Applied AI Engineer at Crosby | New York City

Crosby AI is a law firm in New York City that blends legal expertise with proprietary technology and AI-driven workflows. The team includes both technologists and legal professionals, working together to improve how attorneys and AI collaborate. Clients benefit from fast turnaround on AI-generated redlines, actionable commentary, and negotiation support, all delivered with predictable, volume-based pricing. Supported by investors such as Sequoia, Index Ventures, and Bain Capital Ventures, Crosby AI is building a contracting platform tailored for companies experiencing rapid growth. Role overview The Controller will be the first to lead Crosby AI’s accounting and financial operations. This role sets up foundational financial systems, maintains strong internal controls, and supports the company’s growth trajectory. Working closely with executive leadership and investors, the Controller provides timely, accurate financial insights and develops scalable processes for a business centered on AI and technology. This position fits someone with a solid background in technical accounting, sound judgment, and the ability to thrive in a startup setting while maintaining rigor and reliability. Main responsibilities Manage and execute all core accounting functions for the company. Lead monthly and annual financial close, including reviewing and approving journal entries, account reconciliations, flux analysis, and tying out financial statements for accurate, timely reporting. Serve as the main contact for external auditors, overseeing audit readiness and ensuring all deliverables are met on time. Design and implement internal controls, policies, and standard operating procedures to strengthen risk management and support scaling operations. Collaborate with leadership on fundraising, due diligence, and financial communications. Location This role is based in New York City.

Join the Innovators at Crosby, the Future of Legal Services!At Crosby, we are revolutionizing the legal industry by combining cutting-edge technology with legal expertise. Our team is dedicated to transforming corporate legal services through proprietary tech solutions and unique workflows that enhance the relationship between lawyers and technology. We aim to expedite document reviews with unparalleled accuracy and efficiency.Founded by industry veterans Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google), we are on a mission to reshape how legal work is performed.Our Core Beliefs:A strong legal system reflects a prosperous society.Legal work is an intricate blend of art and science. We strive to uncover the scientific aspects and solve the complex puzzles involved.Our focus is on delivering work, not just software, unlocking productivity through GenAI for professional services.We maintain an in-person culture at our NYC office.Your Role:As a Senior Software Engineer, you'll play a pivotal role in developing and refining the technology that drives Crosby’s platform. You will work across various layers, creating robust back-end systems and user-friendly interfaces that align with our vision.This position offers you the chance to collaborate directly with our founders to set technical priorities and ensure our platform's scalability. Your contributions will significantly enhance our product and user experience, particularly in streamlining contract reviews.Your Responsibilities:Design and build scalable systems to manage contract processing efficiently.Develop cutting-edge AI tools to assist the Crosby Legal team in expediting contract reviews.Collaborate with founders and cross-functional teams to establish and achieve technical goals.Lay the groundwork for a stable and maintainable codebase as we grow.Mentor and recruit engineering talent to expand our team.Ideal Candidate:At least 3 years of engineering experience, with a strong focus on Python and TypeScript.A problem-solver with a keen understanding of underlying issues and a commitment to delivering high-quality results.

Join our dynamic team at Crosby as an AI Researcher, where you will engage in pioneering research and development in the field of artificial intelligence. You will work collaboratively with a group of talented professionals, contributing to cutting-edge projects that leverage AI technologies to solve real-world problems. If you are passionate about exploring innovative AI solutions and driven by a desire to impact the future of technology, we want to hear from you!

Join the Future of Legal Services with Crosby!At Crosby, we are revolutionizing the legal landscape. Our innovative team of technologists and legal experts is dedicated to transforming corporate legal services through cutting-edge technology and collaborative workflows. Our goal is to streamline the review of complex documents, enhancing speed and quality in the legal profession.Founded by Ryan (Penn, Stanford Law, former Cooley attorney, and GC) and John (Penn M&T, ex-Ramp, and ex-Google), Crosby is built on the belief that:A robust legal system is fundamental to a prosperous society.Legal practice merges art and science; we aim to define this balance by systematizing the process while enhancing human judgment where it matters.True AI application in law is about delivering outcomes, focusing on quality legal work executed efficiently.We thrive on an in-person culture at our NYC headquarters.The Opportunity:As our Founding Frontend Engineer, you will spearhead the user experience for the Crosby platform. Your mission will be to craft visually appealing, user-friendly, and highly functional interfaces that enable our legal team to operate with unmatched efficiency. Collaborating closely with our founders, product team, and legal professionals, you'll transform intricate workflows into seamless user experiences. This is an unprecedented opportunity to build our frontend architecture from the ground up, create our design system, and set the benchmark for quality and performance.Your Responsibilities:Frontend Architecture: Develop the core frontend of the Crosby platform utilizing modern frameworks such as React, Vite, and TanStack.User Experience Design: Design and implement high-performance user interfaces tailored for complex, data-rich legal workflows.Rapid Prototyping: Collaborate with product and our in-house legal team to swiftly prototype and refine user-facing features.Codebase Foundation: Establish a sustainable frontend codebase, which includes a comprehensive component library and design system.Collaborative Development: Coordinate with backend engineers to design and implement APIs that ensure a cohesive user experience.Team Growth: Contribute to building and mentoring our engineering team.

Join the Future of Legal Services with Crosby!At Crosby, we are pioneering a new era in corporate legal services. Our dynamic team of legal professionals and technologists is dedicated to transforming how legal work is approached, leveraging proprietary technology and innovative workflows to optimize the lawyer-machine collaboration.Founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google).Our Core Beliefs:A robust legal system is essential for a thriving society.Legal work merges art and science, and we aim to codify its scientific aspects.Offering services, not just software, maximizes productivity with GenAI in professional services.We thrive on in-person collaboration at our NYC office.About the Role:As a Contracts Specialist, you will play a crucial role in expanding our document review and legal service capabilities. Collaborating with attorneys, clients, and our tech team, you will ensure that legal documents are processed efficiently and with high accuracy.Your Responsibilities:Review and process commercial contracts and legal documents with speed and precision.Work alongside legal team members to analyze contract terms and identify key obligations, risks, and anomalies.Utilize Crosby’s internal tools to enhance the document review process.Identify inefficiencies and propose solutions for process improvements.Assist in standardizing recurring contract types and developing playbooks.Collaborate with cross-functional teams in engineering and operations to optimize workflows.

Join Crosby as a Data Scientist, where you will leverage your analytical skills to transform data into actionable insights! In this role, you will work closely with cross-functional teams to develop predictive models and drive data-driven decision-making across the organization. Your expertise will help us innovate and enhance our products and services.

Join the Future of Legal Services with Crosby!At Crosby, we are not just another law firm; we are pioneers in transforming corporate legal services through innovative technology. Our dedicated team of legal professionals and technologists work together to revolutionize how legal work is delivered, ensuring that complex document reviews are conducted with unmatched speed and accuracy.Founded by industry leaders Ryan and John, our mission is to blend the art and science of legal work, creating a system that enhances efficiency and quality. We are committed to redefining the lawyer-machine relationship, focusing on delivering outcomes over software solutions.Our vibrant office culture in New York City thrives on collaboration, creativity, and in-person engagement.

Join Crosby as a Technical Generalist, where you will have the opportunity to engage with a variety of technical projects and collaborate with cross-functional teams. Your expertise will play a pivotal role in supporting our innovative initiatives and enhancing our operational efficiency.

Join Crosby, the pioneering law firm of the future!At Crosby, we are a dynamic team of technologists and legal professionals working hand in hand to reshape corporate legal services from the ground up. Our proprietary technology and innovative workflows are designed to significantly improve the collaboration between lawyers and machines, enabling us to review complex documents with unparalleled speed and accuracy.Founded by industry leaders Ryan (University of Pennsylvania, Stanford Law, former Cooley attorney, and General Counsel) and John (University of Pennsylvania M&T program, former Ramp and Google employee), we are committed to elevating legal practices through technology.Our Core Beliefs:A robust legal system is essential to a thriving society.Legal expertise is both an art and a science. We are exploring the intersection of the two—systematizing what can be automated and enhancing human intuition where it is most needed.The future of AI in law involves delivering outcomes—superior legal work that is executed swiftly and efficiently, rather than merely providing software solutions.We foster an in-person culture at our New York City office.Your Role:As a Strategic Project Lead, you will play a pivotal role in revolutionizing legal practices. You will manage a team of attorneys while spearheading initiatives aimed at enhancing workflows for greater efficiency and quality. Your responsibilities will include designing and conducting experiments, utilizing data to derive insights, and establishing scalable best practices across the organization.Key Responsibilities:Evaluate existing workflows and processes continuously, implementing data-driven experiments to enhance speed, consistency, and quality.Coordinate team resources to ensure timely delivery of high-quality legal services aligned with client requirements.Cultivate and maintain relationships with current partners to maximize value.Collaborate with Product, Technology, Legal, and Operations teams to introduce new tools and processes.Monitor and report on partnership performance, providing actionable insights and optimization recommendations.

Join the Revolution at Crosby, the Innovator in Legal Services!At Crosby, we are not just transforming legal services; we are redefining them. Our unique blend of technology and legal expertise allows us to fundamentally reshape how corporate legal work is performed. By integrating proprietary technology with human intelligence, we are elevating the quality and speed of document review to unprecedented levels.Founded by industry leaders Ryan (Penn, Stanford Law, former GC at Cooley) and John (Penn M&T, ex-Ramp, ex-Google), Crosby is at the forefront of legal innovation.Our Core Beliefs:A robust legal system is fundamental to a thriving society.Legal work is both an art and a science. We are navigating the balance between systematization and human intuition.The effective use of AI in law is about delivering outcomes—superior legal services, rendered swiftly and efficiently.We foster a collaborative in-person culture at our NYC office.About the Opportunity:Crosby is seeking a dynamic Founding Account Executive to spearhead the commercial direction of our company. As one of our initial team members, you will collaborate with the founders to establish our market position, attract early clients, and set the stage for scalable growth.This role is perfect for a proactive individual who excels in ambiguous environments, is adaptable, and is enthusiastic about crafting a sales and growth strategy.Your Responsibilities:Develop and execute a comprehensive sales strategy: from lead generation to contract negotiation and closing deals.Create our initial marketing strategy: focusing on content, campaigns, events, and thought leadership.Design and oversee our customer success initiatives to drive adoption, retention, and advocacy.Gather insights from customers and the market to inform our product strategy.Establish processes, playbooks, and metrics to build a robust future sales team.What We Seek:3–8+ years of experience in sales, business development, or growth roles within high-growth startups (prior early-stage experience is a plus).Proven ability to thrive in a fast-paced, evolving environment.Exceptional communication and interpersonal skills.

Join the Future of Law with Crosby!At Crosby, we are revolutionizing the legal industry by integrating advanced AI technology into our corporate legal services. As a cutting-edge law firm in New York City, we are not just selling software; we are redefining how legal work is done. Our team consists of talented technologists and legal experts who collaborate closely to develop proprietary technology and streamline workflows, enhancing the interaction between lawyers and machines.Our mission is clear: to analyze complex legal documents swiftly and accurately, ensuring our clients receive exceptional service. With our focus on contract review in corporate law, we aim to transform the way clients engage with legal professionals.Backed by esteemed investors such as Sequoia and BCV, and supported by a roster of impressive Tier 1 clients including Cursor and Clay, our team is composed of graduates from elite institutions like Harvard, Stanford, and Columbia, along with professionals from leading companies like Meta and Cooley.Our Core Beliefs:A strong legal framework is a cornerstone of a thriving society.Legal practice is both an art and a science. We strive to bridge the gap between these two worlds.Delivering legal services rather than just software is the key to leveraging the productivity potential of GenAI.We believe that the most innovative AI startups in professional services should emerge from New York City.Your Role:As an attorney at Crosby, you will be at the forefront of the AI-driven legal movement. You will be instrumental in identifying inefficiencies within the legal field and implementing solutions. Your role will involve providing traditional commercial legal services while utilizing our innovative AI tools to enhance your workflows. You will review contracts, collaborate with our engineering team, and contribute ideas for product development.This is an opportunity to creatively apply AI in legal contexts, experimenting with generative AI techniques to enhance service delivery and efficiency.

About CrosbyCrosby is revolutionizing the legal industry by creating an innovative AI-driven law firm that seamlessly integrates top-tier legal expertise with advanced AI technologies. Our mission is to provide legal services that are quicker, more reliable, and exceptionally transparent. Unlike typical legal tech startups, we operate as a law firm, fundamentally transforming the traditional legal model from within.With a dynamic team of 30 and rapidly expanding, our founders have backgrounds from prestigious firms such as Cooley and Ramp, along with tech giants like Google. Our talented team includes individuals from leading companies like Stripe, Meta, and Vanta. Backed by notable investors including Sequoia, Index, BCV, and Elad Gil, we serve a roster of high-growth tech clients including Cursor, Clay, Braintrust, and Serval. Last year, we achieved a remarkable 10x revenue growth and are poised to replicate that success as demand continues to surge.Legal services remain one of the last major sectors largely untouched by software innovation. We are dedicated to developing tools and workflows that will redefine the collaboration between AI and humans in handling complex knowledge work.About the roleWe are seeking a Lead Product Designer to establish the benchmark for exceptional design at Crosby. This role reports directly to our co-founder and CTO, collaborating closely with our product and engineering leads. You will have the autonomy to define design standards and influence our development processes.You will work directly alongside our founders, our initial product lead, our founding designer, and a quickly growing engineering team to create Crosby's products from the ground up. Your primary responsibility will be to shape our customer-facing experience, starting with the launch of our platform and product from inception to implementation. As the lead designer for our first external product, you will engage with clients and internal stakeholders to research and identify core user challenges, prioritize features and milestones, and contribute to defining Crosby's product and business identity. Furthermore, you will collaborate closely with our internal users (the lawyers) to enhance the AI-powered tools they depend on daily.You will thrive in this role if:Your visual design skills are exceptional. Your creations are captivating, drawing people in with your attention to typography, visual elements, and color palettes that transform a product from merely functional to truly delightful.You possess a strong product-oriented mindset. You prioritize understanding the problem at hand before considering design aesthetics. You have successfully launched features that improved metrics and eliminated those that underperformed, and you can articulate both experiences.You are self-sufficient and confident in your opinions. You don't shy away from advocating for your design perspective and can articulate your vision effectively.

Location: New York City (In-person) About This Opportunity We are building a remarkable team of AI engineers in New York City, comprised of innovators who have successfully launched transformative AI products used by millions. This role transcends standard office perks; it’s about collaborating with some of the brightest minds in AI to tackle intriguing challenges at scale. Join us in-person as part of a handpicked group aimed at pioneering breakthroughs, leveraging the extensive resources and reach of Automattic’s diverse ecosystem, which includes WordPress.com, WooCommerce, Tumblr, and more. Picture this as an elite AI laboratory with the scale and influence of Automattic’s comprehensive ecosystem. What You’ll Do Develop and launch user-focused AI features across Automattic’s array of products, from content creation tools to e-commerce solutions and messaging applications. Rapidly build and refine AI-powered products that make a direct impact on millions of users. Engage closely with Product Managers, designers, and fellow engineers in a dynamic environment geared towards innovation. Test and scale successful AI innovations from prototype to full production across various products. Push the limits of what can be achieved through exceptional AI teamwork. Stay updated with the latest AI advancements to enhance user experiences. You’ll Excel Here If You Have a track record of shipping AI features that have been utilized by users; practical experience is prioritized over theoretical knowledge. Possess exceptional talent; you are the individual that other skilled engineers aspire to collaborate with. Are full-stack proficient; comfortable working from model APIs to user interfaces. Can move quickly without compromising quality; adept at rapid prototyping while ensuring scalability. Thrive in collaborative settings; your best ideas stem from direct engagement with your team. Think with a product-first mindset; you understand that great AI is seamless for users, enhancing their experience effortlessly.

Join Crosby as an AI Developer Experience Engineer, where you will be at the forefront of cutting-edge technology. This role is pivotal in enhancing our AI development processes, ensuring a seamless and efficient experience for developers working with our AI solutions.You will collaborate with cross-functional teams to design, implement, and optimize tools and frameworks that empower developers to build innovative AI applications. Your expertise will help shape the future of AI at Crosby.

Vibecode creates AI-driven tools aimed at making advanced technology accessible for a broad audience. The team is dedicated to reaching and empowering the next 100 million people by building products that are both practical and user-friendly. Role overview The Applied AI Engineer will take on projects that blend cutting-edge research with hands-on engineering. This position centers on building systems that adapt and scale as user needs evolve, all from Vibecode's New York City office. What you will do Design and enhance dynamic memory systems that adapt as users interact with the platform Create and iterate on a custom agent that stays current with new technology trends Build and support bare metal infrastructure to ensure scalability, concurrency, and reliability Work with various AI models to optimize both costs and performance Assess large language model (LLM) performance on a range of tasks Location This position requires working onsite in New York City.

About FLORAFLORA is at the forefront of innovation, crafting advanced creative tools for the modern creative class. Our intelligent canvas integrates top-tier AI models, empowering professionals across various creative sectors. With a dedicated team of around 20 and $52 million in funding from renowned investors such as Redpoint Ventures, Hanabi Capital, Menlo Ventures, Justin Kan, and Gabe Whaley (the founder of MSCHF), we proudly serve clients like Pentagram, Lionsgate, and Nike.We are seeking a talented Applied AI Engineer to join our pioneering team and develop the systems that drive FLORA's capabilities.In this foundational role, you'll collaborate closely with the founders to redefine how creatives engage with AI in an era of generative technology. This position requires a first-principles approach: you'll be tasked with designing, implementing, and scaling the core workflows that facilitate seamless orchestration of text, image, and video models on FLORA's limitless canvas.Key Responsibilities:As an Applied AI Engineer, you will architect and build the intelligence layer of FLORA, ensuring that multi-modal creative workflows are powerful, reliable, and user-friendly. You will tackle challenges at the crossroads of AI, orchestration, and interaction design, integrating text, image, and video models into intuitive workflows that creatives can trust and enjoy using.You will engage cross-functionally with product, infrastructure, and design teams to develop innovative features that empower creatives to bring their ideas to life while maintaining control over the process.

Join the Innovative Team at Crosby!At Crosby, we are redefining the landscape of corporate legal services through a unique blend of technology and legal expertise. Our team of professionals is dedicated to creating proprietary technologies and integrating human insights into our workflows to significantly enhance the efficiency and effectiveness of legal processes. We aim to revolutionize document review by making it faster and more accurate than ever before.Crosby was established by visionary leaders Ryan (University of Pennsylvania, Stanford Law, ex-Cooley, former General Counsel) and John (University of Pennsylvania M&T, ex-Ramp, ex-Google).Our Core Beliefs:A robust legal system reflects a thriving society.Legal work blends art and science, and we are committed to exploring this frontier and codifying its scientific aspects.Delivering legal services, not just software, unlocks the true potential of generative AI in professional services.We foster a vibrant in-person culture at our NYC office.Your Role:As Commercial Counsel, you will play a crucial role in scaling our contract review and legal service operations.You will collaborate with our legal and technical teams to ensure efficient and accurate processing of commercial contracts.This position is ideal for detail-oriented individuals who thrive in complex systems, value quality execution, and are passionate about the intersection of law and technology.Your Responsibilities:Review and negotiate commercial contracts and other legal documents swiftly and accurately.Work with legal team members to interpret contract terms, identifying key obligations, risks, and anomalies.Utilize Crosby’s internal tools and workflows to enhance document review efficiency.Identify and address inefficiencies or patterns in the review process to propose improvements.Assist in standardizing and codifying recurring contract types and playbooks.Collaborate cross-functionally with engineering and operations teams to evolve our service offerings.

About HyphaHypha is an innovative AI-powered platform that is revolutionizing asset management throughout its entire lifecycle, including acquisition, management, and exit strategies. With a focus on healthcare facilities and multifamily real estate, we are transforming the industry through three essential pillars:Observability: We deliver real-time visibility into asset performance, deal progress, and market conditions for all stakeholders.Intelligence: Our platform empowers AI-driven multidimensional optimization with risk assessments, tax strategies, and benchmarking.Orchestration: We create seamless workflows and a unified source of truth to eradicate inefficiencies.Role OverviewAs a Backend Engineer specializing in Applied AI at Hypha, you will be instrumental in developing and enhancing the AI systems that form the backbone of our platform. This includes designing and managing document processing pipelines, developing extraction agents, creating entity resolution systems, and shaping the conversational query interface for user interactions with complex data.Your role will involve hands-on work with large language models (LLMs) and agent frameworks to design multi-step workflows that convert unstructured information into structured, actionable insights. A significant portion of your responsibilities will focus on building infrastructure that ensures the reliability, observability, and performance of these AI systems as they scale.We are open to hiring candidates at various experience levels, from early-career engineers to seasoned professionals with extensive systems and architecture experience. The specific level and compensation will be determined during the interview process.

About JuniorAt Junior, we are at the forefront of developing innovative LLM-powered tools designed to enhance the investment research experience for private market investors. Our esteemed clientele includes some of the world's leading private equity and consulting firms, responsible for managing billions in investments annually. As a profitable and bootstrapped company, we boast a dynamic team of 17 members operating out of London and New York City.Discover more about our mission and values here. Role DescriptionAs our inaugural NLP/ML hire, you will have the exceptional chance to:Transform product and business requirements into applied ML/NLP solutions, generating innovative research synthesis concepts and validating their business impact through rapid prototyping.Design and enhance retrieval, search, and ranking algorithms by integrating semantic embeddings, behavioral signals, and structured database queries, while also creating custom reranking models.Fine-tune SLMs/LLMs for tasks requiring high accuracy and low latency such as classification, query rewriting, summarization, and personalization.Utilize advanced alignment and reliability methodologies (e.g., DPO, fine-tuning strategies, evaluation-driven iteration) to elevate user experience and trust.Experiment with summarization and synthesis techniques to convert extensive sets of unstructured interview notes into actionable insights.Engage in product decisions, direction, and prioritization.Influence our engineering culture.With over 20 enterprise clients already onboard and tens of thousands of interactions on our platform, there is ample opportunity for data enhancement and innovation. About YouWe seek product-oriented ML engineers who:Are based in NYC.Possess a solid background as an NLP/ML researcher with expertise in RAG, LLMs, and Generative AI pipelines.Have a proven track record in building production-grade ML systems, including search, information retrieval, and structured outputs.Exhibit excellent communication skills and are eager for a client-facing role.