Principal-Led Penetration Testing, No Hand-Offs
Cyber Security Pentesting Inc. delivers penetration testing services to mid-market and regulated enterprises in Toronto and across Canada, with delivery to organizations in the United States as well. Every engagement is scoped, executed, and reported by Arturs Stay, a CREST-registered penetration tester holding OSCP and OSEP, with no subcontracting and no hand-off to a junior analyst.
Built for CISOs, IT directors, and compliance owners who need exploit-proven findings and a report their board and auditors can act on. Browse every assessment we deliver, or Book a scoping call to get a fixed-price proposal. We find what scanners miss. Vulnerabilities demonstrated, not assumed.
Scope at a glance: external and internal network testing, web application and API testing, cloud assessment across AWS, Azure, and GCP, Active Directory and Entra ID attack paths, social engineering, red team operations, and AI and LLM red teaming. Compliance-driven testing supports PCI DSS, SOC 2, ISO 27001, PIPEDA, and OSFI B-13 evidence requirements.
Penetration Testing
Services
From full APT simulations to compliance-driven penetration tests, every attack surface, principal-led. Toronto's trusted penetration testing consultant for enterprise security.
Also delivered: Network & Infrastructure Penetration Testing · Social Engineering · Custom Tailored Pentest · Financial Services Penetration Testing
Serving Canada First, With Delivery in the US
Cyber Security Pentesting Inc. is a Toronto-based penetration testing consultancy serving mid-market and regulated organizations across Canada first, with delivery to clients in the United States as well. Every engagement is principal-led, so the consultant who scopes your test is the one who performs it and presents the results. Scope, access level and testing window are confirmed on a scoping call before any proposal is issued. On-site work is arranged across Toronto and the Greater Toronto Area when the scope requires it.
- Network penetration testing covers the external perimeter and internal networks.
- Web application and API penetration testing goes beyond automated scanning to business logic, API abuse and OAuth exploitation.
- Active Directory security testing examines Kerberoasting, DCSync and domain takeover scenarios.
- Cloud security testing covers AWS, Azure and GCP, including IAM escalation.
- Red team operations simulate a full-scope adversary across physical, digital and social vectors.
- AI red teaming tests LLM applications for prompt injection and RAG pipeline manipulation.
How engagements are scoped
Every engagement starts with a scoping call. We confirm the systems in scope, the testing window, your compliance drivers, and the level of access to be tested, then you receive a fixed-price proposal for that exact boundary. Timelines follow the scope: a focused single-application or external test is shorter than a red team or multi-environment program, which is planned in phases around your testing window. Testing is followed by a findings debrief, and retesting may be included or arranged separately, as defined in the approved engagement proposal. For what drives pricing, read our guide to penetration testing cost in Canada. For the full path from kickoff to retest, see our engagement process.
Principal-led delivery, 20+ years of enterprise technology and cybersecurity experience, 15+ industry certifications, including OSCP, OSEP, CREST CRPT, CREST CPSA, CRTO, CRTE, CRTP, CARTE, CARTP, and PACES, banking and regulated-industry experience, and no outsourcing.
Why Enterprises Choose Our
Penetration Testing
Frequently asked questions
Which penetration test does my organization need?
It depends on what you need to protect and who is asking for the test. Web application, network, Active Directory, cloud, red team and AI testing each answer different questions. On a scoping call we confirm your systems, access level and compliance drivers, then recommend the scope that gives you credible evidence.
What is involved in a penetration test?
It starts with a scoping call to confirm the systems in scope, the testing window, your compliance drivers and the access level. After you approve the proposal, testing follows the agreed scope. Critical findings are demonstrated with proof-of-concept exploitation, then documented in a report and walked through in a debrief.
How much does a penetration test cost in Canada?
Cost depends on scope: the systems in scope, the depth of testing, the access level and your compliance drivers. We confirm these on a scoping call, then send a fixed-price proposal for that exact boundary. Our penetration testing cost guide for Canada explains what drives the price.
Do you provide penetration testing outside Toronto?
Yes. Cyber Security Pentesting Inc. is based in Toronto and serves enterprises across Canada first, with clients in the United States and internationally as well. On-site work, including physical and internal testing, is arranged across Toronto and the Greater Toronto Area when the scope requires it.
What do we receive at the end of a penetration test?
You receive a full technical report with reproduction steps and remediation guidance, an executive summary for leadership and auditors, and a live debrief call with your team. Retesting may be included or arranged separately, defined in the approved engagement proposal.
Find Your Vulnerabilities
Before an Attacker Does
Get a professional penetration test from a CREST-certified consultant in Toronto. Every day without an assessment is a day your adversaries may be ahead of you.
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