Freedom251 › Phishing Simulation Software
Hook Security

What Hook Security is
Hook Security is a security awareness training and phishing simulation platform for managed service providers and small and midsize businesses. Its short micro-learning video courses use psychology, humor, and positive reinforcement. Autopilot can schedule training, assign courses, send reminders, and generate reports. Phishing simulations accompany the training, and a click on a simulation can automatically assign remediation training. Compliance tracks cover HIPAA, PCI DSS, GDPR, SOC 2, and ISO 27001. MSPs can manage multiple tenants, run global programs, customize training for each client, and create client-ready reports. Listed integrations include Microsoft 365, Entra ID, Google Workspace, Okta, PingOne, Active Directory, Slack, Splunk, Vanta, Litmos, Moodle, Bridge, and ScalePad Lifecycle Insights. The maker says these integrations are included, alongside a REST API, webhooks, SCORM, and CSV import and export. Hook Security is available through web and API. For 50 or more seats, the listed annual rate is $20 per seat per year, billed annually; the monthly option is $2 per seat per month. Businesses under 50 seats can choose a flat $999 per year plan. Support is included with each plan.
Who it suits
Hook Security is designed for MSPs and small and midsize businesses that need security awareness training and phishing simulations. Its multi-tenant and per-client tools are relevant to MSPs managing programs for clients.
What it does well
- Automated training schedules courses and reminders.
- Simulation clicks can trigger remediation training.
- Compliance tracks cover five named standards.
- Listed integrations are included.
- Support is included with each plan.
What to know first
- No free plan or free trial is listed.
- Published per-seat rates require 50 or more seats.
- Businesses under 50 seats pay a flat $999 per year.
Limits
The 50+ seat rates apply to organizations with at least 50 seats. Businesses below 50 seats use the separate flat $999-per-year plan; there is no free plan or trial.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| 50+ seats — monthly | $2 per seat per month · 50+ seats · full course library · managed phishing simulations · compliance training · automated reporting · support | $2 a month |
| 50+ seats — annual | $20 per seat per year, billed annually · 50+ seats · full course library · managed phishing simulations · compliance training · automated reporting · support | $20 a year |
| Businesses under 50 seats | $999 / year, flat · Businesses under 50 seats · full course library · managed phishing simulations · compliance training · automated reporting · support | $999 a year |
As hooksecurity.co lists them, read 7 Oct 2026. The maker's own page has the final word.
Getting started
- Open the Hook Security website
- Choose a plan for 50+ seats or the under-50-seat flat plan
- Connect supported systems such as Microsoft 365, Google Workspace, or an identity provider
- Use the API, webhooks, SCORM, or CSV exchange where needed
- Configure Autopilot schedules, assignments, reminders, and reports
Verdict
Hook Security pairs short training courses with phishing simulations and automated follow-up. Its pricing differs by seat count, so businesses should check whether the per-seat or flat annual plan applies.
Questions
How much does Hook Security cost?
For 50 or more seats, the monthly plan is $2 per seat per month, or the annual plan is $20 per seat per year billed annually. Businesses under 50 seats can use a flat $999-per-year plan.
Is there a free plan or trial?
No. Hook Security lists neither a free plan nor a free trial.
What platforms does it support?
Hook Security is available through the web and an API.
Which integrations are included?
Listed integrations include Microsoft 365, Entra ID, Google Workspace, Okta, PingOne, Active Directory, Slack, Splunk, Vanta, Litmos, Moodle, Bridge, and ScalePad Lifecycle Insights. The service also provides a REST API, webhooks, SCORM, and CSV import and export.
Does it support MSP operations?
Yes. MSP features include multi-tenant management, global programs, per-client customization, and client-ready reports.
Facts from Hook Security's own pages
- Automation
- Autopilot schedules training, assigns courses, sends reminders, and generates reports automatically. · hooksecurity.co, 7 Oct 2026
- Compliance topics
- The product offers compliance training tracks for HIPAA, PCI DSS, GDPR, SOC 2, and ISO 27001. · hooksecurity.co, 7 Oct 2026
- Founded
- 2019 · hooksecurity.co, 28 Sept 2026
- Headquarters
- Lakeland, Florida, United States · hooksecurity.co, 28 Sept 2026
- Integration access
- Hook Security says all listed integrations are included and provides a REST API, webhooks, SCORM, and CSV import and export. · hooksecurity.co, 7 Oct 2026
- Integrations
- Listed integrations include Microsoft 365, Entra ID, Google Workspace, Okta, PingOne, Active Directory, Slack, Splunk, Vanta, Litmos, Moodle, Bridge, and ScalePad Lifecycle Insights. · hooksecurity.co, 7 Oct 2026
- MSP management
- The product supports multi-tenant management, global programs, per-client customization, and client-ready reports for MSPs. · hooksecurity.co, 7 Oct 2026
- Phishing simulations
- The product pairs training with phishing simulations, and a simulation click can automatically assign remediation training. · hooksecurity.co, 7 Oct 2026
- Pricing limits
- Businesses under 50 seats can choose the flat $999-per-year plan; the published per-seat rates are for 50 or more seats. · hooksecurity.co, 7 Oct 2026
- Product
- Hook Security is a security awareness training and phishing simulation platform built for MSPs and SMBs. · hooksecurity.co, 7 Oct 2026
- PSA integrations
- ConnectWise, Autotask, and HaloPSA integrations are marked as coming soon; the integrations page says MSPs can connect through the API, webhooks, or scheduled CSV export in the meantime. · hooksecurity.co, 7 Oct 2026
- Security
- Hook Security's Trust Center lists SOC 2 Type 1 and SOC 2 Type 2 as compliant and GDPR as started. · trust.hooksecurity.co, 7 Oct 2026
- Support
- The pricing page lists support as included with each plan, and Hook Docs directs users to [email protected]. · hooksecurity.co, 7 Oct 2026
- Training
- Its training uses psychology, humor, and positive reinforcement, with short micro-learning video courses. · hooksecurity.co, 7 Oct 2026
Where Hook Security stands on Freedom251
- Phishing Simulation Software#10 of 31
- Cybersecurity Training Platforms#17 of 32
- Security Awareness Training Software#16 of 30
