Stop Spending 8 Hours on RFP Questionnaires. Cleo Does It in Minutes.
Three years ago, we launched RealCISO to help MSPs, MSSPs, and consultants deliver vCISO services at scale. We’ve learned what actually matters.
It’s not the framework bundling. It’s not the multi-tenant architecture. It’s not the maturity scoring.
It’s what happens when you give AI direct access to your compliance data and let it reason over it.
That’s Cleo.
What Cleo Actually Does
Cleo is not a chatbot. It’s not a suggestion engine. It’s an AI agent that understands your entire compliance posture and can act on it.
Upload evidence. Cleo links it.
You’ve got a firewall config screenshot, a vendor’s SOC 2 report, a policy doc, an access log. Upload it. Cleo reads it, understands what you’re showing, and automatically links it to the control it satisfies. No manual filing. No “which box does this go in?” No clicking through nested folders.
One screenshot fixes three controls at once because Cleo sees the connections you wouldn’t catch manually.
Got an RFP? Cleo answers it.
Security questionnaire from a prospect or customer. 50 questions. Normally: 4–8 hours of manual work mapping your evidence to their questions and stitching together a response.
Upload the RFP. Cleo reads it, finds your relevant evidence, and generates the response. Done in minutes. Accurate. Traceable. Ready to send.
Ask Cleo what your Board needs to know.
“What are my top 5 risks?” “Show me the gaps that will hurt us most.” “What should we present in the audit kick-off?” Cleo pulls from your entire compliance graph, understands your context, and gives you the analysis you’d spend hours building.
Multi-framework in one project.
Assess HIPAA and NIST CSF simultaneously without duplicating work. One evidence set. Cleo knows which piece of evidence maps to which framework. One project, infinite scope.
Why This Matters Right Now
If you’re a vCISO provider, you’re drowning in work that doesn’t scale: RFP responses, questionnaires, Board briefs, evidence organization. Cleo is how you stop drowning.
If you’re a CISO managing an internal team or working with consultants, you want one view of your posture. Not three tools. One. Cleo gets you there.
If you’re running an MSP and compliance is eating your margins, this is the lever. Evidence collection, questionnaire automation, portfolio visibility — the operational overhead disappears.
The work that made vCISO services unscalable becomes automatic. That changes the math.
See It In Action
Cleo does things no other compliance platform can do because no one else built compliance data the same way.
We can’t tell you everything in a blog post — some of this you need to see to believe.
Schedule a demo. We’ll show you Cleo uploading evidence, answering an RFP, building a Board brief. 15 minutes. You’ll understand why this changes the game.
The real change in RealCISO 2.0 isn’t what we’ve built — it’s what Cleo lets you stop building manually.