Technical Operations Specialist

Strike is an offensive security company that runs a hybrid AI + human penetration testing model  AI Hacking Agents autonomously execute threat emulations against client assets, while a curated community of specialized hackers (Strikers) and an internal Hacking Team ensure quality, coverage, and depth that no single approach delivers alone.

We work with companies across the globe — from fast-growing fintechs to large banks and enterprise clients — delivering continuous security validation through our PTaaS platform.

Before our AI Agents can find a single vulnerability, they need to reach the target. That first mile, connecting to client environments through VPNs, firewalls, proxies, SSO configurations, MFA setups, WAF rules, and network restrictions, is the most common blocker in our pipeline, and it's where this role lives.

As a Technical Operations Specialist, you own the initial setup and connectivity of every engagement. Your job is to make sure our AI Agents land on target with a stable, working connection so the Hacking Team and the Strikers can focus on what they do best: hack. When an asset won't connect, you're the one who diagnoses, troubleshoots, and resolves it, working directly with clients, Customer Success, and Sales when needed.

You bring deep experience in networking, systems administration, and technical support. You know how corporate networks work from the inside, the firewalls, the proxies, the identity providers, the edge cases. That expertise is exactly what we need. At the same time, you're entering the cybersecurity side of your career: you'll work embedded in the Hacking Team, surrounded by senior pentesters and AI-driven offensive tools, building a real path into offensive security over time.

This role is not a help desk. You're solving problems that directly unblock revenue, client delivery, and product performance at the most critical point in the pipeline.

Initial setup and connectivity

• Own the end-to-end process of connecting client assets to our AI Agents: VPN configuration, firewall rule validation, proxy setup, authentication flows (SSO, MFA, TOTP, OAuth), and network access troubleshooting.
• Diagnose and resolve connectivity blockers independently. When you can't resolve it alone, coordinate with the client's IT team to get it done.
• Ensure every engagement reaches a stable first run before handing off to the Hacking Team or Strikers.

Ticket management and documentation

• Close and tag setup tickets with clear resolution notes, root cause, and steps taken.
• Document recurring patterns, common blockers, and client-specific configurations to build a knowledge base that enables future automation.
• Maintain clean intake for the rest of the organization:
  Product, Engineering, AI, and the Hacking Team action on what you produce.

Cross-functional coordination

• Work with Customer Success, Pre-Sales, and KAMs to resolve client-facing connectivity issues. You're the technical voice in those conversations.
• Escalate issues that go beyond connectivity (agent behavior, product bugs, security-relevant edge cases) to the appropriate team with enough context for them to act.
• Provide structured input to Product and Engineering on setup friction, missing features, and automation opportunities based on what you see in the field.

Process improvement

• Identify repetitive setup patterns that can be automated or templatized.
• Contribute to building pre-flight checks, setup playbooks, and diagnostic tools that reduce time-to-first-run over time.
• Track and report on setup metrics: time-to-connect, blocker frequency by type, client-specific recurrence.

Must-have

• 5+ years of experience in network administration, systems administration, or…