PreventTM
Intelligent Outbound Email Security
Prevent data loss today while building a more intuitive, security-aware workforce for tomorrow.
Outbound Security That Understands Intent and the Cost of a Breach
Today’s high-stakes breaches often start with a single, honest mistake. Whether it’s a rushed misdelivery or a malicious insider, the fallout is the same: massive fines, reputational ruin and lost customers. KnowBe4 Prevent moves beyond rigid, rule-based systems by using behavioral AI to stop the breach and provide teachable moments to build a more security-aware workforce.
Four Use Cases of Complete Outbound Coverage
Misdirected Email
Learns each user’s sending patterns and flags the wrong recipient (via autocomplete, reply all and lookalike contacts) before the send completes.
Exfiltration
Detects high-risk sends to personal accounts and unwanted recipients.
DLP and Compliance
Identifies regulated data, PII and confidential files the moment the risk tries to leave the inbox.
Suspicious Actor
Uncovers impersonation and lookalike domains that are invisible to Secure Email Gateways (SEGs) and traditional outbound filters.
Key Benefits of KnowBe4 PreventTM
Catch the Invisible 90%
90% of outbound incidents are currently not flagged, known or logged. Prevent makes them visible and preventable.
Six Minute Deployment
Deploy in an average of six minutes with no configurations or complex rules to write.
Eliminate Misdelivery Errors
Nudge users when emails may be sent to unintended recipients, which accounts for 72% of end-user security actions.
Quantify Risk and Lower Admin Overhead
Assess individual users' risk levels without adding hefty licensing or administrative overhead.
Maintain Compliance Autonomously
Solve for GDPR and regulatory requirements with AI that identifies PII and sensitive data in context at the moment of risk.
Automate and Report
Transition from manual oversight to an autonomous system where AI handles triage and workforce empowerment, giving admins full audit visibility without the operational weight.
How Does KnowBe4 Prevent Work?
Analyze
Prevent's behavioral AI identifies anomalies, such as a user emailing a recipient they have never contacted in a specific group before.
Nudge
The end user is alerted to the potential violation or error before the email is sent, turning a mistake into a teachable moment.
Record
Every event is logged for administrators, providing full audit visibility and reporting to prevent future fallout.
The Four-Step Configuration
Sync domains from Microsoft 365 so our AI understands what is internal versus external.
Provisioning Group
Define your provisioning and nudge groups. The 12-month historical email ingestion will begin automatically.
Nudge Groups
Configure your nudge settings across:
Outlook
OWA
iOS
Android
Deploy the KnowBe4 Gateway to route email through Prevent for real-time analysis, moderation and nudge delivery via a single Microsoft 365 oAuth authorization.
The Four-Step Configuration
Step 1
Sync domains from Microsoft 365 so our AI understands what is internal versus external.
Step 2
Define your provisioning group and the nudge groups (what will result in a real-time teachable moment being sent). The 12-month historical email ingestion will begin automatically.
Step 3
Configure your nudge settings that will work across Outlook, OWA, iOS and Android.
Step 4
Deploy the KnowBe4 Gateway to route email through Prevent for real-time analysis, moderation and nudge delivery via a single Microsoft 365 oAuth authorization.
The Reality of Insider Risk
Outbound risk is a significant and often invisible threat in today’s environment.
The Human Element
60% of all breaches involve a human element.
(Verizon DBIR 2025)
Error Over Malice:
There is a 2:1 ratio of human errors to malicious actions in internal-actor breaches, meaning your team isn’t usually malicious, just human.
(Verizon DBIR 2025)
The Misdelivery Gap:
72% of end user actions are categorized as “misdelivery”, such as sending a sensitive file to the wrong recipient.
(Verizon DBIR 2025)
Massive Financial Stakes:
Negligent insider incidents cost organizations an average of $8.8 million annually, while the average cost of a single malicious insider breach averages $4.92 million.
(2025 Ponemon Cost of Insider Risks Global Report, IBM Cost of a Data Breach Report 2025)
Key Features
Adaptive, Layered Data Loss Prevention (DLP)
Stop data exfiltration without the administrative nightmare of manual rule-writing and reactive investigations. Prevent uses natural language processing (NLP) to understand the intent of an email, not just the keywords.
- Zero-Tuning Protection: Automatically identify PII, PCI and confidential files in context without having to manage complex regex or manual dictionaries.
- Independently Build & Manage DLP Rules:Move to real-time execution by layering custom DLP with out-of-the-box rules without the need for professional services.
- Contextual Analysis: Evaluate subject lines, thread history and user roles to determine if the send is appropriate.
Insider Threat Mitigation
Whether it’s a departing employee or a rushed mistake, Prevent identifies and stops unauthorized data movement in real-time.
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Exfiltration Prevention: Automatically flag and block high-risk sends to personal webmail accounts or undesirable locations.
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Behavioral Baselines: Prevent ingests 12 months of historical data on day one to understand what normal looks like for every user in your organization, ensuring success from the start.
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Malicious vs. Negligent Detection: Differentiate between accidental misdelivery and intentional data theft to prioritize SOC response.
Advanced content, recipient and domain detection
Secure the point of response where traditional Secure Email Gateways (SEGs) are often blind.
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Stop Sensitive Email Threads Being Sent to Wrong Parties: Analyze the entire conversation history to ensure that a new external recipient hasn’t slipped into a sensitive internal thread and scenarios where mismatched clients are wrongly added to email threads.
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CEO Impersonation: Detect spoofed reply-to addresses and linguistic shifts that indicate a compromised legitimate account or BEC attempt.
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Domain Analysis: Identify subtle domain typos and interactions with newly registered and suspicious domains that lead to years of persistent data leakage.
Admin Empowerment and Strategic Reporting
Move to a human-on-the-loop model. Give your SOC team 95% of their time back by letting AI handle the containment and response.
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Boardroom-Ready Metrics: Quantify your ROI by tracking exactly how many wrong sends and regulatory violations were stopped.
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Seamless M365 Integration: Deploy in under six minutes via a simple API-integration
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Unified Audit Visibility: Every nudge and intervention is recorded, providing a complete audit trail for compliance and remediation.
KnowBe4 Customers Who Are Driving Success
Ricky Robertson, Director of Information Security
Protecting our clients’ data is of the highest importance to us, and by using Defend and Prevent we aim to enhance that security through the detection of advanced phishing attacks and the reduction of human risk
Daniel Volk | CIO, Crawford & Company
With KnowBe4 Prevent in place, I know that every single time a user accepts advice, we may have just avoided a serious data loss incident.
Rob Fountaine | Principal Security Engineer, Shields
We knew we needed to address this risk as part of providing the highest level of care for our patients. We wanted a platform that would offer advanced data loss prevention without introducing friction for our employees.
Phill Brown | Senior Cybersecurity Engineer, Well Pharmacy
Industry Recognition

The Gartner Peer Insights™ Customers’ Choice badge is a trademark of Gartner, Inc. and/or its affiliates. All rights reserved. Gartner® Peer Insights™
KnowBe4 named a Leader in Gartner® Magic Quadrant™ for Email Security Platforms
KnowBe4 has been named a Leader in the 2025 Gartner® Magic Quadrant™ for Email Security Platforms for the second consecutive year — and we're offering you complimentary access to the full report.
See KnowBe4 Prevent™ in action.
Learn how you can stop data breaches before they happen by analyzing employee communication patterns and alerting your users to risky emails before sending.