Underwriting Assistant, Health

VP, Product Insurance underwriting runs on human judgment, manual workflows, and knowledge locked in someone's head. It breaks when that person leaves and doesn't scale when the book doubles. Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. Not summaries or flags, but systems that make real decisions on billions in premium for some of the world's largest carriers. AI is the product, the workflow, and the moat. If you think in systems, move fluidly from research to pixels, and are energized by designing AI-native experiences where the best practices haven't been written yet — this role was made for you. Who We Are 🏔 Product: Sixfold is the AI brain for underwriting. Our platform handles submissions at scale, assessing risk against appetite, surfacing cited insights, and deploying AI agents to handle research, referrals, and triage so underwriters can focus on building profitable portfolios. 💪 Team: A focused team of insurance operators, AI researchers, and engineers who love hard problems. We've pushed the boundaries of what AI can do with unstructured data — from teaching AI to understand that a bakery in Florida faces different risks than one in Montana, to knowing when a manufacturing company's pivot from toys to medical devices fundamentally changes their risk profile. We ship fast and stay close to customers. 📈 Traction: Processing billions in premium for some of the world's largest carriers. We know AI. We know underwriting. We're building what comes next. About the Role You'll inherit a strong product and a capable team, but that's the starting point, not the job. The job is figuring out what underwriting becomes once AI stops assisting and starts deciding, and getting there faster than the market expects. You prototype to find out, not to perform speed. You're drawn to this problem because the underwriter of the future is one of the more interesting design problems in software right now. In this role, you will:

About the team OpenAI’s Forward Deployed Engineering team partners with banks, asset managers, insurers, and private capital firms to deploy production-grade AI systems in high-stakes financial environments. We operate at the intersection of customer delivery and core platform development, embedding deeply with customers to translate frontier model capabilities into reliable, auditable systems that create measurable business impact. Our work turns early deployments into repeatable solution patterns, operating standards, and evaluation practices that scale across regulated financial institutions. About the role We are hiring a Forward Deployed Engineer (FDE) to lead end-to-end deployments of OpenAI’s models inside financial services organizations where correctness, latency, explainability, and control matter. You will work with customers who are experts in investment banking, trading, risk, compliance, underwriting, research, operations, or investment decision-making, translating complex workflows, data constraints, and regulatory requirements into production systems. You will measure success through production adoption, workflow efficiency, risk reduction, revenue impact, and evaluation-driven feedback loops that inform product, model, and GTM strategy. You’ll work closely with Product, Research, GTM, Security, Legal, and GRC to deliver systems that meet enterprise standards for governance, auditability, and operational resilience. You will also play a central role in shaping OpenAI’s Financial Services offering — identifying high-value use cases, defining solution patterns, and building the first repeatable deployments that scale across institutions. Learn more about some of our work with financial institutions . This role is based in New York. We use a hybrid work model of 3 days in the office per week. We offer relocation assistance. Travel up to 50% may be required. In this role, you will Design and ship production AI systems around models, owning integrations,

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role The Onboarding team owns the product flows and platform that powers all new customer account creation at Ramp. This includes Ramp's application decisioning system that interfaces with our fraud, compliance, and credit underwriting models. As an engineer here, you’ll own workstreams that expand Ramp's total serviceable market and improve the end-to-end customer onboarding experience. You’ll partner with product, data, and design, and work directly with stakeholders across sales, marketing, risk strategy, operations, and finance to accelerate Ramp’s growth. This role offers the opportunity to have an outsized impact on Ramp’s overall growth trajectory. What You’ll Do Build software to grow Ramp to its next millions of users Scale the output of our application decisioning ops team through automation and AI assistance Drive business outcomes through metric-driven software development Own the customer journey from discovering and applying to Ramp through getting approved for and onboarding to the product What You Need Minimum of 2 years of

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Operations at Brex Operations is the backbone of Brex’s mission to power businesses through our Intelligent Finance Platform. We own credit, fraud, money movement, and payments, protecting our customers and our company. From product operations that ensure flawless launches to scalable systems that drive innovation and precision, we operate at the intersection of product, design, engineering, and customer success. If you want to work at the heart of the business, Operations is where you belong. What you'll do As an Underwriting Senior Analyst, your goal is to ensure our underwriting processes run smoothly and efficiently for our cards products. You'll exercise judgment within established underwriting frameworks to resolve moderately complex cases involving multiple contributing factors. This is a role that requires strong communication, time management, and teamwork. You will implement solutions to uplift processes and engage cross-fun

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. The Credit team at Plaid builds lending solutions across the full lender lifecycle — including underwriting, verification, and servicing. We help lenders make faster, more informed decisions using consumer-permissioned financial data. Within Credit, the Insights team develops data-driven products including LendScore, Income Insights, CashFlow Insights, and Network Insights. These products power smarter credit decisioning for lenders of all sizes. As a Product Manager on the Insights team, you will drive execution across our portfolio of credit decisioning products. You’ll work closely with engineering and data science teams to ship high-quality product experiences, and partner with sales and marketing on go-to-market motions. You’ll report to the Insights product lead and play a critical role in ensuring we deliver on our roadmap commitments while maintaining the flexibility to pursue new product opportunities as they emerge. Responsibilities Own end-to-end execution of the product roadmap for LendScore, Income Insights, CashFlow Insights, Network Insights, and new Insights products Write product specs, define requirements, and work with engineering and data science to deliver features on schedule R

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. We believe Plaid has the power to be the next-gen Credit Bureau - supporting large scale adoption of cash flow into the credit underwriting process. The Credit Decisioning platform team is responsible for building best-in-class cashflow based insights products that enable lenders to make more holistic lending decisions and empower broader access to Credit products for prospective borrowers. We own the systems and tooling that form the platform to build and serve these insights at huge scale, partnering with our Data partners to release new products yearly. You will be defining the future architecture of Credit insights products and executing against an ambitious product roadmap. You will partner with our Product, Data Science, and Machine Learning team to iterate on and productionize new insights that enable our customers to make more holistic lending decisions. Responsibilities: Leading technical architecture and execution across credit insights products: everything from data fetching and online feature serving for API requests, to offline production pipelines and tooling for model training. Scaling and evolving the architecture through an expected ~100x increase in load from deterministic factors