If you’re a managed service provider (MSP) or IT professional leveraging ConnectWise to manage client networks, you know that integrating cybersecurity tools is more than a convenience — it’s a necessity. One key piece of that puzzle is security awareness training.

However, not just any training program will do. You need one that seamlessly aligns with your workflows, reporting needs and client delivery systems. That raises the question: Is there a security awareness training that is compatible with ConnectWise?

Good news — there are several solid options on the market. This curated list of the top security awareness training providers that offer integration or compatibility with ConnectWise will help you educate end users, automate reporting and streamline your service offerings.

Phin Security

Phin Security delivers stress-free, automation-driven security awareness training built specifically for MSPs and managed security service providers. Its platform minimizes hands-on management, allowing IT professionals to save time while scaling their services. Phin offers over 120 training modules across 12 core topics with content from multiple trusted providers, making it both comprehensive and flexible.

Its onboarding process is fast — clients can be fully operational in under 10 minutes. The training experience includes customizable phishing simulations and behavior-focused education that drives long-term change. What makes it especially efficient is the fully automated training cycles, along with easy-to-digest analytics and automated reporting tools, helping MSPs take immediate, data-informed actions. Phin also integrates smoothly with ConnectWise, making it a natural fit for service providers already using the platform.

The training is structured to build a strong cybersecurity culture among end users while remaining scalable for businesses of all sizes. Phin Security offers tailored solutions, a focus on usability and a culture built around continuous learning. It has quickly become one of the top choices for MSPs seeking security awareness training that actually works, without the headaches.

NINJIO

NINJIO delivers a highly engaging and behavioral science-driven cybersecurity awareness training program that helps reduce human error, the root cause of most breaches. With dynamic microlearning episodes, emotional storytelling and a focus on real-world attack scenarios, NINJIO equips employees with the instincts and knowledge to become proactive cyber-defenders. The brand features multiple content formats, including its flagship NINJIO AWARE, the intuitive NINJIO SENSE and the AI-powered phishing simulation tool, NINJIO PHISH3D.

Its training is accessible in over 16 languages and offers solutions tailored to small businesses, global enterprises and managed service providers. Deployment is simple — whether through a managed service, LMS integration or DIY setup. NINJIO is trusted by millions of users and hundreds of channel partners and has earned top rankings for effectiveness, ease of use and client satisfaction from platforms like G2, Gartner and SoftwareReviews.

NINJIO’s seamless compatibility with ConnectWise, its analytics-powered risk profiling and its proactive phishing reporting tool position it as one of the best options for MSPs seeking to strengthen their cybersecurity posture. Its content methodology, backed by educational psychology, ensures long-term behavior change and sustained risk reduction across organizations.

Infosec IQ

Infosec IQ is a comprehensive security awareness training platform designed to reduce cyber risks by transforming employee behavior. It’s compatible with ConnectWise and offers scalable, role-based content tailored to industry-specific threats, helping organizations meet compliance standards and strengthen their cybersecurity culture. The platform combines phishing simulations, automated training workflows, and personalized learning experiences to keep employees engaged and prepared for real-world cyberthreats.

Infosec IQ’s approach focuses on nine core security behaviors aligned with NIST guidelines and delivers regularly updated content across diverse formats to ensure relevance and retention. A dedicated client success manager supports program success from setup through execution, whether using prebuilt modules or fully customized training paths.

Infosec’s phishing simulations are dynamic, automatically adjusting training based on user actions and helping reinforce safe practices. Organizations can use powerful reporting tools to measure training impact, identify high-risk areas and track compliance at every level. Integration and automation features streamline deployment and ensure seamless operation within existing systems.

Infosec is part of the Cengage Group. It brings over 18 years of expertise, serving millions globally and helping over 70% of Fortune 500 companies empower their workforce. With strong customer satisfaction ratings and a commitment to making cybersecurity accessible, Infosec IQ is a trusted solution for modern, security-conscious businesses.

Webroot

Webroot, part of OpenText, delivers a highly effective security awareness training platform tailored for MSPs and small to midsize businesses. It focuses on minimizing human-driven cybersecurity risks through interactive, frequent training modules and realistic phishing simulations based on real-world threats. Webroot’s program is compatible with ConnectWise and supports centralized, multitenant management for streamlined campaign deployment across multiple clients.

Training is easily administered through a four-step campaign wizard and mobile-friendly content available in multiple languages. Automated features — including Azure AD integration, automatic user enrollment and policy-based campaign delivery — simplify ongoing user engagement and compliance. With monthly updates and comprehensive content coverage, Webroot ensures relevance and consistency in training.

Reporting tools give visibility at individual, group and organization levels, enabling precise compliance tracking and risk assessment. Additionally, its all-inclusive pricing model and autopilot feature allow organizations to implement recommended NIST-aligned programs effortlessly. Webroot’s security awareness solution has demonstrated measurable impact, including reduced malware incidents when paired with its endpoint protection.

With a mission rooted in cyber-resilience and backed by OpenText’s global capabilities, Webroot provides trusted, scalable training that supports secure behavior and operational continuity for businesses of all sizes.

Cofense

Cofense is a leading provider of enterprise email security, combining advanced threat detection with security awareness training to protect businesses from phishing attacks. It has a global network of over 35 million trained users. Cofense uniquely integrates real-time human reporting with AI and machine learning to detect threats that traditional and AI-based secure email gateways (SEGs) miss. This human-in-the-loop approach allows Cofense to identify zero-day threats and close the AI security gap that purely automated systems cannot.

Its platform offers full-cycle email threat defense, including SEG-miss simulation training, rapid threat analysis, automated remediation and intelligence-driven risk management. Cofense is trusted by over 250 Fortune 1000 companies and has delivered over 1 billion training sessions through its flagship PhishMe platform.

Cofense’s deep integration with ConnectWise makes it one of the most effective and scalable security awareness training solutions. The solution transforms employees into active defenders by empowering them to recognize and report phishing attempts, feeding valuable threat data into Cofense’s detection systems.

With operations around the globe and unmatched visibility into real-time phishing threats, Cofense delivers a comprehensive, people-powered defense strategy that adapts to evolving threats and strengthens organizational cyber-resilience.

How to Choose the Right Security Awareness Training Program

Not all training programs are created equal. When selecting the right provider, consider ConnectWise integration capabilities, user-friendly content, automation features, phishing simulations and reporting metrics. It’s also smart to evaluate how customizable the training is to meet the needs of various clients. With the right partner, you’ll boost both your service quality and client satisfaction.