The opportunity timeline

• Overview

  Square is hiring a Penetration Tester in Tulsa, OK.

• Role description

  Build the tools that thousands of developers depend on as a Penetration Tester working with IDS/IPS and modern tooling. At Square, $82,000 - $130,000 buys a senior seat, but 7 years of Initiative buys you the ownership that comes with it.

  Key Responsibilities

  • Catch the unfussy Growth Mindset regression in staging before it ever reaches Tulsa customers
  • Coordinate releases with stakeholders across Tulsa, OK and remote teams
  • Own the mission-driven Work Ethic subsystem that the rest of Square quietly depends on
  • Ship the Phishing Simulation documentation-first rewrite that pays down years of Square technical debt
  • Automate build, test, and deployment pipelines for faster release cycles

  What You'll Bring

  • A collaborator who makes the senior review feel less like an exam
  • The reliability that lets a manager stop checking in
  • 7+ years putting Nessus to work in a technology setting
  • A solid foundation in Nessus, refined over 5+ years
  • Judgment seasoned by at least 7 years of real consequences
  • Hands-on Secure Code Review experience that survives a whiteboard interview

  Square builds the unglamorous technology plumbing that Tulsa, OK relies on, and it does so with flat-and-fast pride. The team trusts each other to do the right thing without constant oversight or micromanagement.

  The package speaks for itself: $82,000 - $130,000, coaching, coverage, and the flexible part-time hours that deeply technical technology pros expect.

  Marked current today, the part-time opportunity at Square is accepting candidates.

  Apply today and discover what makes Square a great place to work.

• Required skills

  • Phishing Simulation
  • Secure Code Review
  • Active Directory Security
  • Cloud Security
  • PCI DSS
  • Metasploit
  • NIST Cybersecurity Framework
  • IDS/IPS
  • Malware Analysis
  • Nessus
  • Decision Making
  • Work Ethic
  • Initiative
  • Growth Mindset

• Benefits & perks

  • Pension Plan
  • On-site fitness center
  • Professional Development
  • Wellness Programs
  • Free Meals
  • Gender-affirming care coverage
  • Travel insurance for business trips
  • Personal Shopping
  • Product Discounts

• Apply before 2026-08-19

  Submit your application for this Part-time technology position.