Head of Engineering, Insurance Division

Porch Group•Seattle, WA
•$210,000 - $294,000•Remote

About The Position

Porch Group is building an AI-first home insurance business. The Director of Engineering, Insurance Division leads the engineering organization behind policy administration, underwriting, agent and consumer experiences, and regulatory capabilities. This leader will oversee rollout of a new policy administration system and launch capabilities that improve service for agents, consumers, and partners while maintaining a fast delivery pace in a regulated environment. AI is central to the role: the director establishes how engineers use AI tools and agents, determines where AI belongs in the platform, defines governance, and builds team capability to use AI effectively. The position directly shapes how Porch delivers advantaged underwriting and services for homeowners. The director owns the insurance platform strategy and roadmap, leads delivery of the policy administration system and related platform capabilities, and establishes processes, controls, and KPIs for execution. They build and develop a distributed engineering organization, manage vendors and partners, make build-versus-buy decisions, and represent engineering to executives, reinsurance partners, and regulators.

Requirements

  • 12+ years of software engineering experience and 8+ years leading engineering teams, including managers, with a record of shipping products at pace.
  • Experience leading an organization of approximately 20 or more people across multiple product teams and locations, including distributed or offshore teams.
  • Experience building an insurance core platform, such as policy administration, rating, underwriting, billing, or claims, from architecture through production, including legacy and third-party integrations.
  • Strong technical judgment in modern cloud-native architecture and systems integration; able to contribute credibly to design reviews and coach others.
  • Proven AI-led engineering experience, including leading a team where AI is central to software design, development, testing, and delivery, with measurable gains in throughput or quality.
  • Experience managing vendor relationships and working across Product, Data Science, and Operations.
  • Strong attention to detail and process discipline, including program knowledge, sound estimation and planning, follow-through, and proactive identification of testing, compliance, and dependency risks.
  • Excellent written and verbal communication skills and ability to influence senior leaders.
  • Familiarity with ICFR and Sarbanes-Oxley, and with multi-state, multi-product insurance compliance.
  • BS/BA in Computer Science, Engineering, or a related field.

Nice To Haves

  • MBA or another graduate degree.
  • Experience in home or property insurance, Insurtech, or another regulated, data-heavy domain such as fintech, healthcare, or marketplaces.
  • Previous startup or high-growth experience.

Responsibilities

  • Own the engineering strategy and roadmap for Porch's insurance platform, translating business priorities into a multi-year plan with Product, Finance, Design, and business partners.
  • Lead delivery of the new policy administration system and core platform capabilities, including rating, underwriting, billing, and agent and consumer portals, without disrupting the in-force book.
  • Make AI-led engineering the default by incorporating AI coding, testing, and review agents into team workflows and measuring effects on cycle time, quality, and cost.
  • Embed AI into products such as underwriting, quoting, servicing, and agent tools, and establish model governance, explainability, and auditability guardrails.
  • Establish and document end-to-end workstream processes for planning, estimation, releases, testing, and compliance controls, and ensure teams follow them.
  • Build compliance into the platform to meet NAIC, SEC, and state regulatory requirements while maintaining delivery speed and customer experience.
  • Set KPIs for delivery speed, reliability, quality, and business value, and hold the organization accountable.
  • Hire, coach, and develop engineering managers and senior engineers across the US, South America, and India, fostering ownership, learning, and smart risk taking.
  • Manage vendors and partners, make build-versus-buy decisions, and deliver results.
  • Represent engineering with executives, reinsurance partners, and regulators, explaining business results through a technology lens.

Benefits

  • Long-term incentive awards, subject to program guidelines and approvals.
  • Annual bonus based on individual and company performance, subject to program guidelines and approvals.
  • Three medical plan options, two dental plan options, and a vision plan.
  • Voluntary Critical Illness, Hospital Indemnity, and Accident plans.
  • Pre-tax savings options, including a partially employer-funded Health Savings Account and healthcare, dependent care, and transportation Flexible Spending Accounts.
  • Company-paid Basic Life and AD&D, and Short- and Long-Term Disability benefits; Voluntary Life and AD&D plans are also offered.
  • Traditional and Roth 401(k) plans with a discretionary employer match.
  • Employer-paid wellbeing program with guided meditation, mindfulness exercises, mental health coaching, clinical care, and confidential resources including will preparation.
  • Employee and family discounts through LifeBalance, including gym memberships, travel, appliances, movies, and pet insurance.
  • Flexible paid vacation, typically nine company-paid holidays per year, paid sick time, paid parental leave, identity theft program, travel assistance, and fitness and other discount programs.
  • Comprehensive health, life, and financial wellbeing coverage.
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