Full-Time

Lead Application Development Engineer

Payment Technology

Deadline 9/25/26
American Family Insurance Group

American Family Insurance Group

10,001+ employees

Property and casualty insurance provider

Compensation Overview

$131k - $220k/yr

+ Annual incentive

No H1B Sponsorship

Madison, WI, USA + 1 more

More locations: Boston, MA, USA

Hybrid

Ten days per month on-site at a Madison or Boston office; relocation support is available for eligible candidates.

Bachelor's

Category
Software Engineering (1)
Required Skills
Distributed Systems
Java
Operating Systems
Infrastructure as Code (IaC)
Docker
Microservices
AWS
Observability
REST APIs
DevOps
Spring

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Requirements
  • Demonstrated experience providing customer-driven solutions, support, or service.
  • Demonstrated experience analyzing and understanding complex software and systems.
  • Demonstrated experience communicating technical information.
  • Demonstrated experience developing solution-delivery and design approaches and solutions for customers.
  • Demonstrated experience developing complex software and systems using one or more programming languages.
  • Demonstrated experience analyzing and estimating project size and work efforts for software solutions.
  • Demonstrated experience providing technical guidance and leadership to less experienced staff.
  • Extensive knowledge of software development and design standards and methodologies.
  • Extensive knowledge of infrastructure technologies, operating systems, and the interconnectivity between infrastructure platforms and software tools.
  • Extensive knowledge of the systems development life cycle.
  • Solid knowledge of application architecture and design alternatives.
  • Solid knowledge of integration and migration strategies and technologies.
Responsibilities
  • Own the technical direction for secure, scalable payment applications from early concepts and architecture through implementation and production.
  • Modernize legacy solutions with cloud-native, microservices, application programming interface, event-driven, and distributed-system patterns.
  • Partner with product, architecture, engineering, and business teams to define designs and delivery plans.
  • Lead development for complex or high-risk capabilities and solve challenges across integrations and dependencies.
  • Set engineering standards across design, testing, security, observability, performance, documentation, and production readiness.
  • Mentor engineers, guide key technical decisions, and connect engineering work to customer and business outcomes.
Desired Qualifications
  • A bachelor's degree in a relevant field or equivalent practical experience.
  • Approximately 10 or more years in software engineering, application development, or enterprise solution delivery, including 7 or more years with Java, Spring Boot, or comparable backend technologies.
  • Five or more years building and deploying cloud-native applications, ideally on Amazon Web Services, using microservices, REST APIs, event-driven architecture, and distributed systems.
  • Experience modernizing legacy or high-volume transactional applications.
  • Payment-platform, financial-services, or similarly regulated-industry experience.
  • Experience with relevant Amazon Web Services services, containers, continuous integration and continuous delivery, infrastructure as code, automated testing, observability, security, and resilient production operations.
  • Ability to turn business needs into scalable technical designs and use approved artificial-intelligence-assisted tools or cloud artificial intelligence services to improve engineering quality and efficiency.
  • Demonstrated technical leadership through mentoring, architecture and code reviews, stakeholder influence, and delivery of customer-focused business outcomes.
American Family Insurance Group

American Family Insurance Group

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American Family Insurance Group provides property and casualty insurance across personal and commercial lines. It underwrites and administers policies and risk management services through a multiline insurance model. It differentiates itself with a diversified distribution strategy, including acquisitions like Bold Penguin to offer its own products and those of others. Its goal is to grow into a broader, more integrated insurer by expanding access to property and casualty coverage across multiple channels.

Company Size

10,001+

Company Stage

Debt Financing

Total Funding

$300M

Headquarters

Madison, Wisconsin

Founded

1927

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Simplify Jobs

Simplify's Take

What believers are saying

  • 2025 underwriting gain hit $2.6 billion, up from $603 million in 2024.
  • December 2025 Four Lakes Re locked $200 million catastrophe protection through 2028.
  • Bowhead closes in 2026, adding diversification without financing conditions or leverage pressure.

What critics are saying

  • 2025 policies in force fell 11% to 12.1 million, signaling core shrinkage.
  • American Family exited Main Street America Insurance Bonds in February 2026, shrinking product scope.
  • Wildfire, storm, and catastrophe losses drive recurring volatility; Nevada wildfire response shows exposure.

What makes American Family Insurance Group unique

  • Mutual structure supports patient capital; 2025 equity reached $14.3 billion.
  • Bold Penguin expands commercial distribution through competitor-product brokerage and small-business comparison shopping.
  • Bowhead acquisition adds specialty casualty, professional liability, and healthcare liability by end-2026.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Company Match

401(k) Retirement Plan

Paid Vacation

Paid Holidays

Student Loan Assistance

Parental Leave

Growth & Insights and Company News

Headcount

6 month growth

3%

1 year growth

3%

2 year growth

3%
American Family Insurance
Aug 3rd, 2026
American Family to acquire Bowhead Specialty for $1.2B

American Family Mutual Insurance Company has agreed to acquire all outstanding shares of Bowhead Specialty Holdings it does not currently own for $34.00 per share in cash, valuing the transaction at approximately $1.2 billion. Bowhead is a growing specialty insurance business providing casualty, professional liability, and healthcare liability insurance products. The company operates through two underwriting models: a "craft" model for large, complex risks and a "digital" model for smaller, scalable businesses. American Family has been a minority stockholder and strategic partner in Bowhead since 2020. The acquisition aims to diversify American Family's commercial portfolio and drive sustainable profitable growth. The transaction is expected to close before the end of 2026, subject to regulatory approvals and Bowhead stockholder approval. American Family will fund the purchase through cash and liquid investments on hand.

Global Legal Chronicle
Feb 20th, 2024
Four Lakes Re Ltd.’s US$175 Million Catastrophe Bond Issuance

Conyers, alongside Mayer Brown LLP, advised Four Lakes Re Ltd. on the issuance. Special purpose insurer Four Lakes Re Ltd. announced its new US$125 million Series …

Business Wire
Feb 17th, 2023
Arturo Announces Seed Series Close and Spin-out from American Family Insurance

Arturo, an artificial intelligence powered property analytics startup, announces the close of Seed Series and spin-out from American Family Insurance.

Artemis
Dec 21st, 2022
AmFam raises Four Lakes Re 2022 cat bond target to $125m, pricing at top-end - Artemis.bm

American Family Mutual Insurance Company, or AmFam as it is abbreviated, is hoping to upsize its latest catastrophe bond issuance, with the new Four Lakes

Technical.ly
Sep 24th, 2020
This Week in Jobs, PTW20 Reboot Edition: Get Introduced to your new career

A bonus TWIJ for the all-virtual, mid-Atlantic-spanning Philly Tech Week.