Staff Software Engineer, Security & AI Platform

GustoGusto·Remote
Software Development
Excel

WFA Digital Insight

As demand for cybersecurity experts grows, with a 25% increase in job postings over the past year, Gusto's Staff Software Engineer role stands out. This position requires a unique blend of security and AI expertise, making it a compelling opportunity for those with a passion for safeguarding digital platforms. Candidates should be aware that Gusto prioritizes a culture of innovation, collaboration, and continuous learning, with 500,000 small businesses relying on their services. Before applying, consider how your skills in secure system development and AI tooling can contribute to Gusto's mission.

Job Description

About the Role

Gusto is seeking a highly skilled Staff Software Engineer to join their Product & AI Security Engineering team. As a key member of this team, you will be responsible for designing, building, and operating the security foundations behind Gusto's products and AI/LLM experiences. This includes setting the direction for authentication, authorization, and safe data handling, and building the platforms and guardrails that other teams rely on. Your work will have a direct impact on the security and integrity of Gusto's services, ensuring the trust of their 500,000 small business customers.

The Product & AI Security Engineering team operates at the intersection of product, platform, and AI, prioritizing high-leverage projects that reduce risk and unlock faster delivery for other teams. As a Staff Software Engineer, you will play a crucial role in defining and owning security architecture and standards across Gusto's products and AI/LLM experiences.

What You Will Do

  • Design, build, and operate authentication and authorization systems that work at Gusto scale, ensuring the security and integrity of customer data.
  • Strengthen core services and data protections, including access control, storage, and APIs, to safeguard against potential threats.
  • Detect and mitigate account takeover and other abuse, improving safety for Gusto's customers and maintaining their trust.
  • Build security platforms and tooling that help product and AI teams move quickly and safely, enabling innovation while ensuring security.
  • Own and improve high-availability security and identity services that other teams depend on, ensuring seamless and secure operations.
  • Tackle ambiguous AI/LLM security problems from threat modeling to practical mitigations, staying ahead of emerging security challenges.
  • Provide leadership in promoting security and software engineering excellence, contributing to Gusto's culture of innovation and continuous learning.
  • Collaborate with cross-functional teams to ensure security is integrated into every aspect of Gusto's products and services.
  • Participate in code reviews and contribute to the improvement of Gusto's engineering practices, fostering a culture of excellence.

What We Are Looking For

  • 10+ years of experience as a backend engineer, building and operating large-scale server-side services and APIs.
  • Proven track record building secure, highly available distributed systems and services, with a strong understanding of security principles and practices.
  • Hands-on experience with modern security tooling and practices (e.g., SAST, DAST, SIEM, SCA), and the ability to apply this knowledge to real-world problems.
  • Proficiency in one or more programming languages (Ruby, Python, Kotlin, JavaScript/TypeScript), with the ability to learn and adapt to new technologies.
  • Experience with AI tools for coding (e.g., Cloud Code, Cursor, Github Copilot), and an understanding of their security implications.
  • Strong collaboration skills and comfort breaking down complex, cross-cutting security and AI problems into clear, practical solutions.
  • Ability to provide technical leadership and mentorship to junior engineers, contributing to the growth and development of the team.

Nice to Have

  • Experience with cloud security platforms (AWS, Azure, Google Cloud), and the ability to apply this knowledge to secure Gusto's cloud-based services.
  • Familiarity with security frameworks and compliance standards (e.g., SOC 2, HIPAA), and the ability to ensure Gusto's services meet these standards.
  • Knowledge of machine learning security and the ability to apply this knowledge to secure Gusto's AI/LLM experiences.

Benefits and Perks

  • Competitive base pay and equity (RSUs), reflecting Gusto's commitment to sharing its success with its employees.
  • Comprehensive benefits package, including health insurance, 401(k), and paid time off, to support the well-being of Gusto's employees.
  • Opportunity to work on high-impact projects that directly influence the security and integrity of Gusto's services, making a real difference in the lives of their customers.
  • Collaborative and dynamic work environment, with a team of experienced engineers and security experts who are passionate about their work.
  • Professional development opportunities, including training, conferences, and workshops, to support the growth and development of Gusto's employees.
  • Flexible remote work arrangements, allowing employees to work from anywhere and maintain a healthy work-life balance.

How to Stand Out

  • To stand out as a candidate, be prepared to provide specific examples of your experience building secure, highly available distributed systems and services.
  • Familiarize yourself with Gusto's products and services, and be prepared to discuss how your skills and experience align with their security needs.
  • Showcase your proficiency in one or more programming languages, and highlight your experience with modern security tooling and practices.
  • Be prepared to discuss your experience with AI tools for coding, and how you have applied this knowledge to secure AI/LLM experiences.
  • Highlight your ability to provide technical leadership and mentorship to junior engineers, and discuss your approach to breaking down complex security problems into clear, practical solutions.
  • Consider creating a portfolio or providing examples of your work that demonstrate your skills and experience in security and AI, to support your application and help you stand out as a candidate.

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