Lead Software Engineer - Data Collection

About CyberCube:

• The market leader in digital analytics 📊 with the mission of delivering the world’s leading cyber risk analytics 🌐 on one of the most critical risks of today and the future.

• Exceptionally well-funded startup 💰 that has raised over $100MM from top-tier investors.

• Used by 75% of the top 40 US and European cyber insurance carriers & surpassing 100 clients in 2023 with a >99% retention rate. 

• CyberCube and its products consistently earn industry recognition 🏆, including awards like Forbes America's Best Startup Employers 2025 and Cyber Risk Solution of the Year in 2025.

• Senior leadership is committed to attracting, developing, and exciting exceptional people from diverse backgrounds and enabling them to work collaboratively across disciplines to do the best work of their careers.

• At CyberCube, we drive ownership for excellence ✅, empowering our team to take initiative, deliver results, and continually raise the bar.

• Named on Forbes’ America’s Best Startup Employers list three years in a row (2021, 2022, 2023)! 🎖️

• Learn what it’s like to be part of CyberCube’s mission: Watch this leadership team interview! 🎥

This role is onsite in Chicago

We’re looking to hire a Lead Software Engineer in the Data Strategy and Collection team at CyberCube.

This is a core R&D team at the company that takes on challenging problems and implements scalable systems for large-scale internet data collection. The Data team works closely with engineering and product teams to construct high-quality datasets. These datasets drive market-differentiating features within the CyberCube product offerings.

The title of this position will officially be Lead Data Specialist. Reporting directly to Mohammad Al Boni, our Head of Data, this role puts you at the forefront of data innovation. Lead a team of data specialists to strategize, research, design, develop, deploy, and test robust, streamlined, automated data collection systems supporting use-cases to the (re)insurance industry.

The Impact You Will Make:

• Own the strategy for the Data Collection function and develop and test ideas for new collection initiatives

• Manage the entire third-party data lifecycle, including sourcing, contracting, negotiation, and post-contract account management.

• Engage in cross-functional collaboration with stakeholders from engineering, product management, cyber risk modeling, actuarial science, economics, and client success to deliver on projects and product goals

• Deliver on key objectives and quarterly development goals across 3+ products

The Skills and Experience You Will Bring:

• 5+ years of experience in large-scale data collection / software engineering

• Deep understanding of the internet infrastructure and technologies such as DNS, CDN, ASN, ISP, and CSP

• Highly proficient in SQL and Python, strong fundamentals in data structures, algorithms, and base Python paradigms, including object-oriented programming as well as functional programming concepts; Familiarity with modules commonly used for data collection, analysis, and machine learning such as Pandas, NumPy, Scikit-learn etc.

• Experience with AWS technologies for computation, orchestration, and storage

• Experience with designing, deploying, and maintaining microservice applications

• Excellent oral and written communication skills

• Experience working in and leading project teams

• Ability to work in an agile, fast-paced startup environment

• Ability to maintain relationships, collaborate effectively, and meet deadlines while working remotely

• Ability to think creatively and implement a plan to address bugs and urgent product issues promptly

• Aptitude for time-sensitive analysis and troubleshooting tasks

Primary Responsibilities:

• Maintain, monitor, and apply design updates to existing data collection systems

• Develop and continually update technical documentation

• Perform code reviews and suggest opportunities for improvements

• Deliver high-quality data analysis and present findings to cross-functional teams

• Collaborate effectively with an organization that prides strong interdisciplinary teamwork among members

• Execute with speed and rigor within an efficient and multi-faceted startup environment

AI Fluency:

AI plays a critical role in how we scale data operations and drive product innovation across the company. This role contributes to a broader company-wide focus on expanding AI usage to improve efficiency, quality, and insight generation. You’ll be expected to apply AI tools to streamline processes and explore new ways to unlock value through automation and analysis. We look for candidates who show curiosity and strategic thinking in how they apply AI in their work, and we assess this as a key capability during hiring.

Why You'll Love it Here:

• Play an instrumental role in reshaping one of the oldest industries in the world

• Competitive salary and unlimited PTO

• Meaningful early-stage equity

• Generous healthcare benefits with medical, dental and vision coverage

• Monthly catered lunches and happy hours

• Company-paid learning and development assistance

• Flexible working hours and ability to work remotely

• Opportunity to participate in a secondment program

• Dependent care assistance plan

• Company-supported mentorship program

• Grow in a collaborative, respectful, and empathetic culture