Shawn Gifford
@shawngifford
Executive CIO transforming cloud and AI adoption to build data-driven, secure enterprises and measurable operational performance.
What I'm looking for
I’m a technology executive and information systems leader who builds data-driven cultures, strengthens enterprise governance, and modernizes infrastructure with cloud and AI. I balance innovation with mission alignment and fiscal accountability, translating strategy into systems, processes, and measurable outcomes.
As CIO / IT Director / VP, Information Systems for The Baby Fold, I directed agency-wide technology modernization through cloud migration, AI adoption, and process innovation. I reported directly to the CEO, participated in board committee meetings, and secured board approval for the organization’s first formal AI policy to enable secure, productive use of agentic tools.
I’ve driven major infrastructure and performance gains, including architecting data center consolidation that delivered a 900% reduction in physical infrastructure footprint and an 11x increase in compute and storage capacity. I also improved IT service quality by creating and enforcing SLAs for incident response and introducing AI-assisted sentiment analysis to sharpen ticket reporting and resolution tracking, while building analytics frameworks that reinforced data integrity, KPI measurement, and executive reporting.
Earlier, as an IT Infrastructure Manager at Illinois Mutual Life Insurance, I led multi-cloud, cloud-first hybrid data replication and failover architecture to support 24/7/365 uptime, established a DevSecOps operating model, and launched an RPA program aimed at continuous improvement and future machine learning capability. Before that, as an IT Manager / Team Lead at Heart Technologies, I led compliance-focused consulting across SOX, HIPAA, and PCI, supported EMR conversions, and helped clients through network lifecycle and security work including penetration testing and targeted remediation.
Experience
Work history, roles, and key accomplishments
CIO / IT Director / VP
The Baby Fold
Apr 2023 - May 2026 (3 years 1 month)
Directed daily IT operations, a three-year IT strategic plan, and agency-wide technology modernization including cloud migration and AI adoption. Led governance and service improvements while managing vendors and analytics initiatives.
IT Infrastructure Manager
Illinois Mutual Life Insurance
Oct 2015 - Apr 2023 (7 years 6 months)
Led infrastructure, storage, virtualization, and cloud administration and managed the distributed systems portfolio. Drove modernization programs including cloud architecture, DevSecOps practices, data governance, and resilience planning.
IT Manager / IT Team Lead
Heart Technologies
Jan 2004 - Jan 2014 (10 years)
Provided IT consulting, project leadership, and CIO-level advisory services across Illinois and surrounding areas. Delivered security, compliance, and infrastructure solutions for clients including healthcare and education.
SAN/VMware Network Administrator
Morton Community Bank
Provided SAN/VMware network administration services as part of consulting for Morton Community Bank.
Systems Administrator
Pearl Technology
Worked as a Systems Administrator for Pearl Technology.
IT Manager/Senior Network Engineer
Heart Technologies, Inc.
Worked as an IT Manager and Senior Network Engineer at Heart Technologies, Inc.
Education
Degrees, certifications, and relevant coursework
Western Governors University
Bachelor of Science, IT Management
Pursuing a Bachelor of Science in IT Management at Western Governors University, with an expected completion in December 2026.
University of Illinois Urbana-Champaign
Business Administration
Completed coursework in business administration at the University of Illinois Urbana-Champaign.
Availability
Location
Authorized to work in
Portfolio
shawn-portfolio.thegiffordfamily.comSocial media
Job categories
Skills
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