Root
Simplifying the everyday services people need.

Senior Engineering Manager, Pricing

| Chicago

We are looking for a Senior Engineering Manager to come and join our team. In this role, you will have responsibility for multiple product engineering teams across a vertical within our business. Our technical leaders are expected to be hands on in the technical decision making process - although you won’t be writing code on a daily basis, we fully expect our engineering leaders to be able to read and write code, and more importantly both make and contribute to technical architecture decisions. You will own the technical architecture and roadmap decisions for an emerging product line built atop our existing business, so this leader will need to be skilled at looking around corners and anticipating “where the puck is going”. To support our long-term rapid growth, you will need to be exceptional at hiring and growing top-tier engineering talent, and not afraid to think outside of the box in order to do so. You will also be expected to manage at multiple levels and know when to dive deep and when to manage using auditing mechanisms. This includes helping to define KPIs, drive and improve operational posture, and be able to identify potential risks before they become issues.

The Role & Responsibilities

  •  

    • Lead multiple engineering teams in having a transformative impact, redefining an industry that has underutilized technology and been stagnant for far too long.
    • Fluidly lead the transitions necessary to grow the engineering organization from 12 to 30+ engineers over the next 24 months.
    • Deliver working software to realize the tremendous advantage that Root has being an insurance carrier built on modern technology.
    • Maintain the momentum of a high-performing team that has excelled in building the entirety of a software platform necessary to run an auto insurance carrier.
    • Coach and grow new engineering leadership, especially cultivating new management talent within your scope
    • Continue to attract talent of the caliber that will make Root nearly unrivaled in its achievements relative to its team size.
    • Cultivate skills and manage performance, guiding your engineering organization in career progression, promotions, performance improvement, and hiring practices.
    • Collaborate fluidly with internal peers (Product, Design, Data Science, and more) on applying engineering expertise to deliver on organizational objectives.
    • Use your judgement and technical ability to follow problems wherever they lead as you work across departments to solve ambiguous, gnarly problems.
    • Professionally represent Root in conversations with clients and vendors as necessary.

Preferred Professional Qualifications

  • Proven ability and success running and scaling a team of developers, attracting outstanding talent, and creating a culture of innovation and technical excellence.
  • 5+ years of engineering leadership experience in a high-growth company, reliably executing on product roadmaps.
  • Ability to recruit and motivate top engineering talent. Can effectively manage teams ranging in size from 10 to 45 engineers.
  • Demonstrated technical leadership with significant exposure to growing organizations, enabling process, and growing software engineering teams (career mentoring, retention, advancement).
  • Familiarity with building large-scale products powered by backend API platforms and client-server architectures.
  • Strong technical knowledge, with the ability to understand critical path challenges and product delivery implications.
  • Experience with modern technology and the latest open source distributed systems and architecture knowledge is ideal.
  • Skilled at implementing and optimizing software engineering and product development methodologies and processes.
  • Excellent communicator and past success working cross-functionally in partnerships with adjacent business functions in an evolving company.
  • Experience with process management and implementation.
  • Eloquent and savvy leader who can find optimal execution for goals and objectives held by all stakeholders: founders, investors, and employees.

Personal Characteristics.

  • Highly effective at creating collaborative relationships across an entire organization.
  • Comfortable in both scrappy and entrepreneurial environments as well as more sophisticated and later stage organizations.
  • A strategic thinker, with a vision that far transcends what is visible today.
  • Inventive, understanding when to pursue creative solutions to problems while being thoughtful of their trade-offs
  • An entrepreneur who sees ambiguity as opportunity, and obstacles as chances to build.
  • High energy and action-oriented with a history of getting things done in complex environments.
  • Integrity beyond reproach and the ethical soundness of a true leader.
  • Superior analytical skills and attention to detail with good business judgment and exceptional maturity, diplomacy, and communication skills (both written and verbal).
  • Results orientation with a strong work ethic. Must be tenacious, with the emotional intelligence to know when to push harder and when to look for alternative approaches.

Join us.

At Root, we judge people based on the merit of their work, not who they are. Very few (if any!) people will fit every description; so if you are passionate about what this role entails, and are excited by solving real problems, we encourage you to apply; we want to learn about you, and what you can add to our team!

 

Who we are.

Root Insurance is the nation’s first licensed insurance carrier powered entirely by mobile. We were founded on the belief that the services you need for everyday life should serve you better. That’s why we base insurance coverages on you, not your demographic. It’s the way insurance should be. And it’s all conveniently in an app.

 

What draws people to Root.

We’re a venture-backed technology company. Our early success is in large part due to our unwavering standards in hiring. We recognize that our product is only as good as the people building and promoting it. We look for individuals who find solutions by going through the cycle of ideation to implementation with curiosity, rigor, and a highly analytical lens. Ask anyone who works here and you’ll hear similar reasons for why they joined:

 

Autonomy. For assertive self-starters, the opportunities to contribute are limitless.

Impact. By challenging the way it’s always been done, we solve problems that have a big impact on our business.

Collaboration. We encourage rich discussion and civil debate at every turn.

People. We are inspired by the collection of crazy-smart people around us

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What are Root Perks + Benefits

Root Benefits Overview

Our benefits exist to support exceptional employees in doing their very best work. We have full health, vision, dental insurance and we cover 100% of the premiums for employees and 75% for dependants.

Culture
Eat lunch together
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Pair programming
Open office floor plan
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Root employees can contribute up to $2700 annually to their FSA.
Dental Benefits
Vision Benefits
Health Insurance Benefits
A health insurance plan that provides for you and your family.
Life Insurance
Employer-paid for life insurance is equal to 60% times an employee's annual salary.
Pet Insurance
Pet insurance that protects your four-legged loved ones.
Retirement & Stock Options Benefits
401(K) Matching
Root contributes the equivalent of 3% of your salary to your 401(K) regardless of your contribution.
Company Equity
Root offers incentive stock options that vest over a 4-year period for all of our Engineering roles.
Child Care & Parental Leave Benefits
Generous Parental Leave
We provide up to 12 weeks of parental leave for the primary caretaker. Root also provides 6 weeks of leave for the secondary caretaker.
Flexible Work Schedule
Root provides employees with a flexible work schedule but our core hours are generally 9-5.
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Holidays
Paid Sick Days
Perks & Discounts
Casual Dress
Commuter Benefits
Root offers up to $100 a month for qualified commuter expenses.
Free Daily Meals
We provide catered lunch every day.
Stocked Kitchen
Root has a stocked kitchen of snacks and drinks. Everything you need to do your very best work.
Relocation Assistance
We offer competitive relocation packages.
Professional Development Benefits
Job Training & Conferences
Root has a continuing education budget for conferences, online resources, and certifications that are related to their work.
Lunch and learns
Root hosts weekly lunch and learns from
Cross functional training encouraged
Promote from within
Time allotted for learning
We have 12 hack days a year for engineers to explore new technologies or build things that aren't prioritized on our product roadmap but pique their interest.

Additional Perks + Benefits

Our carefully curated benefits and perks exist to empower our employees to do their very best work by bringing their authentic selves to work every day.

An Insider's view of Root

What does your typical day look like?

A quick standup followed by opportunities for both pairing and soloing. Maybe an occasional design meeting or retrospective. My team sits at the intersection of a lot of technologies so the day-to-day work varies. There's time carved out to learn technologies that are new to me and to help lead others with the technologies that I already know well.

Jordan

Senior Software Engineer

How does the company support your career growth?

I think the emphasis on team rather than personal responsibility makes Root a great place to grow. Engineers aren't concerned with producing their "own" work at the exclusion of helping others. Engineers at Root also just love problem-solving and step up to whatever problems I come to them with.

Liz

Software Engineer

Jobs at Root
58

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Remote
2 weeks ago
The R&D team seeks to create new and improved technology that can provide Root with a competitive advantage in the insurance marketplace (i.e., R&D takes the moonshots). You will play a key role in creating and utilizing applied research techniques that drive business insights and decision-making in unproven areas. The role will also include taking on complex forecasting and customer segmentation problems to unlock new opportunities.  You will work closely with product, business development, and engineering teams to create dashboards and analytics that track business KPIs and deliver actionable analysis. Our ideal candidate is comfortable with ambiguity, dives deep into data to find insights, is detail-oriented, and can work well with cross-functional teams. 

Senior Analyst, Data Visualization

Root
Remote
2 weeks ago
The Position:   We don’t believe in black magic or divine intervention that graces a few lucky entrepreneurs.  We do, however, believe in leveraging structured, rigorous thinking and quick, nimble iteration to create products that customers love.   As a Senior Analyst, Data Visualization  -- you will own the communication of metrics about our business. There are a several values and analytical questions that guide the team’s thinking:   1. Metric

Senior Business Analyst

Root
Remote
2 weeks ago
Works collaboratively with stakeholders across the organization to establish a foundation of data requirements to support analytic capabilities. Develops data governance framework to empower users and build trust in the data. Defines and owns metrics that capture the spirit of business objectives as closely as possible. Works with engineers and other analysts to maintain the consistency and reliability of the data warehouse. Monitors data quality and makes recommendations for areas of improvement. Evangelizes data governance best practices companywide.

Visual Designer, Web

Root
Chicago
2 weeks ago
The position. We are looking for a skilled visual designer who is eager to work on a wide range of web work. This person will be working closely with product owners, stakeholders, creative leads, and peers to continually optimize, through testing, the site experience for our customers, support business initiatives, and help grow the business.    Designers must have a solid understanding of graphic design and web technologies as well as a good

Senior Visual Designer, Design Systems

Root
Remote
2 weeks ago
We are rewriting the rules of insurance and we’re looking for a designer who is up for the challenge to help define and document our ever-evolving brand language.   We are searching for a proven Systems Designer who can own maintaining the systematic integrity of Root’s “One Brand” initiative. The Root brand design system includes: brand guidelines, a UI component library, and other design system documentation as necessary.    Senior Visual

Information Security Engineer, MDR/XDR

Root
Remote
2 weeks ago
The Information Security team at Root strives to lower the organization's risk while enabling transformative technologists to do their cutting-edge work.  As an Information Security Engineer, you’ll be joining a small team dedicated to securing Root, having a large opportunity to influence how we build and secure these systems.   The ideal candidate brings strong MDR/XDR/SOC experience along with Sumologic query experience.  You'll work with

Product Analyst, Pricing

Root
Remote
3 weeks ago
The Pricing team uses data, technology, and rapid innovation to develop pricing strategies that maximize profitable growth. The team is responsible for turning raw data into compelling stories that generate actionable insights, so strong technical skills, communication, and business acumen are a must.

Senior Software Engineer

Root
Chicago
3 weeks ago
The engineering team at Root strives to be one of the most transformative engineering teams ever. We’re changing the way an industry works by leveraging technology and data to build the best products possible. Even with our significant growth, we operate in small teams that are given ownership over projects and results. We’ve found that the people closest to the problems are the best at solving them.

Head of Mobile Acquisition

Root
Remote
5 months ago
We are looking for a seasoned performance marketing leader with deep knowledge in mobile acquisition channels, including Google UAC, Display, Youtube, Paid Social, and DSP. In this position, you'll own the P&L for mobile acquisition spanning multiple products while scaling and leading a team of performance marketing managers. You will interact with product, data science, actuary, and brand team leaders and provide recommendations to the leadership team on marketing investment strategy to continually improve efficiency and unlock new opportunities.