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Counterpart is an insurtech platform reimagining management and professional liability for the modern workplace. We believe that when businesses lead with clarity and confidence, they become more resilient, more innovative, and better prepared for what’s ahead. That’s why we built the first Agentic Insurance™ system — where advanced AI and deep insurance expertise come together to proactively assess, mitigate, and manage risk. Backed by A rated carriers and trusted by brokers nationwide, our platform helps small businesses grow with confidence. Join us in shaping a smarter future, helping businesses Do More With Less Risk®.
As a member of the risk engineering team, you will be responsible for the production of premium through proper risk analysis and effective distribution of our product. In collaboration with the engineering, design, data, and operations team, you will leverage your industry knowledge and broker relationships to develop management liability and professional liability insurance products that brokers are eager to promote to their clients.
AS A PRODUCTION FOCUSED RISK ENGINEER YOU WILL:
Achieve and exceed underwriting performance and revenue goals, using AI assisted risk scoring, automation, and triage to prioritize submissions and underwrite in accordance with our stated procedures.
Price accounts with competitive terms quickly and thoughtfully, applying AI driven rating and pricing recommendations to accelerate turnaround while adhering to guidelines.
Provide quick, competitive quote communication, using AI drafting and response tools to align messaging with our distribution and market strategies.
Collaborate with the underwriting team of Risk Engineers on understanding the unique exposures of complex accounts.
Serve as a trusted partner to wholesale brokers by offering thoughtful underwriting guidance and responsive communication; use AI tools to log and summarize broker engagement activity in internal systems.
Provide market feedback and recommend improvements to our terms, rates, and guidelines improving our policy forms and coverages
Bind new business accounts through the consistent engagement with brokers and effective management of the submission and quote lifecycle.
Represent Counterpart at broker meetings, and industry conferences, and networking events.
Surface market feedback and competitive observations to inform the product roadmap and underwriting strategies.
PEOPLE WHO THRIVE HERE:
Entrepreneurial, willing to experiment, embrace new technology, try new things
Comfortable with ambiguity and rapidly changing priorities. Change is normal and happens quickly at startups. You have experience experimenting, learning, and pivoting with your learnings.
Take ownership of your projects, your deadlines, your functions, your calendar, your own destiny. People who thrive at a startup like ours have a bias toward action and documentation.
Communicate directly and with clarity. Working cross-functionally is an essential part of any role at Counterpart. You’ll succeed by conjoining expectations with others and holding all accountable.
THE HARD PARTS:
We're early, and that's not always comfortable. Counterpart is still a young company, which means some processes, tools, and norms are still being built in real time. You may encounter situations where the answer doesn't exist yet — and you'll be expected to help create it rather than wait for someone else to.
The feedback culture is real. We mean it when we say speak boldly and honestly. That goes both ways — you'll be expected to give direct feedback and to receive it without defensiveness. If you've spent your career in environments where difficult conversations get softened or avoided, that adjustment can take time.
Distributed work requires more intentionality. There's no office to drop by, no hallway conversation to clear up a misunderstanding. Staying connected, communicating proactively, and building relationships across a remote team takes real effort; it doesn't happen automatically here.
We move fast and expect you to keep up. Counterpart operates with a bias toward action. Decisions get made quickly, priorities can shift, and we don't wait for perfect information. If you're used to slower, more deliberate organizational rhythms, the pace here can be a genuine adjustment.
You're expected to own your outcomes. There's a high degree of autonomy here, which is a feature, but it also means there's no one looking over your shoulder to catch things before they become problems. The people who thrive take that ownership seriously and hold themselves accountable without being asked.
WE LOOK FOR TEAMMATES WHO HAVE:
3-7 years of underwriting experience in the respective product.
A network of brokers, carriers, underwriters, or clients in the professional liability insurance space.
Expertise in various aspects of specialty liability products (e.g. rating procedures, policy forms, applications and coverage endorsements).
Ability to successfully engage with brokers to establish long-term, profitable partnerships with brokerages.
Confidence presenting to key internal and external stakeholders.
Demonstrated success with high performing sales and account management practices.
A proven track record of success, achieving and exceeding monthly, quarterly and annual targets.
Enthusiasm for continuous challenges in a high velocity environment.
Flexibility for travel, when necessary (once per month as a minimum) College Degree with relevant work experience of 4+ years.
WHO YOU WILL WORK WITH:
Brad Bahler, Director of Field Underwriting: Brad has over a decade of experience in management liability underwriting. He managed one of the largest books of small business management liability risks at Travelers, where he was known for his deep understanding of coverage, outstanding submission response times, and boundless enthusiasm for the space.
Jake O’Donnell, Risk Engineer Territory Lead: Jake started his insurance career at Chubb, where he was able to develop and grow a profitable book of private-for-profit and non-profit management liability business. Jake is known for his exceptional service to industry brokers and his extensive knowledge of management liability. Jake also is a CPCU designation recipient.
WHAT WE OFFER
Stock Options: Every employee is able to participate in the value that they create at Counterpart through our employee stock option plan.
Health, Dental, and Vision Coverage : We care about your health and that of your loved ones. We cover up to 100% of your monthly contributions for health, dental, and vision insurance and up to 80% coverage for family members.
401(k) Retirement Plan : We value your financial health and offer a 401(k) option to help you save for retirement.
Parental Leave : Birthing parents may take up to 12 weeks of parental leave at 100% of their regular pay following the birth of the employee’s child, and can choose to take an additional 4 unpaid weeks. Non-birthing parents will receive 8 weeks of parental leave at 100% of their regular pay.
Unlimited Vacation : We offer flexible time off, allowing you to take time when you need it.
Work from Anywhere : Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, and invite the team to meet in person a couple times per year.
Home Office Allowance : As a new employee, you will receive a $300 allowance to set up your home office with the necessary equipment and accessories.
Wellness stipend : $100 per month to spend toward an item or service that supports your wellness (i.e. massage or gym membership, meditation app subscription, etc.)
Book stipend : To support your intellectual development, we offer a book stipend that allows you to purchase books, e-books, or educational materials relevant to your role or professional interests.
Professional Development Reimbursement : We provide up to $500 annually for you to invest in relevant courses, workshops, conferences, or certifications that will enhance your skills and expertise.
No working birthdays : Take your birthday off , giving you the opportunity to relax, enjoy your special day, and spend time with loved ones.
Charitable Contribution Matching : For every charitable donation you make, we will match it dollar for dollar, up to a maximum of $150 per year. This allows you to amplify your charitable efforts and support causes close to your heart.
COUNTERPART'S VALUES Conjoin Expectations - it is the cornerstone of autonomy. Ensure you are aware of what is expected of you and clearly articulate what you expect of others.
Speak Boldly & Honestly - the only failure is not learning from mistakes. Don’t cheat yourself and your colleagues of the feedback needed when expectations aren’t being met.
Be Entrepreneurial - control your own destiny. Embrace action over perfection while navigating any obstacles that stand in the way of your ultimate goal.
Practice Omotenashi (“selfless hospitality”) - trust will follow. Consider every interaction with internal and external partners an opportunity to develop trust by going above and beyond what is expected.
Hold Nothing As Sacred - create routines but modify them routinely.Take the time to reflect on where the business is today, where it needs to go, and what you have to change in order to get there.
Prioritize Wellness - some things should never be sacrificed. We create an environment that stretches everyone to grow and improve, which is fulfilling, but is only one part of a meaningful life.
Our estimated pay range for this role is $120,000 to $170,000. Base salary is determined by a variety of factors, including but not limited to, market data, location, internal equitability, and experience.
We are committed to being a welcoming and inclusive workplace for everyone, and we are intentional about making sure people feel respected, supported and connected at work—regardless of who you are or where you come from. We value and celebrate our differences and we believe being open about who we are allows us to do the best work of our lives.
We are an Equal Opportunity Employer. We do not discriminate against qualified applicants or employees on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.