CareerPlan

Penetration Testing Analyst, Vice President

Quincy, MA, USFull-time$120k–$218k2026-11-07 → 2026-11-09

Core

Senior technical authority leading complex penetration testing engagements and validating remediation for high-value systems in a financial services environment.

Role type

Senior IC penetration testing analyst (VP level)

Builds

Defensible security posture through realistic attack simulations and validated fixes

Domain

Financial services / Offensive Security

Required skills

Advanced penetration testing, Red teaming, Active Directory/Entra ID exploitation, Cloud attack techniques (Azure/AWS), C2 frameworks (Cobalt Strike, BloodHound, Mimikatz, Metasploit), Python/PowerShell scripting, MITRE ATT&CK mapping, Remediation validation strategy, Third-party provider management

Preferred skills

Large-scale remediation validation program leadership, Executive-level communication, Mentorship

Technologies

Cobalt Strike, BloodHound, Mimikatz, Metasploit, Kali Linux, Python, PowerShell, Azure, AWS, Entra ID

Responsibilities

Lead technical execution of scenario-based testing and remediation validation; Provide real-time guidance on operational risk and escalation; Challenge external providers on attack paths and evidence quality; Define remediation criteria and retest fixes; Present outcomes and defend technical conclusions to senior leadership; Design purple team exercises; Mentor team members

Seniority

Senior, hands-on IC with executive communication responsibilities