VP of Engineering

Reports To

Chief Product Officer
Location

Fully Remote (US, Canada, or Guatemala)

Employment Type

Full-time

About SigmaSight

SigmaSight is a dynamic InsurTech startup dedicated to empowering insurance litigation defense teams with advanced technology and data-driven insights. Our mission is to level the playing field by providing defense teams with sophisticated verdict data, generative AI technology, and machine learning models. We aim to transform the negotiation of litigated claims, enabling our clients to become the world’s best negotiators.

As we scale, we’re looking for an experienced VP of Engineering to join our leadership team and help drive our technical vision forward. This is an incredible opportunity to get in at the ground level of a company with high growth potential, equity participation, and the chance to make a lasting impact. Our team is ambitious, collaborative, and passionate about building the next big thing.

Responsibilities

• Lead and manage the engineering team, overseeing day-to-day operations and long-term planning for the development of our product.
• Partner closely with the Chief Product Officer to align engineering goals with product strategy and business objectives.
• Drive the technical vision and ensure that engineering standards, practices, and processes are adhered to.
• Foster a culture of innovation, collaboration, and continuous improvement within the team.
• Oversee the development and delivery of scalable, reliable, and high-performance systems.
• Help recruit, mentor, and develop engineering talent as we continue to grow.
• Collaborate with cross-functional teams (including product, marketing, and operations) to deliver on key initiatives and strategic goals.
• Contribute to the company’s overall business strategy and vision through technical leadership and decision-making.

Qualifications

• 5+ years of engineering leadership experience, with at least 2 years at a director level or higher in a fast-paced environment.
• Strong technical background with experience in AWS software development and architecture, particularly in scalable systems.
• Proven track record of managing and growing engineering teams in a remote-first environment.
• Ability to work collaboratively with product, design, and business teams to deliver high-quality solutions.
• Excellent communication skills, with the ability to convey complex technical concepts to non-technical stakeholders.
• Experience with agile methodologies and building engineering cultures that value iteration and feedback.
• A proactive and hands-on leader who is not afraid to dive deep into technical challenges when necessary.

Benefits

• Equity in a high-growth startup: Get in early and share in the success as we scale.
• Fully Remote Work: Work from anywhere in the US or Canada and enjoy a flexible work environment.
• Collaborative, ambitious team: Work with a group of highly motivated, talented individuals who are passionate about building something great.
• Career Growth: Join a fast-growing company with opportunities for advancement and personal development.
• Dynamic, exciting culture: Be a part of a company that thrives on creativity, innovation, and taking risks.

If you’re an experienced engineering leader who thrives in a fast-paced startup environment and wants to help shape the future of an exciting company, we’d love to hear from you!

How to Apply

Please reach out to careers@sigmasight.ai with your resume to apply.

Equal Opportunity Employer

SigmaSight is an equal opportunity employer and values diversity in the workplace. We welcome applications from all qualified candidates, regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or age.

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