Get to know Highwing.

Commercial insurance has trouble using its data, limiting its ability to compete effectively and grow profitably. Highwing helps insurance move faster and go further. Insurance is built from millions of individualized data points about customers, claims, costs, and more. Without these data points, calculating and transferring risk at scale wouldn't be possible. The problem is that data is highly fragmented. Rather than businesses being buoyed by this data, they are drowning in it because there are no easy, reliable connections between systems. Highwing is the first open data platform for Insurance brokers and carriers. Think of us as the digital nervous system for Insurance. We connect data both inside and outside our platform in order to bring efficiency to the procurement of insurance.

What’s it like to work at Highwing?

Our Crew. Our team is composed of experienced designers, engineers and entrepreneurs. We believe software development is a team sport, and the best products are built by teams with diverse backgrounds who are empowered with a high degree of autonomy. We strive for rapid iteration and continuous improvement in both our products themselves and our approaches to building them. We work at a sustainable pace and know from experience that building a lasting product organization is a marathon, not a sprint.

Highwing is rapidly growing its product & engineering team to support our customer growth and continue developing our open data platform for commercial insurance. As we grow, we’re finding limitations in our current approach of distributing responsibility for security, site reliability, and infrastructure management concerns among the backend engineers who serve as part of our product/feature teams. We’re looking for a thoughtful senior engineer interested in helping us “up our game” in those areas: driving architectural decisions, improving our security posture, keeping our infrastructure-as-code tidy, and increasing the confidence and velocity of our feature teams. Critically, we’re looking for someone who shares our passion for serverless platforms and techniques - limiting product risk and focusing on our key areas of differentiation while pushing us to keep our application architecture and deployment models on the leading edge of what’s possible.

About you:

You’re an experienced software engineer with a passion for infrastructure, security, and reliability and a track record working with data-intensive, API-driven software platforms. You have experience architecting complex systems, working with various frameworks and data stores, and making the appropriate trade-offs to fit the needs of a particular problem. You’re keen to push the boundaries of rapid delivery and are comfortable working with and keeping up to date on the latest advancements in cloud infrastructure.

You’re passionate about automation, reproducibility, and resiliency, ensuring that any task that needs doing repeatedly can happen autonomously, that you’ll know if it fails to work, and that you’ll have the tools and techniques at your disposal to debug if needed.

You think about security as a first-order concern and are passionate not only about shipping secure software yourself but helping others improve their security practices. You also recognize the inherent tension between security and usability and can have difficult conversations with multiple stakeholders (including externally) to shape security posture at all levels of the stack.

You have worked with products over multiple releases and developed a sense of what it means to build software for long-term maintainability. You are passionate about your work but recognize that building software is a long-term team sport, not an individual sprint. You love well-thought-out architecture, maintainable code, and seamless user experiences. You are looking to help build a product that will be a crucial part of many users’ daily workflow.

Our Stack

We are building a greenfield product on a modern AWS-based serverless technology stack. Our current toolbox includes Ruby/GraphQL (API), React/Apollo (frontend), Python/Airflow (data), Elasticsearch, Postgres, Terraform, and many related technologies. We strive to make technology choices that enable our team and product to scale easily and limit our exposure to operational burdens. We’re not technology zealots, and our team members have a high degree of autonomy to choose the tools they feel best address the challenges at hand. We iterate quickly and deploy continuously while striving to keep the quality of our user experience high and our codebases tidy. And we have a lot of fun doing it together.

Your Work at Highwing

  • You will be responsible for designing, building, and maintaining software to support Highwing’s product objectives and business goals. 
  • You should be comfortable working in a fast-paced environment with quick changes and a high degree of uncertainty. 
  • A high degree of proficiency in tools and architectures for building modern web and data platforms is a must, as is a desire to learn quickly to adapt to changing technologies and business challenges.
  • As a member of the engineering team, you will help guide both the technical and usability aspects of the software we build and will be involved in all stages of the cycle of iterative product development.
  • You will have a high degree of freedom to pick the tools and frameworks that you feel best address the problems at hand and will be responsible for managing and maintaining those technology investments over their entire lifetime.

Knowledge, Skills, and Abilities:

  • You are design-centered: having a high degree of product sense & a strong appreciation for user (and developer) experience
  • You are excited to explore new technologies and platforms
  • 5+ years experience building production-ready enterprise software, or related field or equivalent experience
  • Nice to have: you have experience navigating the ins and outs of compliance, particularly SOC2
Compensation
 
$120 - 160k / year (DOE)

At this time, we can only consider United States-based applicants with authorization to work in the United States on a permanent, full-time basis; unfortunately, we cannot provide visa sponsorship or remote employment outside of the United States.

Our Core Values

Collaboration. We are playing a team sport. Building a successful enterprise is a team effort. But it is important to distinguish a team dynamic from a family dynamic. Teams thrive on unwavering support, respect and openness – but not unconditional acceptance. Talented jerks have no place on a great team. We consistently challenge each other to improve every day – not only with respect, but with uncommon positivity.

Autonomy. This is not a little kid’s soccer team. We believe extreme autonomy is valuable in not only maintaining happy, productive people, but also in building impactful, innovative products. So we don’t all swarm to the ball. We hire intelligent, diligent, passionate people who are capable of operating in large, sometimes ambiguous problem spaces with a great deal of freedom and decision-making authority. In exchange, we expect everyone to dig in, learn deeply about the space and take initiative every day.

Improvement. “Kaizen” is part of our everyday vocabulary. Our technology, our industry and our clients are always in a constant state of flux. We must regularly evolve with them, or we will quickly fall behind. That’s why we are dedicated to practicing “Kaizen,” the Japanese concept of continuous improvement. This means we are, above all, a learning culture. We approach every problem with a beginner’s mind. We look to improve every part of what we do, every day – from our product to our process and beyond. We always strive to give and receive feedback, even when it is difficult. And we allocate time specifically for learning and reflection, so we can avoid our failures and replicate our successes.

Transparency. Having stake in the business is about more than just equity. We believe the best way to give people stake in the business is to give them full visibility into it. That’s why we share everything transparently, from ongoing client meetings and project statuses to project financials. This allows everyone to see the work they’re doing and understand how that work ladders up, connects and impacts the business. This complete context enables better collaboration, more autonomy and faster improvement.

Empowerment. We believe in leading from behind. We believe great managers should act as resources, not gatekeepers. We keep organizational hierarchy minimal, and use it only as a way to help people achieve their maximum potential. This semi “flat” culture allows anyone in the organization to not only bring radical ideas to the table, but also to pursue them fully, without bureaucratic barriers in the way.

Kindness. Challenge directly, care personally. Kindness doesn’t simply mean being nice. And doesn’t mean avoiding constructive conflict. Kindness to us means challenging ideas with positive intent. It means being intentional, honest and generous with the way we treat one another, our partners, our clients and the world. We are hell bent on building an uncommonly positive and forthright culture, because we believe this form of kindness has the power to transform our work, our business and our industry.

Highwing Benefits Overview

Comprehensive insurance: We provide comprehensive employee and family health insurance and ancillary benefits (life insurance, disability, and more).

Learning & development stipend: We believe in continuous improvement (see above) - this includes you as a person and as a professional. That’s why we provide an annual learning and development stipend that you can use however you see fit to further develop as a professional in your area of expertise or the insurance industry as a whole. Attend conferences, read books, take online learning courses, and more!

Time-off to recharge: We have a generous paid time off policy - take what you need when you need it. And when we say time-off - we really mean time-off - don’t check your emails, don’t reply to Slack - relax and recharge.

Remote work: We’ve created an environment that supports remote work. While we love collaborating with everyone in the office at the same time (and the impromptu happy hours and lunch chats that ensue) - we understand that you may sometimes be more productive at home or in a different environment. We’ve built our team meetings and processes to support you to work your best wherever you see fit whenever you see fit.

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