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CEO, Technology Services

25 Years of Experience

Previously At

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Technology Services/

Information Security/

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?

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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.

Discover

A leader from our team assesses your business challenges, identifies opportunities, and recommends the most suitable engagement model.

Define

A Toptal leader will work with you to define your goals and service needs – from full end-to-end delivery to consulting services.

Develop

Once your service is defined and you have your talent or team on board, they will create your unique project timeline, process, and initial proposals, whether it’s conducting a penetration tests on internal networks or developing a strategy for cloud infrastructure security.

Deploy

Toptal will get to work, tracking quality assurance, handling project management, and maintaining the delivery schedule.

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Rahul Gupta

CEO, Technology Services

As Toptal's CEO, Technology Services, Rahul leads the strategy, delivery, and implementation of best-in-class cloud, security, artificial intelligence, and other technology services. Before joining Toptal, he held senior leadership positions at Conduent, Capgemini, and HCL Technologies.As Toptal's CEO, Technology Services, Rahul leads the strategy, delivery, and implementation of best-in-class cloud, security, artificial intelligence, and other technology services. Before joining Toptal, he held senior leadership positions at Conduent, Capgemini, and HCL Technologies.

Previously At

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
On-demand Talent and Teams

Managed Delivery by Toptal

End-to-end project delivery per your specific requirements.

CEO, Technology Services

Delivery Manager

Penetration Testing Expert

Information Security Analyst

Security Architect

Cybersecurity Expert

Vulnerability Management Expert

Penetration Testing Expert

Rahul Gupta

CEO, Technology Services

As CEO, Technology Services, Rahul is responsible for leading the go-to-market strategy, solutions, and delivery for Toptal’s Technology Services. Rahul recently served as Conduent’s CTO and Global Head of Software Engineering and Product Development in the company’s Enterprise Technology Services organization, leading the development and delivery of client-facing technology and platform strategies across the Transportation, Government, and Commercial portfolios. Prior to Conduent, Rahul held leadership positions at Capgemini, HCL Technologies, and Infosys. He holds a Bachelor’s in Engineering from DCRUST and an MBA from MDI Gurgaon in India.

Previously at

Technology Experience

25+ Years

Rachael Karaffa

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

Verified Expert in Engineering

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

Verified Expert in Engineering

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

Verified Expert in Engineering

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

Verified Expert in Engineering

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

Verified Expert in Engineering

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

Verified Expert in Engineering

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

On-demand Talent and Teams

20,000+ vetted professionals, ready to deploy individually or in teams.

Cybersecurity Consultant

API Security Expert

IoT Security Expert

Secure Code Reviewer

Security Threat Analyst

Red Team Specialist

Web Application Tester

IT Security Developer

Cloud Penetration Tester

Verified Expert in Engineering

20+ Years

of Experience

Cybersecurity Consultant

Fattis is one of the most talented and seasoned information security executives in the market today. Having worked as a vCISO and a BISO director of business enablement and resilience for a Fortune 500, he brings together solid project management, communication, and documentation skills, specifically leveraging cybersecurity in business settings. Fattis is CAP, CDPSE, CISSP, and CRISC certified and is highly effective in communicating cybersecurity to both technical and nontechnical staff.

Previously at

Verified Expert in Engineering

18+ Years

of Experience

API Security Expert

Claudio has more than 18 years of software development experience and a cybersecurity degree. He has worked in back-end, front-end, and full-stack development; DevSecOps; application security; penetration testing; and solutions architecture.

Previously at

Verified Expert in Engineering

18+ Years

of Experience

IoT Security Expert

Poliana is an embedded security engineer with more than 18 years of experience integrating embedded systems in the automotive and aerospace products industry. Her expertise includes security requirements, threat modeling, risk analysis, secure architecture, and compliance based on systems engineering fundamentals.

Previously at

Verified Expert in Engineering

10+ Years

of Experience

Secure Code Reviewer

Gökay is a senior manager and principal advisor specializing in cybersecurity, information security, audit, and standards and regulations.

Previously at

Verified Expert in Engineering

7+ Years

of Experience

Security Threat Analyst

Nicaury is a security engineer with more than seven years of experience in information security, cybersecurity, and systems administration. She has worked in fast-paced, remote environments for years, developing excellent communication and leadership skills. Nicaury is a certified professional with proven problem-solving and analytical skills and the ability to adapt to any team.

Previously at

Verified Expert in Engineering

22+ Years

of Experience

Red Team Specialist

Chris is a pioneer in ethical hacking and a Linux systems engineer with multiple certifications and more than 22 years of experience. He is well known in ethical hacking and open-source communities and has been mentioned in books and documentaries.

Previously at

Verified Expert in Engineering

5+ Years

of Experience

Web Application Tester

Anas is an IT security engineer with more than five years of experience helping organizations secure their SaaS platforms from threat actors. He is an expert in application security, cloud security, penetration testing, and information system compliance, including ISO 27001 and SOC 2. With keen attention to detail and the ability to adapt to a fast-paced environment, Anas outperforms clients’ expectations and provides agile and secure solutions to meet their business needs.

Previously at

Verified Expert in Engineering

16+ Years

of Experience

IT Security Developer

Joseph is a cybersecurity professional who strives to be well rounded while maintaining specialties in technical cybersecurity areas where he provides the best return on investment.

Previously at

Verified Expert in Engineering

7+ Years

of Experience

Cloud Penetration Tester

Blessed is a senior information security analyst and engineer with more than seven years of experience aligning enterprise security architecture, policies, and processes with security standards and frameworks to meet business goals. He specializes in designing and implementing security solutions for enterprise-grade cyberdefense teams and conducting penetration testing. Blessed has also been in red/blue teams, implemented ISO 27001 ISMS, and operated as a security lead in a DevSecOps environment.

Previously at

Get a Free Consultation Now Explore Managed Delivery

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

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 is a seasoned information security leader with experience at the Advanced Cyber Security Center and Toptal. He holds a bachelor’s degree from the Massachusetts Institute of Technology and a master’s degree in high-tech crime investigations from George Washington University.

AI isn't going to replace our entire workforce and anyone who thinks that is missing the boat. It's going to make us more efficient if we use it correctly.
Steve Orrin
Federal CTO and Senior Principal Engineer

AI and Cybersecurity: Challenges and Opportunities

Join Information Security Leader, 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

About the guest

Steve Orrin

Federal CTO and Senior Principal Engineer

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.

WHY ORGANIZATIONS CHOOSE US

Toptal in Action

Discover the cutting-edge benefits our clients enjoy from the global Toptal network.

Toptal vCISO ensures world-class security for nonprofit children's hospital trust.

Challenge: Nonprofit hospitals often struggle with limited security budgets and bandwidth while processing high volumes of protected healthcare information on a daily basis. In the wake of a breach, a leading US pediatric hospital needed to restructure its security infrastructure. However, budget constraints and inflexible vendors posed major roadblocks.

Solution: Toptal introduced an experienced virtual chief information security officer (vCISO) with decades of experience evaluating and developing security solutions. The Toptal information security team carried out a thorough analysis of the hospital’s current infrastructure, teams, and procedures.

Outcome: Thanks to the roadmap developed by Toptal’s team, the client now has a strong security presence that will help protect patient data and donor information from future cybersecurity threats. The hospital is better prepared than ever to ensure the safety of sensitive information for years to come.

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? A leading figure in the information security industry shares how this knowledge helps CISOs fine-tune their security teams and tactics.