When is the submission deadline?

Submissions are due August 28, 2026. Questions must be submitted by August 21, 2026.

It was issued by Oswego Community Unit School District 308. The work is located in Oswego, Illinois, United States.

Who is a good fit for this opportunity?

Cybersecurity software provider specializing in security awareness and phishing simulation platforms. Demonstrated experience with AI-generated phishing, deepfake, vishing, and social engineering simulations. Strong expertise integrating SAML 2.0, Google Workspace, and automated identity provisioning. Proven capabilities in automated remediation, user risk analytics, and security training delivery. Experience supporting secure email allowlisting and enterprise campaign deployment.

Security Awareness and Phishing Simulation Platform (Due August 28, 2026)

Overview

Cybersecurity & Data Privacy

Oswego, Illinois, United StatesPosted: August 13, 2026Deadline: August 28, 2026

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SUMMARY

The organization seeks a security awareness platform with AI-generated phishing scenarios, automated campaigns, deepfake and vishing simulations, targeted remediation, and Google Workspace integration. Questions are due August 21, 2026, and the proposal deadline is August 28, 2026.

KEY REQUIREMENTS

Must be appropriately licensed or certified to do business in the State of Illinois
Must provide evidence of SOC 2 Type II certification and adherence to ISO 27001 standards
Must provide references from at least three comparable size businesses or school districts
Must provide proof of insurance including comprehensive general liability, automobile liability, workers' compensation, and umbrella liability
Must comply with the Illinois Prevailing Wage Act
Must comply with Faith's Law regarding employment history reviews for sexual misconduct
Must have a written sexual harassment policy in compliance with Illinois law
Must have a drug-free workplace policy if the firm has 25 or more employees
Must ensure all personnel working on District property have passed required background checks per 105 ILCS 5/10-21.9

TIMELINE

RFP Released: August 7th, 2026

Vendor Questions Due: August 21st, 2026

Proposal Submissions Date: August 28th, 2026

QUESTION DEADLINE

August 21, 2026

CONTACTS

Primary procurement contact — name, title, email, and phone

Additional decision-makers and their departments

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Issuing Agency

Oswego Community Unit School District 308

Organization overview and procurement intelligence available on paid plans.

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DESCRIPTION

The vendor will provide a security awareness and phishing simulation platform capable of generating realistic, contextual spear-phishing scenarios using integrated large language models. The platform should support department- or risk-profile-specific templates, automated randomized drip campaigns, and the ability to clone, modify, or create custom HTML and text scenarios.

The solution should simulate emerging threats, including deepfake or synthetic voice attacks used in business email compromise and social engineering. It should provide automated remediation by assigning targeted training immediately after a user fails a simulation, along with real-time, AI-assisted explanations describing why the simulated message was malicious.

The platform must integrate with Google Workspace using SAML 2.0 for single sign-on and automated provisioning based on Google Groups. Vendors should also provide robust allowlisting documentation or automated delivery mechanisms that support campaign delivery while maintaining internal security controls. All questions must be submitted no later than August 21, 2026.

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Frequently asked questions

When is the submission deadline?: Submissions are due August 28, 2026. Questions must be submitted by August 21, 2026.
Who issued this RFP?: It was issued by Oswego Community Unit School District 308. The work is located in Oswego, Illinois, United States.
Who is a good fit for this opportunity?: Cybersecurity software provider specializing in security awareness and phishing simulation platforms
Demonstrated experience with AI-generated phishing, deepfake, vishing, and social engineering simulations
Strong expertise integrating SAML 2.0, Google Workspace, and automated identity provisioning
Proven capabilities in automated remediation, user risk analytics, and security training delivery
Experience supporting secure email allowlisting and enterprise campaign deployment

Analysis generated by Settle AI from the source RFP.

RFP Hunter shows what is open. Settle shows what is forming.

Settle pieces together buyer signals, budgets, contract activity, and the sources your team already monitors. See why an opportunity fits and what to do before the RFP posts.

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