Ashley Clevenger: IT Strategy & Cybersecurity Consulting

Ashley Clevenger · Technology Consultant

Ashley leads the Technology pillar at YMBS. She partners with boards and leadership on IT strategy, cybersecurity governance, infrastructure, and digital growth for nonprofits, law firms, and mission-driven organizations.

“Infrastructure that scales, security that protects, and digital assets that drive mission impact.”

Schedule a Discovery Call Explore Advisory Services

30-minute call. No obligation. Veteran-owned business.

What Ashley Helps Organizations Do

IT strategy and technology governance aligned with business outcomes
Cybersecurity and risk governance—from reactive to structured
Cloud and infrastructure strategy, disaster recovery, cost optimization
Legal software evaluation and implementation for law firms
Websites, SEO, CRM, and automation for digital growth

Who She Works With

Law firms evaluating or implementing legal software
Nonprofits and mission-driven organizations
Leadership teams moving from reactive IT to strategic governance
Organizations needing cybersecurity, infrastructure, or digital growth support

She Partners With Law Firms, Nonprofits & Mission-Driven Organizations

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

Approach

YMBS works in four phases: hands-on consulting that moves from understanding to action.

Discovery — We learn your goals, gaps, and capacity.
Strategy — A tailored roadmap aligned with your budget and timeline.
Execution — Hands-on implementation with ongoing support.
Sustain & Scale — We measure progress and help you stay adaptable.

Credentials

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.
View full profile on LinkedIn →

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 operational efficiency and documentation alignment.
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 regulatory pressure—rather than structured. Ashley helps organizations move from firefighting to governance: managed firewall, SIEM, zero trust, and policy framework guidance that reduces risk and builds resilience.

Schedule a Discovery Call

Pick a time that works for you. Ashley will discuss your technology goals and how strategic IT consulting can support your mission.

Calendar not loading? Book a call here →

Ready for technology clarity?

Schedule a discovery call to explore how IT strategy, cybersecurity governance, and digital transformation can support your mission-driven organization.

Schedule a Discovery Call ← Back to Leadership