Jacksonville, Florida • Veteran Owned & Operated

OUTLAW
LEGION IT

Rugged. Reliable. Ready to fight for your business.

Veteran-led managed IT services delivering no-nonsense support, rock-solid security, and personalized solutions for small and medium businesses in North Florida.

Trusted by local businesses across Jacksonville & beyond
FOUNDER & PRINCIPAL

Walter "Walt" Huff

U.S. Army veteran (1984–1995) and seasoned IT leader with over 20 years of hands-on experience running and supporting managed service providers.

As the former owner and System Engineer of Huff Technologies, Inc., Walt built a respected Jacksonville MSP from the ground up before a successful acquisition.

Combat Communications Veteran
Jacksonville, FL
Experience
20+ Years
Managed IT Services
X / Twitter
@WaltHuff
Core Expertise
Microsoft 365 Cybersecurity RMM & PSA Platforms Network Infrastructure Migrations
WHAT WE DELIVER

Battle-Tested Services

Comprehensive managed IT and technology solutions built for businesses that can't afford downtime.

Managed IT Services

Proactive monitoring, maintenance, and helpdesk support so you can focus on running your business instead of fighting technology fires.

  • 24/7 monitoring & alerting
  • Remote & on-site support
  • Patch management & updates

Microsoft 365 & Cloud

Expert administration, migrations, security hardening, and optimization of Microsoft 365, Azure, and hybrid environments.

  • Migrations & tenant management
  • SharePoint, Teams & OneDrive
  • Email security & archiving

Cybersecurity & Compliance

Layered protection including endpoint security, email filtering, dark web monitoring, and security awareness training.

  • Endpoint detection & response
  • Email security (Hornetsecurity)
  • Vulnerability assessments

Network & Infrastructure

Design, implementation, and management of secure networks, firewalls, VPNs, and wireless solutions tailored to your environment.

  • SonicWall & firewall management
  • VPN & remote access solutions
  • Wi-Fi surveys & optimization

Migrations & Upgrades

Seamless transitions between platforms — RMM, PSA, email, servers, and cloud services with minimal disruption.

  • Datto → NinjaOne migrations
  • ConnectWise / Autotask alternatives
  • Email & data migrations

Backup & Business Continuity

Robust backup strategies, disaster recovery planning, and tested recovery processes to protect your critical data and operations.

  • Image-based backups
  • Cloud & hybrid backup solutions
  • Recovery testing & documentation
THE OUTLAW DIFFERENCE

Why Choose Outlaw Legion IT?

Veteran Precision

Military-honed discipline means attention to detail, accountability, and mission-first execution on every project.

No-BS, Personal Service

You work directly with experienced professionals — no layers of support tickets or scripted responses. Real people who know your environment.

Local Jacksonville Focus

We understand North Florida businesses. Fast response times, on-site capability when needed, and relationships that matter.

Proven Track Record

Decades building and running successful MSP operations. We've seen (and solved) virtually every IT challenge SMBs face.

HOW WE WORK

Simple. Transparent. Effective.

STEP 01
Discover

Deep dive into your current environment, pain points, goals, and compliance needs.

STEP 02
Plan & Propose

Custom roadmap with clear pricing, timelines, and expected outcomes. No surprises.

STEP 03
Implement

Careful execution with minimal disruption. We handle the heavy lifting while keeping you informed.

STEP 04
Support & Optimize

Ongoing proactive management, regular reviews, and continuous improvement of your IT ecosystem.

REAL RESULTS

What Clients Say

"Walt and the team completely transformed how we manage our IT. Fast responses, clear communication, and they actually understand small business needs. Couldn't recommend them more highly."

Sarah Thompson
Owner, Thompson Construction • Jacksonville

"Outstanding migration from our old RMM platform. Zero downtime during the transition and the new system is far more efficient. Walt's experience really shows."

Michael Rivera
IT Director, Coastal Logistics

"Finally found an IT partner who speaks plain English and actually delivers. The cybersecurity improvements alone have given us huge peace of mind. Local, responsive, and trustworthy."

Jennifer Patel
CEO, Patel & Associates CPA
LET'S TALK

Ready to strengthen your IT defenses?

Whether you're looking for ongoing managed services, a specific project, or a second opinion on your current setup — we're here to help.

We'll respond within 1 business day. For urgent issues, call or text directly.