Best Security Awareness Training Software in 2026
Updated
In short: Wizer is ranked #1 of 30 as of 4 October 2026, ahead of Proofpoint Email DLP and Encryption and SentryMail. The best-ranked option with a free plan is SentryMail. The lowest first paid tier on this page is CyberPilot at €1.08/mo.
Security awareness training gives teams ways to learn safer routines and practice recognizing threats. Compared on automated training, course languages, phishing simulations, and phish reporting buttons, these options let you weigh how learning and reporting are handled. Risk scoring and SSO support add considerations for fitting training into existing access and security workflows. Check free-plan availability and paid-from pricing alongside those capabilities. Wizer, Proofpoint Email DLP and Encryption, and SentryMail are among the names to examine; Breach Secure Now and CyberHoot are also included. Consider which listed training, language, and reporting features suit your team’s needs.
30 security awareness training software ranked on what their makers publish — plans and prices, free tiers, platforms and the facts on their own pages.
Is your tool on this list?
Numbered spots on this list can be sponsored. They are labelled, and the editorial order and scores never change for payment.
Questions about this list
Which security awareness training software is ranked first on Specifiction?
Wizer is ranked #1 of 30 with a score of 7.5. Proofpoint Email DLP and Encryption is second and SentryMail third.
How many of these have a free plan?
2 of the 25 on this page publish a free plan on their own pricing pages.
Which is the cheapest paid option?
On this page, CyberPilot has the lowest first paid tier we found: €1.08/mo.
How is this list ranked?
Ranked on what each maker publishes, the fullest spec sheet first: how deeply the product is documented, the platforms it runs on, a free tier or trial to test it, and its standing. Paid placements never change a rank.