Ashley Clevenger – IT Strategy & Digital Transformation Consultant
IT & Digital Strategy
Executive-level technology strategy consulting for cybersecurity, infrastructure, and digital growth.
How Ashley Helps
Ashley provides executive-level technology strategy consulting for organizations that need clarity—not more complexity. Her work centers on aligning complex technology ecosystems with business outcomes: strategy, governance, and sustainable growth.
Through structured advisory and hands-on partnership, she helps leadership teams move from reactive IT to strategic technology governance. The result is infrastructure that scales, security that protects, and digital assets that drive mission impact.
Strategic IT & Digital Transformation Pillars
Technology strategy aligned with your mission. Each pillar supports a distinct strategic outcome—from security governance to digital growth.
Core Infrastructure & Security
Connectivity & Workforce
Digital Growth & Automation
Engagement Experience
- Executive partnership—direct access and accountability with senior leadership
- Tailored scope—engagement designed around your outcomes, not a one-size-fits-all package
- Outcomes-focused—clear deliverables and measurable progress
Executive Engagement — scope is tailored during consultation.
Background & Experience
21+ years building mission-critical systems where there is no playbook — connecting operations, infrastructure, and leadership to deliver progress where others stall. Ashley's career spans military operations, public safety technology, federal process automation, broadband infrastructure, and entrepreneurship — a rare blend of operational discipline and strategic execution.
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- Technology Strategist — Yellow Mountain Business Solutions (2023–Present) Lead IT strategy and digital transformation initiatives for mission-driven organizations, aligning cybersecurity, infrastructure, automation, and growth-focused technology investments.
- U.S. Coast Guard — Information Systems Technician (1998–2003) Built operational database systems from the ground up to maintain fleet readiness after federal software sunset. Recognized as Sailor of the Quarter and expanded telecommunications training capacity threefold in the post-9/11 environment.
- City of Key West Police Department — Police Officer & IT Manager Managed a $1.2M technology grant and reduced annual IT expenses by 16% through infrastructure optimization and vendor alignment. Oversaw in-car computing systems and seven mission-critical servers supporting digital reporting and dispatch. Recipient, Police Officer of the Year (2007).
- U.S. Customs & Border Protection — Seized Property Specialist Automated appraisal workflows and standardized multi-agency property documentation processes, improving federal compliance and operational efficiency.
- Bright House Networks — Advance Broadband Services Delivered high-performance internet and technical services, consistently exceeding operational performance benchmarks.
- Entrepreneur — Small Business Owner Built and operated a restaurant with 2,000+ reviews and a 4.8-star rating; awarded 3rd Best Cuban Sandwich at the International Cuban Sandwich Competition. Demonstrated customer experience optimization, operational efficiency, and brand execution.
FAQ
How do websites, SEO, and automations fit into IT strategy?
They're part of the broader digital ecosystem. Websites, SEO, CRM, and automations align customer experience and operational efficiency with strategic growth. Ashley helps organizations integrate these assets so they support—rather than silo—your mission.
What does an IT strategy consultant do?
An IT strategy consultant partners with leadership to align technology with business outcomes. They assess infrastructure, security, and digital capabilities; recommend roadmaps; and support implementation—so technology enables growth instead of blocking it.
When should an organization seek cybersecurity governance support?
When security feels reactive—incidents, audits, or compliance pressure—rather than structured. Ashley helps organizations move from firefighting to governance: managed firewall, SIEM, zero trust, and clear policies that reduce risk and build resilience.
Ready for executive-level technology clarity?
Connect with Ashley to discuss how IT strategy and digital transformation can support your mission.
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