PT

Penetration Tester

Current Role
56% Match
VO

VP of Security

Target Role
Career change

From Penetration Tester to VP of Security

Penetration Testers and VP of Securitys share a professional foundation, but this is a genuine move: VP of Security calls for a distinct skill set you can build toward, with a real ramp rather than a lateral step.

0%
Overall MatchModerate Match
0Shared FoundationSkills that carry over
0Resume GapsSkills to build for the target role
Live demand · VP of Security· updated 4d ago
Salary (live)
$200,000 – $329,000
median $215,000
Hiring now
10+ recent postings
Who's hiring
GitLab, TikTok USDS Joint Venture, Circle

What Already Carries Over

These skills transfer directly. Use them as resume language and interview proof while you build toward the target role.

What Makes Penetration Tester a Distinct Starting Point

Skills that define this starting point — useful context that may differentiate your resume or broaden your options.

Python or Rtechnical
Scriptingtechnical

Resume Skills to Build for VP of Security

Skill gaps

These are the gaps to close. Focus here to strengthen your resume and improve your odds.

Incident Response

technical 40% in demand

CI/CD

technical 40% in demand

APIs

technical 30% in demand

Automation

technical 30% in demand

How the Roles Overlap

See what carries over, what stays unique, and what you would need to build next.

Shared
5
Penetrat...
4
VP of Se...
4
Shared Skills
Penetration Tester Only
VP of Security Only

Your Penetration TesterVP of Security Plan

A step-by-step plan for closing the gaps. Most people complete this in 12-18 months.

1
Months 1-3

Assess Your Current Skills

Audit your existing skills against the target role requirements. Identify which skills transfer directly and which need development.

  • Map your current skills to the target role skill matrix
  • Take online assessments to benchmark your level
  • Identify your strongest transferable skills
Learn: Skills Assessment Guide
2
Months 3-6

Close the Gap

Focus on learning the missing skills through structured courses, hands-on projects, and deliberate practice.

  • Enroll in targeted courses for gap skills
  • Complete 2-3 hands-on practice projects
  • Join communities related to your target role
Learn: Recommended Learning Paths
3
Months 6-9

Build Portfolio Evidence

Create tangible projects that demonstrate your target-role skills. Document your process and results.

  • Build 2-3 portfolio projects using target skills
  • Publish case studies or blog posts about your work
  • Get feedback from professionals in the target role
Learn: Portfolio Project Ideas
4
Months 9-12

Network & Find Mentors

Connect with people already in your target role. Learn from their experience and uncover hidden opportunities.

  • Attend industry meetups and virtual events
  • Schedule informational interviews with 5-10 professionals
  • Find a mentor who has made a similar transition
Learn: Networking Playbook
5
Months 12-18

Make the Transition

Apply for roles leveraging your transferable skills. Emphasize your unique perspective from your current background.

  • Update your resume to highlight transferable skills
  • Apply strategically to roles matching your skill level
  • Prepare stories that bridge your past and future role
Learn: Interview Prep Guide
Your penetration testing and network security expertise gives you a technical foundation for leading a security organization.

You understand system architecture and vulnerability management. This role is a career change that requires building expertise in security operations, threat intelligence, and security architecture.

The day-to-day shifts from hands-on testing to strategic leadership. You will need to learn about blockchain and Ansible.

Your work will involve managing global security operations and setting security strategy, moving from technical execution to executive decision-making.

Why this path works

Transferable Foundation

5 skills overlap directly, giving you a head start on day one.

From Penetration

Your background in penetration tester provides unique context that differentiates you.

Growing Demand

VP of Securitys are in high demand across industries — your timing is excellent.

Ready to Compare Your Options?

Start with one target, understand the gaps, and keep the adjacent paths in view.