Lead Software Engineer
OIF Ventures
Software Engineering
Sydney, NSW, Australia
Posted on Aug 22, 2025
Note: This role is not with OIF Ventures directly, but with one of our newly established portfolio companies, Pensure.
About Pensure
Pensure is pioneering the future of penetration testing with AI-driven automation. We’re making security testing faster, smarter, and more accessible - helping organisations detect vulnerabilities, meet compliance, and build trust with customers.
We may be a new venture, but we’re not starting from zero. We’ve already secured valuable IP that gives us a head start, and we’re backed by top-tier venture capital (OIF Ventures) and cybersecurity investors who believe in our vision and are fuelling our rapid path to market.
This is your chance to get in at the ground floor of something big.
About Your Role
We’re looking for our first engineering hire - a builder and a leader rolled into one. Reporting to the Co-founder, you’ll be hands-on in developing our core platform, making foundational choices on architecture and stack, and setting the bar for technical excellence. As we scale, you’ll recruit and grow a high-performing team, guiding them to push the limits of what’s possible with AI, ML, and automation in security.
What You’ll Do
✅ Impact from day one – shape our product, tech stack and culture
✅ Equity – share in our growth and success
✅ Cutting-edge work – AI-driven cybersecurity
✅ Strong backing – VC + technical investors with deep industry credibility
✅ Flexible-first – remote-first within Sydney, with an outcomes-driven culture ('output over hours'!)
What's next?
This is a rare opportunity - the kind of role you don’t often see advertised on LinkedIn. Pensure is brand new (yes, our website is still just a placeholder!) which means you’ll be joining at the very start, with the chance to build, lead, and leave your mark on a company redefining the future of security testing.
With the backing of OIF Ventures and top-tier investors, you’ll have the freedom to shape the product, the team, and the culture from day one.
If building at the intersection of AI + cybersecurity excites you, let’s talk. We'd love to hear from you.
About Pensure
Pensure is pioneering the future of penetration testing with AI-driven automation. We’re making security testing faster, smarter, and more accessible - helping organisations detect vulnerabilities, meet compliance, and build trust with customers.
We may be a new venture, but we’re not starting from zero. We’ve already secured valuable IP that gives us a head start, and we’re backed by top-tier venture capital (OIF Ventures) and cybersecurity investors who believe in our vision and are fuelling our rapid path to market.
This is your chance to get in at the ground floor of something big.
About Your Role
We’re looking for our first engineering hire - a builder and a leader rolled into one. Reporting to the Co-founder, you’ll be hands-on in developing our core platform, making foundational choices on architecture and stack, and setting the bar for technical excellence. As we scale, you’ll recruit and grow a high-performing team, guiding them to push the limits of what’s possible with AI, ML, and automation in security.
What You’ll Do
- Design, architect and build our AI-driven penetration testing platform
- Define stack, roadmap, and long-term engineering strategy with the founder
- Bring in the latest advancements in AI + security testing
- Recruit, mentor, and lead an engineering team as the company scales
- Establish and embed best practice in secure coding, testing, and delivery
- 7+ years in software engineering, ideally as a full-stack engineer or frontend focused
- Strong background in building scalable, secure systems
- Experience building AI Agents and integrating AI into products
- Expertise in modern programming languages (such as Python, Go, Rust, or similar)
- Great communication skills with ability to translate technical concepts into business value
- Startup or early-stage experience (comfortable in fast-moving, ambiguous environments)
- Hands-on experience or understanding/interest in cybersecurity principals, penetration testing
- Exposure to DevOps, CI/CD, and cloud-native development practices
✅ Impact from day one – shape our product, tech stack and culture
✅ Equity – share in our growth and success
✅ Cutting-edge work – AI-driven cybersecurity
✅ Strong backing – VC + technical investors with deep industry credibility
✅ Flexible-first – remote-first within Sydney, with an outcomes-driven culture ('output over hours'!)
What's next?
This is a rare opportunity - the kind of role you don’t often see advertised on LinkedIn. Pensure is brand new (yes, our website is still just a placeholder!) which means you’ll be joining at the very start, with the chance to build, lead, and leave your mark on a company redefining the future of security testing.
With the backing of OIF Ventures and top-tier investors, you’ll have the freedom to shape the product, the team, and the culture from day one.
If building at the intersection of AI + cybersecurity excites you, let’s talk. We'd love to hear from you.