Strategic Technology Leadership
for Regulated Industries

Empowering financial and healthcare teams to modernize systems, strengthen security, and drive growth—without adding full-time overhead.

Get your technology roadmap

Technology drives every part of your organization—but without clear leadership, it can slow growth instead of fueling it. A Fractional CTO bridges that gap, bringing senior-level expertise, structure, and accountability without the cost of a full-time executive. With Kilgore Advisory Group, your teams gain a trusted technology leader who clarifies priorities, drives measurable progress, and ensures every initiative supports your strategic goals.

Service Offerings

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KA Strategy

Focused, Actionable Technology Strategy in a Single Half-Day Session

In just four hours, we'll apply the Functional Technology® Framework to uncover blind spots, prioritize key initiatives, and deliver a 6-month technology roadmap. Perfect for leadership teams that need clarity, not complexity.

🤝

KA Advisory

Ongoing Strategic Guidance for Long-Term Growth

Continue evolving with a fractional CTO who knows your business inside and out. Twice-monthly sprint calls, quarterly planning, and unlimited email access keep you aligned and accountable—with less financial risk than a full-time hire.

Problems I Solve

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Modernization & Migration

Upgrade legacy systems and move to modern platforms—securely, efficiently, and without disrupting operations.

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Cloud Strategy & Optimization

Design and refine cloud environments that boost performance, cut costs, and stay compliant.

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Security & Compliance

Strengthen cybersecurity and meet HIPAA, PCI DSS, and other regulations with confidence.

🤖

AI Adoption & Integration

Implement AI responsibly to improve outcomes, protect data, and drive measurable results.

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Technology Leadership Gaps

Bring clarity, structure, and CTO-level expertise—without full-time overhead.

Proven Expertise in Regulated Industries

I started Kilgore Advisory Group after years leading technology for hospitals and small financial institutions — organizations where compliance, security, and efficiency aren't optional. Drawing on a deep consulting background, I developed the Functional Technology® Framework, a proven approach to modernizing systems, strengthening cybersecurity, and helping teams scale with confidence. Ever since, I've guided clients through everything from EHR rollouts and core system upgrades to complex modernization and migration efforts—always with a focus on clear strategy, measurable results, and sustainable growth.

Measurable Results

⏱️
20+

Years in Regulated Technology Leadership

Guiding hospitals and financial institutions through modernization, migration, and compliance initiatives that strengthen operations and security.

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100%

Compliance and Security Focused

Every project follows the Functional Technology® Framework to align innovation with HIPAA, SOC 2, PCI DSS, and other regulatory standards.

💰
Millions

in Technology ROI Delivered

From EHR rollouts to core banking upgrades, our clients reduce risk, increase visibility, and scale efficiently—with measurable results.

Client Success Stories

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"Kilgore Advisory Group brought clarity and direction to our entire IT department. In just 90 days, we went from firefighting to having a clear roadmap for our EHR upgrade and data security initiatives. Their Functional Technology® Framework gave us the structure we'd been missing."

— CIO, Regional Healthcare Network

💳

"We needed a senior technology leader who understood both compliance and growth. Kilgore Advisory Group provided exactly that. Their fractional CTO leadership helped us modernize our core systems, tighten security, and align our tech strategy with business objectives—all without adding full-time overhead."

— COO, Community Bank

🧭

"Working with Kilgore Advisory Group feels like having a trusted partner inside our organization. They helped us prioritize the right projects, manage vendors more effectively, and deliver measurable results every quarter. It's the best investment we've made in our technology leadership."

— VP of Operations, Multi-Site Healthcare Provider

Let's Build Your Technology Roadmap

Let's build a clear, actionable plan to remove your technology roadblocks and move your organization forward.