Phishing continues to be one of the most dreaded cybersecurity risks facing businesses today. According to the 2026 Kaseya Cybersecurity Outlook Report, nearly half (49%) of businesses have been impacted in the last 12 months alone. Phishing-as-a-Service platforms and ready-to-use phishing kits make it easier for even less tech-savvy individuals with malicious intent to launch phishing attacks at scale. Additionally, AI-powered phishing campaigns are more dangerous, sophisticated and harder to spot.
Without proper education and training, employees may struggle to distinguish genuine emails from phishing scams. Even with regular awareness training, some users consistently fall for phishing simulations. In real-world scenarios, such risky behaviors can put the entire organization at risk.
In this blog, we’ll explore how the latest feature in our security awareness training and phishing simulation solution helps you automatically identify these high-risk users and enroll them in targeted remedial training to strengthen your first line of defense — your people.
The challenge: High-risk users in the security chain
In every organization, there’s a small group of employees who repeatedly fail phishing simulations — these are your high-risk users. They’re not malicious, but they demonstrate risky behaviors. Their consistent missteps make them the most vulnerable point in your security chain.
Identifying and training these high-risk users is critical because attackers always aim for the weakest link. A single click from one of these users can open the door to data breaches, ransomware or credential theft.
The limitations of one-size-fits-all training methods
One-size-fits-all security awareness training programs lack personalization and fail to recognize that not every employee represents the same level of risk.
Someone who consistently clicks on simulated phishing emails is a far greater threat than a colleague who never fails a test. Yet in a traditional training model, both receive the same amount of attention, leaving the riskiest individuals underprepared and vulnerable. In this method, employees who need deeper reinforcement don’t get the extra support required to change their behavior.
In many cases, risky users are only identified after multiple failures or, worse, after a real incident. Without targeted intervention, organizations are forced into a cycle of reacting to mistakes instead of preventing them.
Traditional training methods also increase the burden on the IT team, as they have to manually track user performance and assign additional training. This approach is time-consuming and prone to human error.
Introducing Auto-Enrollment of High-Risk Users
The “Auto-Enrollment of High-Risk Users” feature takes a smarter, proactive approach to managing human risk. It automatically identifies users who repeatedly fall for simulations and enrolls them in remedial training as soon as a phishing campaign ends — no manual intervention required.
Admins can set custom triggers to define what counts as a “fail,” such as clicking a malicious link, submitting credentials or failing multiple campaigns in a row. The feature also offers flexible configuration, allowing you to choose which organizations or departments it applies to and add relevant training modules that address specific weak spots.
By automating this process, MSPs and IT teams can efficiently address risky user behavior and reduce the likelihood of successful phishing attacks.
Why it matters: From reactive to proactive defense
When it comes to cybersecurity, timing is everything. When a user fails a phishing simulation, every minute of delay in corrective action increases your organization’s risk. Auto-enrollment delivers immediate, automated intervention, ensuring high-risk users get the extra attention they need — right when they need it.
By enrolling repeat offenders in targeted training as soon as risky behavior is detected, your organization can reduce the likelihood of real-world breaches and reinforce secure habits before mistakes turn into incidents.
Auto-enrollment of high-risk users is part of a continuous defense strategy that strengthens your human firewall.
Benefits for MSPs and IT teams
With the auto-enrollment feature, MSPs and IT teams can efficiently manage user risk while strengthening overall security posture and organizational resilience.
Automatic risk identification
Quickly pinpoint users who consistently fail phishing simulations without having to track every user manually.
Hands-free enrollment
Once high-risk users are detected, they’re automatically enrolled in remedial training. This hands-free process saves valuable admin time and ensures no vulnerable user slips through the cracks.
Customizable triggers
Define what counts as a risk in your environment, whether it’s clicking a phishing link, submitting credentials or multiple failed attempts. Tailor the automation to fit your organization’s risk tolerance and workflow.
Lower attack risk
By immediately addressing risky behavior, auto-enrollment minimizes the likelihood of successful phishing attacks in the real world.
Language-aware assignments
Training is automatically matched to each user’s preferred language. Remedial training is delivered in the same language as the phishing test, or defaults to U.S. English if that option isn’t available.
Building a culture of resilience with BullPhish ID
True resilience is built on technology, people and processes working together. BullPhish ID’s auto-enrollment of high-risk users empowers organizations to strengthen their defenses from the inside out by turning vulnerable users into informed, vigilant allies.
By combining smart automation with continuous education, BullPhish ID helps you build a culture of resilience where every employee plays a role in protecting the business.
BullPhish ID is a critical component of Kaseya 365 User’s ability to prevent cyberattacks from happening by strengthening employee security awareness. Explore BullPhish ID today and see how proactive, people-focused security keeps your organization one step ahead of evolving threats.
