiles NextCloud Azure DevOps JIRA Content Management Systems (CMS) Enterprise Content Management (ECM) Document Management Knowledge Management Information Governance Taxonomy Design Metadata Management

System Development Life Cycle (SDLC)

Agile Scrum Waterfall CI/CD Pipelines

UX Design & Experience Augmentation

CLI GUI VUI VRI

Scripting & Automation Tools

PowerShell Python Bash

Linux Server & Desktop Administration

Ubuntu Debian Mint Red Hat / RHEL CentOS Raspbian

Regulatory & Compliance

Certified HIPAA Security Professional Policy Governance Compliance Enforcement Disaster Recovery & Business Continuity Budget Management Resource Management Project Management HIPAA Compliance Healthcare IT Security Disaster Recovery Planning (DRP) Business Continuity Planning (BCP) IT Governance Risk Assessment Audit Management Regulatory Compliance

AI Adoption & Applied AI Skills

AI Adoption AI Readiness Context Engineering Prompt Engineering AI Literacy Automation Strategy OpenAI Anthropic Google AI Grok Ollama LM Studio Huggingface Local LLMs Model Evaluation Responsible AI Use AI Workflow Integration

Data, BI & Analytics

Data Visualization Business Intelligence (BI) Data Analytics Tableau Excel Power BI Reporting Dashboard Design

Security, Compliance & Identity

Information Security Zero Trust Architecture Identity and Access Management (IAM) Multi-Factor Authentication (MFA) Single Sign-On (SSO) GDPR SOC 2 ISO 27001 Security Compliance Risk Management Penetration Testing Vulnerability Assessment

Education

Massachusetts Institute of Technology

MS, Information Systems · 2001-12 – 2002-12

University of Notre Dame

BS, Electrical Engineering · 1998-12 – 2001-12

Columbia College Chicago

Bachelor's Degree, Arts, Entertainment, and Media Management · 2004-12 – 2007-12

Roosevelt University

BS, Biology, General · 2009-12 – 2013-12

MIT Sloan School of Management

Master of Technology, Digital Transformation · 2020-08 – 2022-05

Certifications

Certified HIPAA Security Professional

4Med

Microsoft Certified Systems Engineer

Productivity Point

Publications

Photonic Computing: A Light-Based Architectural Response to the End of Electronic Scaling

Medium · 2026-04-21

The Panopticon Paradigm: Structural Subversion and the Controlled Illusion of Digital Privacy

Medium · 2026-02-09

Reasoning Strategies for AI Decision Making: A Practical Guide

Medium · 2025-12-22

Claire's Transformation Plan

Ames Watson · 2026-05-01

Awards

Makithapin Award

Rockit Ranch Productions · 2014-11-30

Recognized for exceptional contributions to organizational mission and culture.

Employee of the Year

Tom Kehoe - President and CEO · 2012-01-31

Awarded for outstanding performance, dedication, and organizational impact.

Pilot of the Year

New York Television Film Festival · 2010-04-30

Recognized for excellence in executive production and creative direction.

Highest Rated Engineer for Customer Satisfaction

Zac Cogswell - President · 2009-04-30

Awarded for exceptional customer service and technical expertise.

Top Sales Engineer 2003

ARM-S Electric, Inc. · 2004-01-31

Accomplished the distinction of being recognized as the Top Sales Engineer for Field Service and Electrical Apparatus Sales. Demonstrated exceptional sales acumen, technical expertise, and a deep understanding of the field service and electrical apparatus industry. Consistently exceeded sales targets by effectively identifying customer needs, providing tailored solutions, and building strong relationships with clients. This achievement highlights a track record of driving revenue growth, delivering exceptional customer service, and playing a pivotal role in the success of the organization.

Volunteer

Friends of Fur

Founder · 2018-08

Founded and led an animal welfare organization focused on rescue, medical support, and adoption services.

Random Hacks of Kindness

Participant · 2004-08 · 2004-08

Supported the Sohana Project for Chicago's CERT Team.

PAWS Chicago

Animal Care · 2004-08 · 2009-08

Provided care and support for shelter animals.

Village Senior Care

Pet Therapy · 2004-08 · 2007-08

Trained and managed animals for therapeutic support in senior care facilities.

Working together

Currently taking on a small number of engagements per quarter. Reach out early in your evaluation process.