Principal Software Engineer

Outmarket Inc

$150K — $180K *
US-AnywhereRemote in United States
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of engineering experience with proven technical leadership skills.
  • Mastery in system design and architecture for scalable applications.
  • Proven track record of successful high-stakes technical decisions.
  • Exceptional communication skills and team alignment ability.

Responsibilities

  • Own the architecture and technical strategy across multiple domains.
  • Drive resolution of significant and ambiguous technical challenges.
  • Establish engineering principles and standards for the organization.
  • Mentor and elevate the technical skills of staff and senior engineers.
  • Collaborate closely with founders on critical company issues.

Benefits

  • Opportunity to shape the long-term technical vision of an innovative insurance platform.
  • Impactful decision-making that influences the foundation of future products.
  • Close collaboration with company founders on high-level engineering challenges.
Full Job Description
ABOUT THE ROLE

We are hiring a Principal Engineer to set technical direction at the company level. You will own the architecture and technical strategy for our AI-native platform, make the highest-stakes engineering decisions, and serve as a force multiplier across the entire organization.

WHY THIS ROLE

- Define the long-term technical vision for an AI-native insurance platform.

- Make the decisions that shape the product's foundation for years.

- Work shoulder-to-shoulder with founders on company-defining problems.

WHAT YOU'LL DO

- Own architecture and technical strategy across AI, data, infrastructure, and product.

- Drive the most consequential and ambiguous technical decisions to resolution.

- Establish engineering principles and standards adopted org-wide.

- Mentor staff and senior engineers and elevate the whole team's technical judgment.

WHAT WE'RE LOOKING FOR

- 10+ years of engineering with a record of org-wide technical leadership.

- Mastery of system design and architecture at scale, with deep hands-on ability.

- History of making high-stakes technical bets that paid off.

- Exceptional judgment, communication, and the ability to align teams on direction.

BONUS IF YOU HAVE

- Deep experience with production AI/ML systems or large-scale data platforms.

- Founding or early-stage technical leadership experience.

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