Helping You Navigate Risk Confidently.

Risk management, resiliency, and cybersecurity consulting — from battle-tested experts who have led security in some of the world's largest companies.

Risk Solutions →Our Story

Cream City Cyber

Financial ServicesHealthcareManufacturingPharmaceuticalProfessional ServicesNonprofitGovernmentTechnologyInsuranceEnergyFinancial ServicesHealthcareManufacturingPharmaceuticalProfessional ServicesNonprofitGovernmentTechnologyInsuranceEnergy

30+

Years in IT Leadership

Converged Risk Domains

F500

Client Pedigree

What We Do

Services & Solutions

Resilient & Ready Training

We simulate real-world physical and cyber events with your team — so you're ready to respond, remediate, and communicate with confidence when it counts.

Security Risk Management

We help you identify, assess, and prioritize risk — then build the strategies to manage it, protecting your business from the threats that matter most.

Capability Maturity Assessment

We benchmark you against industry standards and surface improvement opportunities — with a clear plan to prioritize where to focus and where to invest.

GRC-as-a-Service

We streamline the mundane work of policy management and evidence collection. Our expert risk analysts connect the dots and turn compliance into insight.

Mobile Application Security Testing

Apollo, our fully managed mobile AppSec service, runs static and dynamic testing on your iOS and Android apps and delivers one correlated report that grades every issue and tells you what to fix first.

Cloud Security Posture Assessment

Skyglass measures your Microsoft 365, Azure, AWS, and Google Cloud environments against the CIS Benchmarks, then delivers a prioritized report with step-by-step fixes. Agentless, read-only, done in days.

Fractional CISO / CSO

We've been CISOs at some of the world's largest companies. Whether you're briefing the board or transforming a program, we've got you covered.

Attack Surface Monitoring

We show you what your organization looks like from the outside: every exposed system, service, and leaked login an attacker could use. Then we separate the real risks from the noise, so your team fixes what actually matters.

Offensive Security

Penetration testing of your web applications, networks, and public footprint by testers who also write code, plus phishing campaigns that test your people. We prove what is actually exploitable, then retest to confirm the fix.

"Outstanding strategists. We weren't sure where to start, frankly. Now we have an assessment against industry benchmarks and a roadmap we can execute — and our executive team understands exactly where we're headed."

Cream City Cyber Client — Risk & Compliance Leadership

Leadership

Sheldon Cuffie

Founder & CEO · Cream City Cyber & Cream City AI

Three decades of enterprise security leadership spanning American Family Insurance, Dell Technologies, Northwestern Mutual, and other Fortune 500 organizations. Army veteran. ORBIE CIO of the Year 2023. Top 100 CISO in 2021 and 2023.

Sheldon founded Cream City Cyber and Cream City AI to bring Fortune 500-caliber technology and security strategy to organizations of every size.

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Proud Community Partner

Official Small Business Partner of the Milwaukee Bucks

Cream City Cyber is honored to stand among the businesses powering Milwaukee's growth — proof that world-class security expertise and deep community roots belong together.

Milwaukee Bucks — Small Business Partner 2025–26

Ready to start the conversation?

Connect with our team to discuss how Cream City Cyber can strengthen your organization's security posture, leadership, and resilience.

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