Staff Software Engineer

Responsibilities

• Lead major initiatives and own a large area of Shepherd's product experience across data collection, automated underwriting, and policy administration verticals.
• Drive technical decisions for your domain while working across the full stack, including different disciplines such as underwriting, design, and product management.
• Take end-to-end ownership of features and systems from conception through release.
• Contribute to product strategy and architectural decisions.
• Mentor other engineers, help build company culture as the team scales, and collaborate closely with PM, CTO, underwriters, and actuaries.
• Ship high-quality products frequently while balancing innovation with pragmatic delivery.
• Communicate technical concepts clearly to both technical and non-technical stakeholders.

Requirements

• 5+ years of working experience, preferably as a full-stack engineer, with a track record of delivering high-impact products.
• Experience working with JavaScript/TypeScript (backend and/or frontend).
• Strong ownership mindset, comfort with ambiguity, and ability to wear multiple hats (engineer, product manager, designer).
• Passion for the built world, construction safety, and productivity.
• Interest in insurance (prior InsurTech or actuarial experience preferred).
• Ability to advocate for ideas with strong opinions weakly held, adapting based on better solutions.
• Experience leading or making major contributions to significant projects, with interest in mentoring others.

Nice-to-Haves

• Experience in insurance, InsurTech, or actuarial roles.
• Background in construction technology or related fields.

Compensation and Benefits

• Competitive salary.
• Premium healthcare: 100% contribution to top-tier health, dental, and vision.
• Fertility benefits and family building support.
• Unlimited PTO.
• Daily lunches, dinners, and snacks.
• Professional development access, including leadership coaching.
• Competitive 401(k) plan.
• Dog-friendly office (SF).
• Offices in SF, NYC, Dallas-Fort Worth, Chicago, and LA.