Member data, billing records, tee-sheet and POS systems are prime targets. We run human-led pentests built for clubs so you can protect members and reputation.

Real-world attack simulations against your membership systems.

Fast scoping, prioritized remediation, clear audit-ready reports for boards and lawyers.

Identify vulnerabilities in member databases and payment systems before attackers do.
Test member portals, reservation platforms, and third-party integrations.

Expert-led assessments—no automated scanners, no false positives.
Clear remediation roadmap with priority-ranked findings.
The Qilin ransomware group has claimed over 585 victims in the past 12 months, making it the most active threat actor globally. Country clubs present an especially attractive target:
• Concentrated Wealth: 43% of family offices managing high-net-worth individuals experienced a cyber attack in the prior two years. Your membership roster is a curated list of exactly the people threat actors want to target.
• Operational Complexity: Member portals, POS systems, tee time reservations, F&B ordering, and event management create multiple entry points for attackers.
• Reputational Stakes: The legal ramifications and reputational damage from exposing members' personally identifiable information could be enormous for ultra-private clubs.
Comprehensive security testing for clubs that take their security seriously.

Membership System Pentest
Black-box and credentialed testing of member portals, billing endpoints, and CRM integrations. Findings are verified and ranked by risk.
POS + Vendor Pathways
Test POS, clubhouse Wi-Fi, vendor SSO, and common lateral-movement paths. Includes quick wins your team can fix now.
Board and Member Comms
Executive summary for the board, remediation plan for IT, and optional member notice templates.
Scope to report in 7–14 days, depending on access.
Save time, avoid false positives, truly operationalize security, and manage costs.
Save time, avoid false positives, truly operationalize security, and manage costs.
"The Red Sentry team was able to deliver quick, but thorough, results for my business. Their responsiveness and findings were critical in closing a new client engagement. I am looking forward to working with them in the future."
Craig Serold
Partner, Data Rooms
“Complete satisfaction. Nothing less. From concept to conclusion, you are in great hands throughout the entire process.”
Douglas G.
CEO - Computer & Network Security, unspecified
“Seamless, constructive and efficient. They are always quick to respond to customers and very easy to work with regarding scheduling.”
Ryan M.
Director of Sales - Accounting, unspecified
"Very good. They provided recognized credibility and gave us a clean bill of health on issues we had resolved."
David N.
Leader of Client Delight - Information, Technology and Services, unspecified
Watch this brief video or learn more about penetration testing here.
Get actionable results prioritized by severity, so you know where to act first.
The Cal Club breach exposed nearly a decade of member data, including financial records and private correspondence. Ransomware groups are actively targeting country clubs because your membership roster is a curated list of high-net-worth individuals.

30-minute call to understand your environment

Transparent pricing with no hidden fees

Discreet, expert-led testing

Reports ready for board presentations and insurance compliance
We’ve pulled together the most common questions we hear from country clubs considering penetration testing. From how it works to compliance and pricing, here’s a quick overview of what to expect.
Cybersecurity penetration testing simulates cyberattacks to identify vulnerabilities in your organization’s systems, networks, and applications. It helps companies strengthen defenses, meet compliance requirements, and reduce the risk of breaches.
A vulnerability scan is automated and flags potential weaknesses. A penetration test is human-led and actively exploits vulnerabilities to show the real business impact and risk.
Network penetration testing simulates attacks on your internal and external networks to uncover misconfigurations, weak passwords, and other risks that could allow attackers to gain unauthorized access.
Web application penetration testing simulates attacks on websites and web apps to identify vulnerabilities such as SQL injection, cross-site scripting (XSS), and authentication flaws.
Red team services simulate full-scale cyberattacks using advanced tactics to test how well your organization can detect, respond, and recover from threats. Unlike standard penetration testing, red team engagements focus on real-world attack scenarios.
Network testing uncovers weak points in your internal and external networks, including misconfigured firewalls, weak passwords on admin accounts, and unsegmented networks that could let an attacker pivot from your guest WiFi to your member database. It's especially critical if you offer remote access for staff or have multiple physical locations.
Web and mobile app testing identifies vulnerabilities like SQL injection, broken authentication, and insecure data storage that could expose member information. We test the same attack vectors threat actors use to breach hospitality platforms—ensuring your members' financial and personal data stays locked down.
42% of organizations with cyber insurance found their policies covered only a small portion of damages. More importantly, many insurers now require proof of regular penetration testing to maintain coverage. Our audit-ready reports satisfy those requirements and demonstrate due diligence to your board and members.
A cloud penetration test assesses environments like AWS, Azure, and Google Cloud, identifying risks such as misconfigured IAM policies, insecure storage, and weak security rules that could expose sensitive data.
Our hybrid approach combines the efficiency of automated tools with the expertise of human testers. This ensures faster, more thorough results while eliminating false positives and uncovering complex vulnerabilities.
Our reports are clear, actionable, and audit-ready. They include prioritized vulnerabilities, remediation guidance, and at least one retest to verify fixes.
SOC 2 penetration testing helps organizations meet SOC 2 compliance by simulating attacks to validate that systems and controls protect sensitive customer data.
Pricing depends on the size and complexity of the environment. We offer transparent, customized pricing with no hidden fees, determined during an initial scoping call.

Web App
Medical Devices
API
Wireless
Mobile App
Physical
External
IoT/OT
ICS
Cloud
Source Code
Hardware
Custom
Phishing
Vishing
Smishing
Physical Social Engineering
Red Team Engagements
Source Code Reviews
Tabletop Exercises
Threat Modeling
NIST Framework Audits
Incident Response Readiness
SOC 2
HIPAA
PCI
NIST CSF
CIS
FDA
GDPR
ISO 27001
HITRUST
CMMC
Others