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Cybersecurity Awareness Training

Untrained employees are often the weakest link in any organization’s cybersecurity defenses. LeadingIT’s Cybersecurity Awareness Training helps Chicago-area businesses arm their staff with the knowledge to recognize threats, avoid risks, and become active participants in your security posture.

The Risks of Not Training Your Team

  • Phishing & Social Engineering Failures

    Employees receive hundreds of emails daily and without proper training, they might unknowingly click malicious links or hand over credentials. A single mistake can compromise your entire network.

  • Lost Productivity & Downtime

    A breach often leads to system lockdowns, forensic investigations, and compliance reporting. These operations can grind daily productivity to a halt and sideline your core business.

  • Reputational Damage & Lost Trust

    Cyber incidents get noticed and customers, partners, and regulators hold companies responsible. Reputational fallout from a public breach can be very difficult (and costly) to repair.
  • Financial Penalties & Compliance Violations

    Regulations like HIPAA, PCI DSS, FTC guidelines, and Chicago-area data privacy rules require documented employee security training. Failing to comply may result in audits, penalties, and legal liabilities.

Benefits of LeadingIT Cybersecurity Awareness Training

  • Decrease Human Risk

    Through simulated phishing drills, we assess how your team reacts and identify individuals who need follow up training.
  • Ongoing Learning Culture

    Learning isn’t a one-time workshop. We provide quarterly bite sized modules and refresher sessions to keep cybersecurity top of mind year-round.
  • Custom Training Content

    Generic content doesn’t stick. We tailor training to your industry and staff roles (e.g., healthcare, law offices, municipalities, manufacturers) so scenarios are real and relevant.

  • Department-Specific Modules

    From IT and finance to HR and sales, each department faces unique risks. We tailor training to each team’s specific threat landscape and workflows.

  • Compliance Documentation & Reporting

    We deliver digital certificates, completion tracking, and detailed reporting, perfect for audits and regulatory reviews, including HIPAA, PCI DSS, and FTC.

  • Expert Support & Guidance

    Our cybersecurity specialists are always ready, from initial phishing simulations to dive deeper debriefs, support is available year round to address new threats or questions.

Comprehensive IT Services
Offered by LeadingIT

Co-Managed IT

Already have an internal IT team? Our co-managed IT services offer a flexible alternative to full managed IT. We work alongside your team to fill gaps in cybersecurity, after-hours monitoring, compliance, infrastructure projects, or support during staff transitions. Your internal team retains control while gaining access to enterprise-grade tools and a full bench of specialists without additional full-time hires.

IT Help Desk

Our IT help desk provides responsive support whenever your employees need it. Critical issues receive response within 15 minutes through remote monitoring. On-site assistance typically arrives within 1 hour for urgent problems. From password resets to hardware troubleshooting and network support, we handle it with clear communication at every step.

Cybersecurity

Cybersecurity is built into every layer of our managed IT services. Our cybersecurity services include endpoint detection and response, network management and security monitoring, email security, security awareness training, and 24/7 threat detection to protect against ransomware, phishing, data breaches, and evolving cyber threats.

Data Backup & Disaster Recovery

Our data backup and recovery services ensure critical information across email, file systems, cloud services platforms, and line-of-business applications is backed up automatically, stored securely, and quickly recoverable when you need it.

Technology Planning & Leadership

Our certified, knowledgeable staff in Chicagoland deliver strategic guidance and leadership to help your business navigate technology challenges and optimize your IT infrastructure. Our expert technology leadership (vCIO and account management teams) will ensure that you always have a clear line of communication, proactive IT guidance, and a go-to expert for anything related to your account.

HIPAA/FTC/IT Compliance

Our IT compliance services help Chicago businesses meet and maintain the standards their industries require: HIPAA compliance for healthcare organizations, PCI DSS compliance for businesses processing payment card data, FTC Safeguards Rule compliance for financial services, accounting firms, and other covered entities. 

Hardware as a Service

Manageably scale your equipment needs with our flexible HaaS model. Ensure all of your office technology is up to date, supported, and ready to go while sticking to your budget.

Structured Cabling

LeadingIT coordinates structured cabling projects for Chicago businesses, managing the process from assessment and design through installation and testing with vetted cabling vendors. Whether you are building out a new office or upgrading aging cable runs, we manage the project so your team does not have to.

VoIP Phone Systems

LeadingIT manages the selection, deployment, and ongoing support of VoIP phone systems for Chicagoland organizations. We coordinate implementation through trusted vendor partners and handle integration with your existing network infrastructure, ensuring call quality and reliability from day one.

Chicago Managed IT Services

Our Chicago managed IT services are tailored to growing businesses with 25 to 250 users. Our local team ensures your IT infrastructure and network infrastructure operate efficiently and help you to avoid downtime, cybersecurity risks, compliance challenges etc.

    IT Support You Can Trust

    35+

    Team Members

    1 Hour

    or less response time

    3,500+

    Endpoints managed

    150+

    Active Clients

    15+

    Years of Service

    What Our Clients Are Saying About Our Services

    google

    175+ Reviews
    Across 4 locations

    Nisha
    1 month ago
    Excellent Service
    Helen R.
    2 months ago
    I can't say enough positive things about LeadingIT. They have been able to resolve issues that our former "big" MSP dropped the ball on or couldn't figure out. We're now focused on getting our mis-managed SharePoint straight. It's gong to be a BIG job, but I have all the confidence that we'll finally be on the right track!
    Angela A.
    2 months ago
    Kristina C
    2 months ago
    Geovel was very helpful in resolving my IT issue in a timely and thorough manner
    S. G.
    2 months ago
    Fast, friendly and knowledgeable service and most importantly, they are very patient! Great company!
    Mike M.
    2 months ago
    LeadingIT has been an outstanding IT partner. Every technician I've worked with has been professional, knowledgeable, and genuinely committed to providing excellent service. They respond quickly, communicate clearly, and resolve issues or requests efficiently. It's reassuring to know that when I submit a ticket, it will be handled promptly and with expertise. I'm extremely happy with the level of support they provide. If I owned my own company, I wouldn't hesitate to partner with LeadingIT for all of my IT needs. Keep up the great work, LeadingIT!
    Janet M.
    2 months ago
    Jasmine was kind, professional and knowledgeable, definitely recommend!
    Bob D.
    2 months ago
    Jessica B.
    3 months ago
    Hassan was a great help with my internet browser issues. He was very knowledgeable and was able to fix my issues quickly. Great customer service!
    Lenita G.
    3 months ago
    Hissan was extremely helpful and patient in getting my multi-factor authentication app set up, and I really appreciate your excellent assistance.
    Call us now to learn how we can help train your staff to identify cybersecurity threats to your business!