Red Sentry Launches Automated, Continuous Cybersecurity Penetration Tests

Venture studio-backed startup allows companies to prevent cyberattacks and ransomware by running pentests 24/7/365.

Stacy Sutton

August 27, 2021

Venture studio-backed startup allows companies to prevent cyberattacks and ransomware by running pentests 24/7/365

Atlanta, GA (August 31, 2021) – Red Sentry announced today that its new pentesting platform allows companies to automate their penetration tests and run them continuously. Organizations typically undergo a pentest just once a year, leaving them vulnerable to cyberattacks and ransomware the other 364 days of the year. Red Sentry exposes security vulnerabilities and exploits automatically, before bad actors can breach a system.

While most businesses run pentests primarily on their external assets, Red Sentry has the ability to also perform vulnerability scans and pentests on cloud environments such as Amazon Web Services (AWS), Google Cloud Platform (GCP), and Microsoft Azure. This is becoming increasingly important as more businesses rely on the cloud to host their data. In addition, Red Sentry automatically identifies and tracks all of an organization’s online assets via its attack surface analysis platform. Red Sentry provides continuous pentests on a subscription basis as Software as a Service (SaaS), and the company offers manual pentests as well. 

Using the software merely requires customers to type a domain, IP address, or CIDR range into Red Sentry’s platform and the technology immediately begins finding assets. It then automatically performs the reconnaissance, fingerprinting, exploitation, and reporting phases of a security assessment.

CEO Valentina Flores has a degree in Criminology as well as an MS in Business Management and Leadership. Before joining Red Sentry, she was a detective for a large metropolitan police department, where she worked on a federal task force investigating cybercrime.

“Traditional, annual penetration testing can take up to four weeks to complete and cost up to $20,000 or more,” says Flores. “Red Sentry’s approach provides the same high quality analysis and reporting that manual pentesting offers. However, our use of automation means that the turnaround time is minutes, not weeks. And the cost is a fraction of what businesses are used to paying.”

Founder and Chief Technology Officer Alex Thomas has a degree in Cyber Operations as well as an MS in Information Assurance and Computer Security. He worked as a pentester and security engineer prior to founding Red Sentry. He’s also the author of “Bug Bounty Playbook.”

“As a former pentester, I was frustrated by the manual, repetitive nature of the work,” reported Thomas. “I knew there was a better way, so I built Red Sentry’s proprietary technology. I’m eager to offer it publicly so everyone can benefit from it.”

Red Sentry recently partnered with Rule 1 Ventures, a venture studio that co-founds companies with dynamic entrepreneurs, providing the people, processes, and resources to accelerate speed to market, value creation, and profitable growth.

“We’re excited to partner with Red Sentry,” stated Gary Buxton, General Partner and COO/CFO of Rule 1 Ventures. “Just about every business globally can benefit from continuous pentesting. We are seeing cybersecurity vendors partnering with Red Sentry, as well as managed service providers. With a market this sizeable, Rule 1’s shared services will help Valentina and Alex grow Red Sentry more quickly and efficiently.”

Rule 1 Ventures is currently investing development resources into adding additional functionality to Red Sentry’s platform. The venture studio is also providing product management, marketing, sales, customer success, finance/accounting, and legal services to Red Sentry.

About Red Sentry

Red Sentry’s continuous external and cloud penetration testing platform allows companies to identify their cyber vulnerabilities 24 hours a day, 365 days a year. The system is automated, agentless, scalable, and easy to use. Pentest reports take minutes rather than weeks and cost a fraction of traditional pentests. For more information, visit redsentry.com.

About Rule 1 Ventures

Rule 1 Ventures is a venture studio that co-founds companies with dynamic entrepreneurs, providing the people, processes, and resources to accelerate speed to market, value creation, and profitable growth. Rule 1’s mission is to solve B2B inefficiencies through digitization and optimization of B2B transactions, particularly through API data integrations and artificial intelligence/machine learning. The studio focuses on SaaS (Software as a Service) startups in the fintech, transportation & logistics, security, and pharmacy industries. For more information, visit r1vs.com.

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Stacy Sutton

CMO, technology marketer, led generator, startup lover. UC Berkeley BS, U of Southern California MA.


Red Sentry is an enterprise cloud penetration testing, asset tracking and monitoring platform designed to save time, operationalize security, and reduce costs.

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