Services
Penetration Testing Services in Toronto
Nine penetration testing and offensive security services covering every attack surface in your enterprise environment, delivered by a CREST-certified, OSCP/OSEP principal penetration testing consultant in Toronto, Canada.
01
Web Application Security
Manual, research-driven security assessments of web applications, REST and GraphQL APIs, microservices architectures, and third-party integrations. OWASP Top 10, business logic flaws, authentication weaknesses, OAuth/OIDC abuse, SSRF, deserialization, race conditions, and API-specific vulnerabilities, every finding proven with working exploit code.
02
Network & Infrastructure Penetration Testing
EXTERNAL & PERIMETER, Internet-facing infrastructure, routers, firewalls, VPNs, and exposed services. OSINT recon, subdomain takeover, protocol attacks, chained exploitation, and authentication bypasses.
INTERNAL NETWORK, Assumed-breach and insider threat scenarios. Lateral movement, credential abuse, privilege escalation through misconfigurations, segmentation bypass, and persistence testing.
03
INTERNAL NETWORK, Assumed-breach and insider threat scenarios. Lateral movement, credential abuse, privilege escalation through misconfigurations, segmentation bypass, and persistence testing.
Multi-Cloud Security Assessment
Adversarial assessments of hybrid, on-premises, and multi-cloud environments across AWS, Azure, and GCP. IAM privilege escalation, misconfigured storage and compute, cross-cloud lateral movement, container and Kubernetes security, serverless function abuse, CI/CD pipeline attacks, and on-prem to cloud pivot paths, the full attack surface modern enterprises expose.
04
Active Directory Attack
Complex single and multi-forest Active Directory and Entra ID (Azure AD) assessments using real attacker TTPs. Kerberoasting, AS-REP roasting, DCSync, BloodHound, DACL/ACL abuse, GPO manipulation, delegation abuse, inter-forest trust attacks, and hybrid identity exploitation, with Impacket, CrackMapExec, and custom tooling.
05
Social Engineering
Realistic phishing, spear phishing, vishing, pretexting, impersonation campaigns, executive whaling, USB drop attacks, and physical access tests. We measure human risk across your organisation, per-department click rates, credential harvesting metrics, and deliver tailored security awareness recommendations to reduce your attack surface.
06
Red Team Operations
Full-scope adversarial simulations aligned to MITRE ATT&CK, modelling real threat actor behaviour from initial access through lateral movement, privilege escalation, and data exfiltration. We test your people, processes, and technology simultaneously using custom C2 infrastructure, OPSEC-hardened tooling, and assumed breach scenarios, across physical, digital, and social attack vectors.
07
AI Red Teaming
Adversarial testing of AI/ML systems, LLM-integrated applications, and agentic AI workflows. Prompt injection, jailbreaking, model extraction, data poisoning, RAG pipeline manipulation, tool-call hijacking, supply chain attacks, and GenAI risks including data leakage and model inversion, aligned to the OWASP LLM Top 10.
08
Compliance-Driven Assessments
PCI-DSS, SOC 2 Type II, ISO 27001, HIPAA, PIPEDA, NIST CSF, and CIS Controls-aligned penetration testing and gap analysis. Includes audit-readiness assessments, technical findings for your security team, a prioritised remediation roadmap, and board-level reporting deliverables designed for audit committees and regulators.
09
Custom Tailored Pentest
Engagements scoped entirely around your objectives, environment, and risk priorities. You define the targets, depth, and success criteria, we build the methodology around them. Ideal for unique technology stacks, bespoke threat models, pre-acquisition due diligence, or scenarios that don't fit a standard engagement template.
10
Financial Services Penetration Testing
Sector-specific testing for Canadian banks, credit unions, OSC-registered firms, CIRO/IIROC dealers, OSFI-supervised institutions, and fintechs. Identity-first (Active Directory and hybrid AD plus Entra ID), payment and open-banking API surfaces, segmentation around core banking, and third-party risk. Reports framed against OSFI B-13, OSC, CIRO/IIROC, PCI DSS, SOC 2, and PIPEDA. Data stays in Canada.
11
OSFI B-13 Penetration Testing
Independent, threat-led penetration testing that supports OSFI Guideline B-13 (Technology and Cyber Risk Management, effective 1 January 2024) for federally regulated financial institutions. Findings mapped to the three B-13 domains, governance and risk management, technology operations, and cyber security, so risk and compliance teams can place them straight into their B-13 self-assessment. Testing supports B-13 alignment; OSFI determines compliance.
RELATED RESOURCES
Engagement Findings
What CSPI Engagements Reveal About Canadian Enterprise Security
Recurring findings across Canadian enterprise penetration testing engagements, the patterns that hold across industries.
82%
of Canadian enterprise AD environments have non-DC accounts holding DCSync privileges.
75%
of cloud assessments surface IAM privilege escalation to cloud administrator.
75%
of web app engagements identify exploitable business logic flaws missed by automated DAST.
2 days
median time from internal foothold to Domain Admin in standard enterprise AD.
Statistics reflect representative findings across CSPI penetration testing engagements for Canadian enterprises, aligned with published industry benchmarks (OSFI Cyber Self-Assessment 2023, IPC Ontario annual breach reports, Verizon DBIR 2024, M-Trends 2024). Percentages do not constitute disclosure of specific client engagement data. Numbers represent midpoint of documented industry ranges for each finding category.