AI Underwriter

The Role 

• Computer Vision — helping evaluate and validate AI systems that analyze property imagery for risk assessment purposes.
• Generative AI — informing the development of AI-powered tools that assist in quote generation, risk narratives, and underwriting workflows.
• Predictive Modeling — contributing your underwriting expertise to proprietary risk models, helping drive more accurate and data-driven outcomes across our book of business.

What You’ll Do

• Partner closely with AI researchers and engineers throughout the full model lifecycle — from early research and development through post-production monitoring. Translate complex underwriting guidelines into clear, consistent property assessments that inform and improve AI models. 
• Conduct in-depth property reviews to identify gaps or weaknesses in current AI models and recommend improvements.
• Supervise labeling teams to ensure accurate property classification in production models.
• Provide training and ongoing guidance to annotation teams; perform continuous quality assurance on annotation projects.
• Assist in the discovery and evaluation of new and revised AI models, contributing underwriting subject matter expertise.
• Maintain open, proactive communication across underwriting and AI teams. Take on special projects and assignments as the team's needs evolve.

Basic Requirements

• 4+ years of underwriting/insurance experience (commercial preferred)  
• Bachelor’s degree or equivalent education/experience preferred
• Retail agency relationship preferred
• Curiosity, hardworking, self-accountable, positive attitude, humble and fun
• Have an opinion, share your opinion and be open to other opinions
• Passion to obtain, retain and employ knowledge – as well as share knowledge
• Excellent verbal and written communication skills
• Strong analytical skills and attention to detail

Benefits:

• Salary: $100,000 - $120,000
• ISO stock options
• Medical, dental, and vision coverage for you and your dependents
• HSA with company contributions
• 401(k) with employer match
• Flexible time off
• 10 company-paid holidays
• Paid family leave

Honeycomb is committed to fair and equitable compensation practices. The base salary range listed in each job posting represents our good faith estimate of what we expect to pay for the role. Actual compensation may vary based on skills, experience, education, and location, as well as internal alignment and market factors.

What You'll Do: 

Next-generation risk assessment – deinvesting away from binary underwriting and revisioning risk selection utilizing mega data, AI and curiosity.   Modernized underwriting using cutting edge technology to more accurately and quickly assess risk, price and bespoke coverage/terms to profitably grow and manage a book of business. Honeycomb offers an environment of personal and career growth to achieve your best self through mentorship, engaging project assignments, personalized training and development, and internal and exterior exposure opportunities to expand your network and sphere of influence.

• Quote and release new and renewal business that has been either referred from underwriting algorithm or seeking changes that exceed user authority thresholds
• Analyze and approve requested policy changes
• Maintain familiarity and compliance with state insurance regulations and ISO rules for all states within assigned underwriting territory
• Maintain open, transparent and supportive communications with team members and interdivisional partners
• Monitor portfolio composition via reports, audits and inspections
• Support marketing functions and efforts to build and promote Honeycomb
• Complete special projects and assignments
• Some travel as deemed necessary <20%

Basic Requirements

• 2 -4 years of commercial insurance underwriting experience (Commercial Habitational experience strongly preferred) 
• Bachelor’s degree or equivalent education/experience preferred
• Retail agency relationship preferred
• Curiosity, hardworking, self-accountable, positive attitude, humble and fun
• Have an opinion, share your opinion and be open to other opinions
• Passion to obtain, retain and employ knowledge – as well as share knowledge
• Excellent verbal and written communication skills
• Strong analytical skills and attention to detail
• Hybrid availability: Must be able to work from our downtown Chicago office three days per week (Tuesday through Thursday)

Benefits & Compensation:

• Salary range: $85,000 - $100,000 (Pending Experience) + Bonus  
• ISO stock options
• Medical, dental, and vision coverage for you and your dependents
• HSA with company contributions
• 401(k) with employer match
• Flexible time off 
• 10 company-paid holidays
• Paid family leave

This is Adyen

Adyen provides payments, data, and financial products in a single solution for customers like Meta, Uber, H&M, and Microsoft - making us the financial technology platform of choice. At Adyen, everything we do is engineered for ambition. 

For our teams, we create an environment with opportunities for our people to succeed, backed by the culture and support to ensure they are enabled to truly own their careers. We are motivated individuals who tackle unique technical challenges at scale and solve them as a team. Together, we deliver innovative and ethical solutions that help businesses achieve their ambitions faster.

Credit Underwriter - Financial Products

As a Credit Underwriter based in Chicago, you will be part of a growing team responsible for evaluating, managing, and scaling credit risk across Adyen’s expanding suite of financial products. The team plays a critical role in assessing credit risk, underwriting SME and enterprise merchants, and ensuring that portfolio performance remains within Adyen’s risk appetite, while enabling sustainable growth for our merchants.

Beyond day-to-day underwriting and portfolio management, the team owns the development and operation of credit risk frameworks for new and evolving financial products (e.g. Adyen Capital). Working closely with Commercial, Product, Compliance, and other cross-functional partners, you will help design scalable, data-driven risk processes that support Adyen’s global growth ambitions.

The Credit Risk team is in an early stage of its journey, offering significant opportunities to shape processes, influence product direction, and grow alongside the business. You will join an international, diverse team that values ownership, pragmatism, and collaboration, and operates across regions and cultures.

The ideal candidate combines strong problem-solving skills, clear and direct communication, and deep financial expertise to deliver thoughtful risk assessments and contribute to strategic recommendations on credit policies, frameworks, and practices.

Please note that this role is a hybrid, 3x a week position in Chicago.

Base salary compensation for this role in Chicago is: $85,000.00-$110,000.00. The total compensation package also includes equity (RSUs).

What you’ll do

• Perform the credit underwriting and portfolio monitoring of different financial products, including loans to SMBs and other credit products to enterprise customers;
• Analyze the impact of business model, industry and macro-economic developments on the credit portfolios and the credit risk offering of Adyen;
• Develop and implement credit risk strategies to enhance portfolio performance while ensuring alignment with risk appetite and business objectives;
• Drive continuous improvement of our global and US-specific credit risk underwriting and monitoring framework, including policies, procedures and practices;
• Provide credit risk expertise to a variety of stakeholders to guarantee that credit risk is properly considered in new commercial product developments;
• Lead projects from beginning to end, and find optimal solutions that benefit our customers and improve our risk management practices;

Who you are

• Financial Expertise: 
• Minimum of 3+ years of experience in commercial credit underwriting, preferably within banking, fintech, or SMEs credit lending-driven environments.
• Strong analytical capabilities with demonstrated ability to interpret financial statements, assess borrower quality, and identify key risk drivers, trends, and early-warning indicators.
• Proven experience managing and assessing credit portfolios across products such as SMB lending, working capital solutions, overdrafts, charge cards, and/or asset-backed financing.
• Experience operating in high-volume, scalable credit environments is a strong plus, including exposure to payments, automation, and data-driven decisioning frameworks.
• Ability to balance risk and return, applying sound judgment to make credit decisions in line with defined risk appetite and business objectives.
• Familiarity with U.S. regulatory frameworks and guidelines related to credit risk; hands-on regulatory experience is a strong plus but not required.
• Mindset:
• Results-driven and outcomes-focused, with a strong sense of ownership and accountability for decisions and impact.
• Comfortable operating in a fast-scaling environment, contributing to the design of robust processes and building with automation and scalability in mind.
• Adaptable and resilient, able to adjust quickly to changing priorities, product offerings, and risk profiles.
• Collaborative team player with a low-ego, high-accountability mindset who values constructive challenge and shared success.
• Communication
• Clear and effective communicator who is able to communicate straight and to the point.
• Comfortable engaging with a wide range of stakeholders, both internally and externally, across functions and seniority levels.
• Capable of navigating complex and sensitive conversations with regulators, merchants, and partners, translating risk considerations into clear, actionable messages.

Our Diversity, Equity and Inclusion commitments 

Our unique approach is a product of our diverse perspectives. This diversity of backgrounds and cultures is essential in helping us maintain our momentum. Our business and technical challenges are unique, and we need as many different voices as possible to join us in solving them - voices like yours. No matter who you are or where you’re from, we welcome you to be your true self at Adyen. 

Studies show that women and members of underrepresented communities apply for jobs only if they meet 100% of the qualifications. Does this sound like you? If so, Adyen encourages you to reconsider and apply. We look forward to your application!

What’s next?

Ensuring a smooth and enjoyable candidate experience is critical for us. We aim to get back to you regarding your application within 5 business days. Our interview process tends to take about 4 weeks to complete, but may fluctuate depending on the role. Learn more about our hiring process here. Don’t be afraid to let us know if you need more flexibility.

Adyen is an equal opportunity employer. We do not discriminate based on race, color, ethnicity, ancestry, national origin, religion, sex, gender, gender identity, gender expression, sexual orientation, age, disability, veteran status, genetic information, marital status or any legally protected status.

All your information will be kept confidential according to EEO guidelines.

What you will do as a Middle Market Underwriter US:

• Bring established broker relationships to Cowbell in support of Cowbell’s goals.
• Maintain profitability across the middle market book through appropriate risk selection, analysis and servicing of accounts based on Cowbell Cyber Insurance guidelines
• Manage renewal business while maintaining our customer service standards to keep retention high and customers happy 
• Collaborate with team members to support the region’s goals and strengthen our partnerships with broker partners
• Maintain expansive knowledge of the cyber insurance marketplace, current trends in the industry, as well as the threat environment
• Identify areas where our unique capabilities provide us with a competitive advantage and build out processes that support these
• Partner with the Cyber Risk Services and Data Science teams to continually improve our technology and deliverables to the policyholder
• Serve as a subject matter expert for the broader team on coverage questions
• Collaborate with a passionate team, have fun, grow, learn, and teach the company along the way

What Cowbell needs from you:

• Bachelor's degree or equivalent work experience
• Minimum 5+ years of underwriting experience in Cyber/Tech E&O with a focus on Middle Market business (over 250M in revenues)
• Technical expertise and product knowledge specific to the lines of business that will be underwritten
• Demonstrated ability to produce new renewable Cyber/Tech/Excess business profitably over a significant period of time
• Superb production underwriting skills; must be able to demonstrate successful broker management including building, maintaining, and managing broker relationships
• Proven ability to successfully negotiate deals, while maintaining an appropriate level of discipline to keep the book profitable
• Strong track record of teamwork and collaboration. This role will interact across sales and underwriting teams, requiring training and mentorship at times.
• Desire to win!

Pay Transparency:

The annual base salary range for this position based in the United States is listed below. This salary range is an estimate , and the actual salary may vary based on Cowbell’s compensation practices, job related skills, depth of experience, relevant certifications and trainings, in addition to geographic location. Based on the factors above, Cowbell utilizes the full width of the range. 

Annual base salary range for this role: $130k-$230k + bonus