Penetration Tester with CISSP

Remote • Posted 3 hours ago • Updated 2 hours ago
Contract Independent
Contract W2
12 Months
No Travel Required
Remote
$65 - $70/hr
Fitment

Dice Job Match Score™

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Job Details

Skills

  • Penetration Tester
  • CISSP
  • OWASP Top 10
  • auth
  • APIs
  • logic flaws
  • CISM
  • OSCP
  • OSCE
  • CRTO

Summary

Job Title:: Penetration Tester with CISSP
Location : 
REMOTE
Duration: Long Term
 
Job Description:

Role Overview

We are looking for a Senior Consultant to lead advanced offensive security engagements, including red teaming, application security testing, and cloud/infrastructure assessments. This role requires deep technical expertise, strong delivery ownership, and the ability to simulate real-world threat actors in mature security environments.

Key Responsibilities

  • Lead end-to-end Red Team engagements using black-box and grey-box approaches:
    • OSINT, reconnaissance, credential harvesting
    • Initial access, lateral movement, persistence, and data exfiltration scenarios
  • Design and execute attack scenarios aligned with real-world threat actors (MITRE ATT&CK)
  • Perform advanced Web Application Penetration Testing:
    • Authenticated testing, business logic abuse, API security, session/auth flaws
    • Lead Infrastructure & Cloud Security Assessments (VPN security -  SSL/IPSec, secure configuration validation, AWS security assessments, architecture, configurations, security controls review)
  • Conduct and oversee:
    • Phishing simulations and credential attacks (password spraying)
    • Adversary simulation exercises (Red/Blue Team)
  • Support Blue Team validation by simulating realistic attack paths requiring detection & response
  • Physical Security & Social Engineering Assessments:
    • Tailgating, impersonation, visitor-based access scenarios
  • Mentor junior team members and review technical deliverables
  • Produce executive-ready reports with risk-based prioritization and evidence-backed findings
  • Engage with client stakeholders and support regulatory/security assurance requirements

Required Skills & Experience

  • 6–10+ years in penetration testing / red teaming / adversary simulation
  • Deep expertise in:
    • Application security (OWASP Top 10, auth, APIs, logic flaws)
    • Network and infrastructure exploitation
    • Active Directory attacks, credential abuse, lateral movement
    • VPN and remote access security
    • Cloud security (AWS preferred – multi-account environments)
  • Strong hands-on with:
    • Cobalt Strike , Burp Suite Pro, BloodHound, Mimikatz, Metasploit
  • Experience working in regulated environments (financial sector preferred)

Preferred Certifications

  • CISM  
  • OSCP, OSCE, CRTO, CISSP (highly desirable)

Leadership & Delivery Expectations

  • Ability to lead complex, multi-layered engagements independently
  • Strong stakeholder communication and reporting skills
  • Ability to align testing outcomes with regulatory and risk-based objectives

Good to Have

  • Experience with:
    • Physical security assessments & social engineering
    • Tabletop exercises (TTX) and cyber resilience validation
    • O365 security testing 
Employers have access to artificial intelligence language tools (“AI”) that help generate and enhance job descriptions and AI may have been used to create this description. The position description has been reviewed for accuracy and Dice believes it to correctly reflect the job opportunity.
  • Dice Id: 91131645
  • Position Id: 9000859
  • Posted 3 hours ago
Contact the job poster
SK

Sampath Kumar Bollam

Lead Technical Recruiter @ Skysoft Inc
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