Principal Software Engineer

What You’ll Do

As a Principal Software Engineer at Evolve Security, you’ll take full ownership of building, shaping, and supporting the software that powers our cybersecurity solutions. This is a hands-on, high-impact role where you will:

• Design, code, and debug production-ready software
• Improve the performance and reliability of existing systems
• Mentor and train other engineers to help them grow
• Maintain, enhance, and modernize our software stack
• Research and recommend new technologies to boost team productivity
• Lead the technical direction and execution of projects
• Investigate and resolve software issues to ensure top-notch performance
• Collaborate regularly with the team—sharing ideas, discussing roadmaps, and solving challenges

We’re searching for a builder—someone who thrives in a small, fast-moving team and takes end-to-end ownership. Ideal candidates will bring:

• Significant hands-on development experience (this is not an entry-level role)
• A passion for working in a small team where you own the entire lifecycle: development, delivery, maintenance, and customer experience
• Cybersecurity experience (a plus, but not required)
• Experience developing automated attack surface management software (a strong bonus, not required)
• Familiarity using LLM-powered tooling (Cursor, Grok Code, Claude Sonnet, etc.) to work smarter and faster
• Authorization to work in the U.S. (we cannot sponsor visas)

• A true startup culture with minimal bureaucracy—you’ll collaborate directly with our CTO
• A fast-paced, challenging environment with real opportunities to stretch and grow
• Complimentary Evolve Security Academy cybersecurity training
• Healthcare benefits
• 401(k) match
• Parental leave
• Flexible paid time off
• Annual vacation reimbursement
• Flexible remote work schedule

Evolve Security is a technical cybersecurity services firm based in Chicago, IL. We help organizations strengthen their security posture through Continuous Penetration Testing, Application Security, and Enterprise Training.

We also operate Evolve Security Academy, the world’s #1–ranked cybersecurity bootcamp. Through immersive in-person and live-online programs, students gain real-world skills—and real work experience—by performing security assessments for nonprofit organizations. We also offer advanced cybersecurity trainings for continued growth.

At Evolve Security, we’re passionate about protecting our clients and equipping the next generation of cybersecurity professionals. If that mission inspires you, we’d love to meet you.