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Chicago & Nashville Managed IT · CrowdStrike & SentinelOne Partners · Practical AI Transformation

Your Complete Technology Department & AI Transformation Partner

Eliminate downtime, satisfy strict cyber insurance requirements, and safely integrate AI into your daily workflows. Leapfrog delivers enterprise-grade IT management, 24/7 SOC monitoring, and vCIO leadership—giving mid-market organizations full-stack technology operations without the overhead of internal staffing.

  • Rapid-Response Helpdesk Guaranteed response when your team needs immediate resolution.
  • Enterprise Security Stack Managed EDR/XDR via CrowdStrike Falcon, SentinelOne, and Microsoft Defender.
Leapfrog Technology Group

See What's Putting Your Business at Risk

Receive a personalized Cyber Risk Snapshot that highlights security weaknesses, insurance-readiness concerns, and technology risks before they become expensive problems.

Takes less than a minute.

Proudly Supporting Mid-Market Organizations Across the Midwest & South Since 1998

Talk With a Leapfrog Technology Advisor Today

Whether you're evaluating IT support, cybersecurity, or AI solutions, our team is ready to help.

Enterprise Technology. Local Expertise.

Supported by leading platforms such as Microsoft, Cisco, CrowdStrike, VMware, Dell, Veeam, Fortinet, and SentinelOne — and backed by a team of certified specialists who treat your business like their own.

CompTIA Network+ certification badgeCompTIA Network+
Cisco Certified Network Associate certification badgeCisco CCNA
Certified SonicWall Security Administrator certification badgeSonicWall CSSA
In-house expertisevCIO AdvisorsCloud Experts
The Leapfrog Difference

Nearly 30 Years of Strategic Technology Leadership—Built for Complex, Regulated Businesses

Multi-Vendor Enterprise Defense (No Single-Vendor Lock-In)

Unlike MSPs that force you into a one-size-fits-all software bundle, we design, deploy, and manage multi-layered security stacks built around CrowdStrike Falcon, SentinelOne Singularity, Microsoft Entra ID, and Cisco Meraki. Whether you need to satisfy CMMC, HIPAA, SOC 2, or complex cyber insurance questionnaires, we engineer the exact posture your industry demands.

Fully Managed or Co-Managed IT Flexibility

We adapt to your organizational structure. Need to outsource your entire technology footprint? We act as Your Complete Technology Department™. Already have an in-house IT Director? Our Co-Managed IT model handles escalation tickets, 24/7 SOC monitoring, and patch management—freeing your internal team to focus on strategic business initiatives.

Structured Cyber Resilience (Cyber Aware™ & Cyber Genius™)

Security shouldn't be a guessing game. We deliver structured security tiers designed for real-world risk profiles: Cyber Aware™ (Baseline NGAV, Microsoft 365 MFA, dark web monitoring, automated security awareness) and Cyber Genius™ (Advanced 24/7 SOC monitoring, CrowdStrike/SentinelOne managed EDR/XDR threat hunting, Zero Trust ZTNA, and continuous vulnerability management).

Grounded AI Advisory via Leapfrog AI Advisors

We help mid-market firms navigate AI safely—moving past consumer-grade chatbots into real enterprise efficiency. From securing your Microsoft 365 Copilot permission boundaries to building custom Retrieval-Augmented Generation (RAG) knowledge bases and automated internal tools, we ensure your AI initiatives operate on clean, governed data.

End-to-End IT Operations · Cyber Resilience · Pragmatic AI

Enterprise-Grade Technology Services Built Around Measurable Business Outcomes

From daily helpdesk support to complex 24/7 CrowdStrike SOC monitoring and custom enterprise AI deployments—we provide the specialized expertise, tools, and strategic leadership your organization needs to scale safely.

Not sure which model fits your organization?

Whether you need a fully managed IT department, co-managed support for your internal team, or a security assessment—our Chicago and Nashville advisors are ready to help.

Structured Security Tiers

Cyber Aware™ vs Cyber Genius™

CapabilityCyber Aware™Cyber Genius™
Desktop Antivirus
Spam Filtering
Multifactor Authentication
Firewall Analysis
Business Insurance Policy Review
Endpoint Detection and Response (EDR)
Technology Operating Policy Management
End-User Security Awareness Training
Dark Web Scan
Microsoft 365 Analysis
Active Directory Analysis
DNS Filtering
Managed Detection and Response (MDR) – 24/7 Security Operations Center
Internal Vulnerability and Penetration Test
External Vulnerability and Penetration Test
Data Loss Identification (PII, Credit Card, Driver’s License, SSN)
Phishing Campaigns
Compliance Training (HIPAA, PCI, etc.)
Sexual Harassment Training
Continuous 24/7 Dark Web Monitoring
Industries

Industry Expertise Backed By Real-World Experience

Meet the Team

Meet Your Team

The Leapfrog Technology Group team standing together

Work With a Technology Team That Knows Your Business

Leapfrog brings together real people, deep technical expertise, and strategic guidance to help organizations strengthen security, improve productivity, and plan confidently for the future.

Myth vs Reality

Common Technology Myths That Put Businesses at Risk

Technology decisions impact security, productivity, operational efficiency, business continuity, and long-term growth. Here are some of the most common misconceptions we encounter—and the realities business leaders should know.

Myth

Cybersecurity is only an IT problem.

Reality

Cybersecurity affects every part of an organization. A security incident can impact operations, reputation, compliance requirements, financial performance, customer trust, and business continuity. Effective cybersecurity must be treated as a business priority, not just a technical concern.

Myth

Our organization is too small to be targeted.

Reality

Cybercriminals often target small and mid-sized organizations because they typically have fewer resources dedicated to cybersecurity. Every organization—regardless of size—needs a strategy for protecting data, systems, and users.

Myth

If everything is working today, there is no need to plan ahead.

Reality

Technology strategy is not simply about fixing problems. It is about preparing for growth, improving resilience, reducing risk, and ensuring technology continues to support business goals as the organization evolves.

Myth

Moving to the cloud automatically improves security.

Reality

Cloud platforms provide powerful security capabilities, but organizations still need proper configuration, identity management, user training, monitoring, backup strategies, and governance to remain secure.

Myth

Technology support and business strategy are separate conversations.

Reality

The most successful organizations align technology investments with business objectives. Technology decisions should support operational goals, financial priorities, security initiatives, growth plans, and long-term strategy.

Myth

AI is only useful for large enterprises.

Reality

Organizations of all sizes are using AI to automate repetitive work, improve productivity, streamline business processes, accelerate decision-making, and create operational efficiencies. The key is identifying practical business use cases rather than chasing trends.

Myth

Cybersecurity is only about technology.

Reality

Many security incidents begin with people, processes, or communication breakdowns. Effective cybersecurity combines technology, employee awareness, policies, planning, monitoring, and leadership commitment.

Myth

Backups guarantee business continuity.

Reality

Backups are only one part of business continuity. Organizations also need recovery planning, testing, communication procedures, security controls, and clear response strategies to minimize disruption.

Sister Company

Leapfrog AI Advisors

Our dedicated AI practice helps organizations automate workflows, deploy intelligent agents, and reimagine how their business operates. When you're ready to put artificial intelligence to work, Leapfrog AI Advisors is the team to call.

AI AgentsAutomationBusiness Transformation
Visit leapfrogadvisors.ai

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See where AI agents and automation could reduce manual work and improve day-to-day operations.

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Client Stories

Trusted By Businesses Like Yours

For nearly 30 years, organizations have trusted Leapfrog Technology Group to help solve technology challenges, improve productivity, strengthen security, and support long-term growth.

We've been using Leapfrog Technology Group at Olympik Signs for over 20 years now. Working with them has been an amazing experience. From day one they've been incredibly professional, knowledgeable, timely and courteous to all our IT needs. They're a great company to work with. I couldn't recommend them enough.
Robert W.Olympik Signs
Technology Ecosystem

The Technology Behind Your Success

When you partner with Leapfrog, you gain an entire technology department backed by the industry's most trusted technology providers. From cybersecurity and cloud infrastructure to communications and business continuity, we bring together the tools, expertise, and people to keep your business running without interruption.

MicrosoftAzureCiscoDellVMwareCrowdStrikeSentinelOneFortinetVeeamDattoRingCentralHuntressHPEUbiquitiMalwarebytesZoomMicrosoft 365

Cybersecurity Protection

Protect your users, devices, and data from evolving threats — monitored and defended around the clock.

Cloud & Microsoft Solutions

Empower your team to collaborate securely and stay productive from anywhere, on any device.

Business Communications

Keep employees and customers connected with reliable voice, video, and collaboration tools.

Strategic Technology Planning

Turn IT from a cost center into a genuine business advantage with proactive, forward-looking guidance.

Ready to Reduce Risk, Improve Productivity, and Strengthen Your Technology Strategy?

No pressure. No obligation. Just practical guidance from experienced technology professionals.