Michael Figueroa
Michael Figueroa

Information Security Practice Lead

20 Years of Experience
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Penetration Testing Services

Penetration Testing Services – Safeguard Against Cyberthreats

Uncover security weaknesses with Toptal’s Penetration Testing Services. Our team of penetration testing experts will help you proactively identify system, application, and infrastructure vulnerabilities to guard against cyberthreats, elevate cybersecurity resilience, and reduce the risk of future attacks.
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Clients Served
25,000+
Total Vetted Professionals
20,000+
Toptal Total Projects Delivered
64,000+
Industries Served
300+

TRUSTED BY LEADING BRANDS

Our Services

Toptal Penetration Testing Services

Protect your organization from cyberthreats with Toptal’s Penetration Testing Services. From external and internal network testing to cloud infrastructure security and social engineering assessments, Toptal delivers expert solutions tailored to your unique security needs, helping you maintain secure and resilient systems.

Red Team Testing

Conduct real-world attack simulations targeting your assets to test your defenses and response capabilities.

Blue Team Testing

Enhance your defense mechanisms by developing and executing incident response strategies.

Purple Team Testing

Uncover incident response weaknesses with a collaborative exercise between red team attackers and blue team defenders.

Social Engineering Testing

Test your workforce response via simulated threat scenarios that mimic real-world social engineering attacks.

External Network Penetration Testing

Identify vulnerabilities in your external networks with testing to safeguard against real-world attacks.

Internal Network Penetration Testing

Assess security gaps in internal networks and protect critical assets from potential attack vectors.

Web Application Penetration Testing

Strengthen the security of your web apps by identifying vulnerabilities in your attack surface.

Mobile Application Penetration Testing

Safeguard your mobile apps from real-world attackers by uncovering hidden security weaknesses.

Cloud Penetration Testing

Identify and resolve critical vulnerabilities in cloud configurations, microservices, and container deployments.

Wireless Network Penetration Testing

Test your wireless network for security vulnerabilities, including unauthorized access and weak encryption points.

API Penetration Testing

Secure your APIs by identifying vulnerabilities that could expose sensitive data or allow unauthorized access.

IoT Penetration Testing

Protect your critical systems by testing Internet of Things (IoT) devices for vulnerabilities.

Looking for guidance about the perfect penetration testing service for your needs?

Get a Free Consultation Now
PARTNERSHIP THAT WORKS

How We Deliver Penetration Testing Services

Our penetration testing experts, with experience at leading companies, develop and deploy tailored solutions to meet your business needs and unique industry demands for sustainable results and long-term success.

1

Discover

2

Define

3

Develop

4

Deploy

Michael Figueroa
Michael Figueroa
Information Security Practice Lead

Michael is dedicated to helping Toptal clients and talent more effectively navigate the industrywide skills gap with a security-centric application of the world’s largest distributed network of highly skilled talent. As the former president of the Advanced Cyber Security Center and a past chief information security officer, he brings a depth of industry expertise to his leadership of Toptal’s Information Security Services. Michael’s educational background includes a Bachelor of Science degree in brain and cognitive sciences from MIT.Michael is dedicated to helping Toptal clients and talent more effectively navigate the industrywide skills gap with a security-centric application of the world’s largest distributed network of highly skilled talent. As the former president of the Advanced Cyber Security Center and a past chief information security officer, he brings a depth of industry expertise to his leadership of Toptal’s Information Security Services. Michael’s educational background includes a Bachelor of Science degree in brain and cognitive sciences from MIT.

Former President Of

ACSC
CUSTOMIZED SOLUTIONS
Penetration Testing Services That Deliver Value
Toptal delivers leading penetration testing services through its diverse talent network and flexible delivery models. We implement the right skills at each project phase, blending expertise from various roles for seamless execution.
Managed Delivery by Toptal
End-to-end project delivery per your specific requirements.
Information Security Practice Lead's avatar
Information Security Practice Lead
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Delivery Manager
Penetration Testing Expert's avatar
Penetration Testing Expert
Information Security Analyst's avatar
Information Security Analyst
Security Architect's avatar
Security Architect
Cybersecurity Expert's avatar
Cybersecurity Expert
Vulnerability Management Expert's avatar
Vulnerability Management Expert
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Penetration Testing Expert
Michael Figueroa
Michael Figueroa
Toptal Logo

Information Security Practice Lead

Michael has more than 20 years of experience as a security consultant, principal investigator, and trusted advisor to startups, nonprofits, and government officials. He is dedicated to helping Toptal clients navigate the industrywide skills gap with a security-centric application of the world’s largest distributed network of top talent. As the former president of the Advanced Cyber Security Center and a past chief information security officer, Michael brings a depth of industry expertise to his leadership of Toptal’s Information Security Services.

Previously at

Technology Experience

20+ Years

Rachael Karaffa
Rachael Karaffa
Toptal Logo

Delivery Manager

Rachael serves as a Delivery Manager at Toptal with a focus on leading diverse global teams in developing innovative solutions for our clients. She works across multiple disciplines, including technology, marketing, and management consulting. Rachael specializes in managing people and client relationships, process optimization, and driving teams toward optimal business outcomes.

Previously Managed Client

Experience

9+ Years

Joe Bagdon
Joe Bagdon
Verified Expert in Engineering
Experience Icon

30+ Years

of Experience

Penetration Testing Expert

Joe is a seasoned security and infrastructure engineering professional with experience performing application and network assessments, writing and enforcing policies, providing defense for an enterprise environment, and administrating infrastructures. He has in-depth knowledge of information security, information technology, and information warfare. Joe is a competent Python programmer, adding automation and integration that reduces workloads.

Previously at

Mohammad Zakaria
Mohammad Zakaria
Verified Expert in Engineering
Experience Icon

13+ Years

of Experience

Information Security Analyst

Mohammad is a seasoned cybersecurity professional who excels in translating cybersecurity into practical business language. He is well versed in cybersecurity risk management and compliance and experienced with standards such as ISO 27001 and ISO 22301, GDPR, and NIST Cybersecurity Framework.

Previously at

Montasir Azad
Montasir Azad
Verified Expert in Engineering
Experience Icon

21+ Years

of Experience

Security Architect

Montasir is an InfoSec leader with more than 21 years of experience managing cybersecurity and enterprise architecture. He has designed and enforced security solutions for complex IT systems, including creating five-year security technical architecture roadmaps. With solid technical expertise and a profound grasp of industry best practices, Montasir develops and executes cybersecurity strategies that effectively mitigate risks, protect sensitive data, and ensure compliance with regulatory requirements.

Previously at

Peter Zaki
Peter Zaki
Verified Expert in Engineering
Experience Icon

10+ Years

of Experience

Cybersecurity Expert

Peter is a security professional with more than 10 years of experience helping major multinational companies secure their infrastructures and customers.

Previously at

Gaya Dissanayake
Gaya Dissanayake
Verified Expert in Engineering
Experience Icon

11+ Years

of Experience

Vulnerability Management Expert

Gaya is a cybersecurity expert who loves finding cracks in company security and creating powerful solutions to fill them. With numerous global Capture the Flag competitions under her belt, Gaya excels in vulnerability management, cloud security, incident response, security awareness, and security risk management (PCI DSS, ISO 27001, CMMC). She is well versed in Qualys, Rapid7, Nessus, Splunk, Carbon Black, SentinelOne, Microsoft Sentinel, Azure cloud tools, and Kali Linux.

Previously at

Arun Pillai
Arun Pillai
Verified Expert in Engineering
Experience Icon

12+ Years

of Experience

Penetration Testing Expert

Arun is a senior DevSecOps architect with more than 12 years of experience and a master’s degree in information technology. He has worked with government departments, banks, telecoms, healthcare companies, and small- to medium-scale enterprises worldwide.

Previously at

INSIGHTS FROM THOUGHT LEADERS

The Executive Guidance Podcast

Explore insights from industry leaders in information security, artificial intelligence, cloud services, marketing, management consulting, innovation, and more.

About the host

Michael Figueroa

Michael Figueroa

Information Security Practice Lead

Michael leads a global consulting practice that disrupts traditional hiring by matching top experts from the Toptal network with leading companies. Before joining Toptal, Michael served as president of the Advanced Cyber Security Center, and held other roles in the field, including consultant, principal investigator, advisor to government officials, and chief information security officer.

AI and Cybersecurity: Challenges and Opportunities

Join Toptal’s Information Security Practice Lead, Michael Figueroa, and Intel’s Federal CTO and Senior Principal Engineer, Steve Orrin, in an engaging chat about adapting to AI in a new era of cybersecurity.

Listen on your favorite platform

About the host

Michael Figueroa

Michael Figueroa

Information Security Practice Lead

Michael leads a global consulting practice that disrupts traditional hiring by matching top experts from the Toptal network with leading companies. Before joining Toptal, Michael served as president of the Advanced Cyber Security Center, and held other roles in the field, including consultant, principal investigator, advisor to government officials, and chief information security officer.

About the guest

Steve Orrin

Steve Orrin

Federal CTO and Senior Principal Engineer
Intel
View all podcasts

UNRIVALED EXPERTISE

Our Talent Has Worked With Top Companies

Having previously worked with these leading global companies, our talent brings valuable insights and expertise to deliver world-class outcomes.

Google
OpenAI
Meta
Microsoft
Apple
GoogleOpenAIMetaMicrosoftAppleIBMTeslaOracleAccentureAmazon Web ServicesAirbnbintelDuolingoBooking.comSAPHBOAdobeCiscoNvidiaSAS

INDUSTRY INSIGHTS

Explore Insights From the Penetration Testing Field

Read the latest articles and resources to keep you current on emerging trends in information security, penetration testing, and more.

3 Cybersecurity Archetypes and How They Affect Risk Priorities and Staffing

Is your organization an Operator, a Builder, or a Governor? Toptal's Information Security Practice Lead, Michael Figueroa, reveals how this knowledge helps CISOs fine-tune their security teams and tactics.

Read More
Michael Figueroa

Michael Figueroa

Information Security Practice Lead
27 Years of Experience
Michael is the Information Security Practice Lead at Toptal. He holds a bachelor’s degree in brain and cognitive sciences from the Massachusetts Institute of Technology and a master’s degree in high-tech crime investigations from George Washington University. Before joining Toptal, Michael served as executive director of the Advanced Cyber Security Center, and held other roles in the field, including consultant, principal investigator, advisor to government officials, and chief information security officer.

Previously at

Advanced Cyber Security CenterBooz Allen HamiltonBAE Systems
Michael Figueroa

Michael is the Information Security Practice Lead at Toptal. He holds a bachelor’s degree in brain and cognitive sciences from the Massachusetts Institute of Technology and a master’s degree in high-tech crime investigations from George Washington University. Before joining Toptal, Michael served as executive director of the Advanced Cyber Security Center, and held other roles in the field, including consultant, principal investigator, advisor to government officials, and chief information security officer.

Looking for guidance about the perfect penetration testing service for your needs?

Get a Free Consultation Now