Senior Systems Engineer at Harvey | Chicago

Join our innovative team at Harvey as a Senior Systems Engineer, where you'll be instrumental in designing and implementing advanced systems solutions. This role will allow you to leverage your expertise in Microsoft technologies to enhance our operational efficiency and drive impactful projects.

Join Harvey as a Commercial Counsel in our vibrant Chicago office. In this pivotal role, you will provide expert legal guidance on commercial contracts, compliance, and risk management. Collaborate with cross-functional teams to support our ambitious growth strategy while ensuring our legal frameworks align with business objectives.

Join Harvey's MissionAt Harvey, we’re revolutionizing the landscape of legal and professional services through comprehensive transformations. By leveraging cutting-edge agentic AI, a robust enterprise platform, and extensive expertise, we are redefining the execution of critical knowledge work for the future.This is a unique opportunity to contribute to a pioneering company at a pivotal moment. With over 1,000 clients across more than 60 countries, strong product-market fit, and exceptional investor backing, we’re rapidly scaling and creating a new industry category. Our ambitious goals, high standards, and unparalleled growth opportunities—personal, professional, and financial—set us apart.Our dedicated team is talented, driven, and passionately aligned with our mission. We act swiftly, work with intensity, and take significant ownership of the challenges we face—from initial concepts to long-term solutions. By staying close to our customers—collaborating across leadership and engineering—we address real concerns with urgency and care. If you excel in dynamic environments, strive for excellence, and want to shape the future of work alongside a team that elevates standards, we welcome you to join us.At Harvey, we are writing the future of professional services today—and we’re just at the beginning.Position OverviewWe are looking for a detail-oriented and highly motivated Senior Payroll and Equity Analyst to become a key member of our expanding Finance team. In this pivotal role, you will ensure the precise and timely management of payroll and equity operations throughout the organization. As an essential contributor to Harvey's payroll/equity team during a dynamic growth phase, you will have the chance to develop scalable processes, collaborate with People Operations, Accounting, and Finance teams, and enhance the overall employee experience. This position is ideally suited for a payroll and equity expert who thrives in a fast-paced, evolving landscape and is committed to operational excellence.Key ResponsibilitiesPayroll OperationsAct as a subject matter expert in comprehensive payroll operationsFacilitate the accurate and timely processing of semi-monthly, bi-weekly, and off-cycle payrolls, including sales compensation, bonuses, and termination payoutsAnalyze and reconcile payroll data encompassing earnings, deductions, tax withholdings, and garnishmentsEnsure adherence to all relevant federal, state, and local payroll tax regulationsMaintain meticulous payroll records and documentation

We are seeking an experienced and dynamic Mid Market Sales Manager to lead our sales efforts in the vibrant city of Chicago. The ideal candidate will possess a proven track record in sales management, demonstrating the ability to drive revenue growth and build strong client relationships. In this role, you will develop and implement effective sales strategies, manage a sales team, and collaborate with cross-functional teams to ensure success.

Are you passionate about the intersection of law and technology? Join Harvey as a Legal Engineer - Product Specialist in Chicago, where you'll play a pivotal role in developing innovative legal solutions. Your expertise will help shape our product offerings, ensuring they meet the evolving needs of legal practitioners.In this dynamic position, you'll collaborate with cross-functional teams to enhance product features, gather user feedback, and refine our technology to better serve the legal community. This is a unique opportunity to leverage your legal knowledge while diving deep into product development.

About Akuna Capital:Akuna Capital is a forward-thinking trading firm dedicated to collaboration, innovative technology, data-driven solutions, and automation. As a prominent options market-maker, we pride ourselves on providing competitive quotes for both buying and selling. Our success lies in designing and implementing our own low-latency technologies, trading strategies, and mathematical models.Founded by our partners in Sydney, Akuna opened its first office in Chicago in 2011, the heart of the derivatives industry and the global options capital. We have since expanded, proudly operating offices in Sydney, Shanghai, London, and Singapore.Your Role as a Senior Systems Engineer:We are in search of a talented and driven Senior Systems Engineer to join our Engineering team, tasked with building a state-of-the-art trading infrastructure. You will face intricate, large-scale technical challenges and be instrumental in the architecture and design of low-latency platforms, automated deployments, and tooling, while optimizing and maintaining our high-performance global trading environment. The ideal candidate will be self-motivated, proactive, and capable of taking ownership of projects with minimal supervision.

Join Harvey as a Legal Engineer in Chicago, where you will play a vital role in shaping the future of legal technology. You will be responsible for designing and implementing innovative solutions that streamline legal processes and enhance the efficiency of legal teams. Your expertise will not only contribute to our projects but also help redefine the legal industry's approach to technology.

Join the dynamic trading team at nextstepsystems as a Systems & Automation Engineer, where your expertise will ensure the smooth operation of our trading systems. This position is strictly onsite and does not support remote work. As a Systems & Automation Engineer, you will: Manage and maintain trading systems, ensuring their continuity and stability in a live trading environment.Develop and implement Python-based automation solutions for operational tools, monitoring dashboards, and deployment workflows.Administer Windows systems, focusing on configuration management, patching, performance tuning, and incident response.Oversee identity, endpoint, and access management across the Microsoft ecosystem, including Microsoft 365, Entra ID, and Intune.Troubleshoot and resolve issues across various systems, applications, and networking components within a multi-platform environment.Support operational security initiatives by enhancing system hardening, addressing vulnerabilities, and implementing continuous monitoring strategies.Participate in on-call coverage as part of a team rotation.

About CoinflowCoinflow, a trailblazer in the payments industry, is based in Chicago and is at the forefront of transforming global financial transactions. We empower merchants and marketplaces to accept a variety of payment methods across more than 170 countries, offering instant settlements, AI-driven fraud prevention, and blockchain-based proof-of-delivery.Having secured backing from prominent investors such as Pantera Capital, CMT Digital, Coinbase Ventures, Jump Capital, and Reciprocal Ventures, Coinflow has recently completed a $25M Series A funding round to propel our mission of modernizing cross-border payments.Since our initial funding in 2024, we have experienced tremendous growth, achieving a remarkable 23x increase in revenue and reaching a multi-billion-dollar annual transaction volume run rate!About The RoleWe are on the hunt for a Senior Software Engineer who will play a pivotal role in constructing the core infrastructure that underpins our global payment systems. In this role, you will design and implement systems that manage billions in transactions while collaborating with Product teams to define our offerings, partnering with fellow engineers to refine our methodologies, and taking significant ownership of the systems you develop.What You'll DoBuild Core Payment InfrastructureDesign and implement high-throughput payment processing systems that meet stringent reliability standards.Create APIs and SDKs that facilitate merchant integration with Coinflow.Develop advanced fraud detection and risk management features leveraging real-time data analytics.Scale Our PlatformArchitect systems to ensure performance, reliability, and observability as we scale.Enhance database queries, caching strategies, and service communication for optimal performance.Implement monitoring, alerting, and debugging tools for production systems.Ship Product FeaturesManage end-to-end feature development from technical design to deployment.

Join OppFi, a pioneering tech-enabled digital finance platform, in our mission to provide accessible financial products and services to everyday Americans. Our commitment to transparency and excellence helps those overlooked by traditional options to enhance their financial well-being.At OppFi, we cultivate an innovative, inclusive, and caring workplace that celebrates diverse talents, skills, and perspectives. Our employees tackle challenges with a vision for what’s possible, fostering a collaborative environment where continuous improvement is our daily goal. We seek individuals eager to transform the financial landscape by enhancing credit accessibility, promoting financial health, and delivering outstanding customer experiences.Fun fact: OppFi is a top-rated financial platform, boasting a 4.5/5.0-star rating on Trustpilot. Recognized as a 2025 Crain’s Fast 50™ company and featured on Built In's 2025 Best Places to Work in Chicago, we are proud of our achievements!***Please note that this role is not fully remote. This is a hybrid position in Chicago and will require occasional in-office presence***About the role:The Desktop Systems Engineer I will play a crucial role in delivering technical support and expertise in deploying, managing, and maintaining workstation operating systems and software. This position demands strong problem-solving capabilities and the ability to thrive both independently and within a team in a dynamic environment. You will also contribute to system upgrades, troubleshoot issues, and ensure the seamless integration of new technologies at OppFi.Key Responsibilities:Design, build, and oversee workstation configuration management platforms.Package, test, and deploy applications and configurations across the organization.Implement Windows and Mac OS deployments along with third-party patches across the computing landscape.Remediate vulnerabilities on workstations.Develop policies, procedures, and best practices for our Service Desk.Collaborate on cross-team projects with Security and Platform Engineering.Manage office systems and operational workflows.Assist in designing and maintaining our hybrid work environment.Maintain imaging solutions for Windows and Mac OS deployments.

CGS Federal is on the lookout for a dedicated and experienced Senior Systems Analyst to join our innovative team in Chicago, IL. This full-time position is crucial to support a comprehensive technical initiative for a prominent Federal agency.At CGS, we unite talented, driven individuals who are passionate about leveraging advanced technology to address the most pressing challenges faced by the government. We value creativity, collaboration, and the ability to foresee the needs of our clients, and we are looking for candidates who share this vision.We pride ourselves on fostering a supportive work environment that promotes professional development through a variety of learning opportunities.Key Responsibilities:- Design, manage, and document workflows for identifying, archiving, and deleting materials in compliance with established policies.- Collaborate with IT management, project leads, and government officials to define system requirements and technical approaches.- Analyze gathered information to determine system and project specifications.- Develop comprehensive system designs based on defined requirements.- Conduct technical support tasks on smaller projects, including program validation and testing.- Perform system evaluations and present findings through formal reports and presentations.- Consult on task orders, work scheduling, personnel assignments, and project timelines.- Supervise assigned personnel to ensure compliance with work standards and project objectives.- Oversee project completion, ensuring timely delivery and quality control.- Prepare technical documentation and user training materials.Qualifications:- Extensive experience with Relativity and related technologies.- Proven ability to manage multiple projects and meet strict deadlines.- Strong analytical and problem-solving skills.- Excellent communication and interpersonal skills.- Familiarity with federal agency protocols and standards is a plus.Join us at CGS Federal to make a meaningful impact in government technology solutions!

Position: Systems AdministratorLocation: Chicago, IL (100% On-Site, Monday through Friday)Company: Carvana, LLC Compensation Annual salary: $65,000 to $70,000, with potential for performance-based merit increases. About Carvana Carvana is reshaping the car buying and selling process. The company has grown rapidly, reaching the Fortune 500 and going public on the New York Stock Exchange in just eight years. With more than 4 million retail customers, Carvana stands as one of the fastest-growing and most profitable public automotive retailers. The team is focused on delivering better customer experiences and pursuing new opportunities in the automotive sector. Employees at Carvana work in an environment that values change, creative problem-solving, and continuous improvement. Team members face meaningful challenges, learn quickly, and help shape the future of automotive retail. Learn more about the company culture from Carvana employees. Role Overview The Systems Administrator is a key support resource for the Carvana team in Chicago. This person handles a broad range of technical needs, from connecting monitors to configuring complex systems. The role calls for someone who is proactive, organized, and able to manage several tasks at once while keeping a positive approach. What You Will Do Travel up to 60% to support and set up remote Carvana sites. This includes work with desktop computers, servers, network equipment, security surveillance, and AV systems. Coordinate with internal teams, external users, and vendors about project timelines and completion. Oversee all powered devices, both wired and wireless. Respond to IT issues and requests from PC and Mac users by phone, email, or in person when not traveling. Set up IT accounts and handle user requests promptly.

Senior Systems Administrator IIEmployment Type: Full Time, Senior-levelDepartment: Legal/ITJoin CGS Federal as a Senior Systems Administrator and contribute to our cutting-edge technical support initiatives for a prominent Federal agency. We are looking for innovative and driven individuals who thrive on collaboration and are eager to drive government innovation through technology.At CGS, we foster a supportive environment that promotes professional growth and offers numerous learning opportunities to our employees.Key Responsibilities:- Oversee the archiving of Relativity databases, creating and managing a workflow process that aligns with the necessary destruction/deletion policies as well as Division and NARA instructions.- Collaborate with the Contractor IT Manager, Systems Manager, and Lead Project Manager to ensure project success.- Engage with COR, Government Case Managers, and trial attorneys to define system requirements and propose effective technical solutions.- Evaluate system requirements and design comprehensive systems to meet these needs.- For smaller projects, provide full technical support including program validation and testing.- Conduct systems evaluations and present findings and recommendations through formal reports and presentations.- Consult with COR regarding task orders, work scheduling, personnel assignments, and progress reporting, ensuring all standards are met.- Report on contract and task order progress, while supervising personnel assigned to tasks, ensuring adherence to work standards.

Join AECOM as a Senior Electrical Engineer specializing in Power Systems and contribute to innovative projects that shape the future of infrastructure. In this role, you will leverage your expertise to design, analyze, and implement electrical systems for a variety of projects, ensuring safety and compliance with industry standards.

Join our innovative team as a Systems Engineer III in Chicago, where you will play a critical role in designing, implementing, and maintaining complex systems. Your expertise will contribute to enhancing our operational efficiency and ensuring the reliability of our systems.This position requires a proactive mindset and a passion for technology. You will collaborate with cross-functional teams to analyze requirements, troubleshoot issues, and optimize system performance.

Join m1finance as a Senior Data Engineer and play a vital role in transforming our data architecture and analytics capabilities. You will collaborate with cross-functional teams to design and implement robust, scalable data solutions that empower our organization to make data-driven decisions.

Role Overview Akunacapital is hiring a Systems Engineer in Chicago, IL. This role focuses on designing, implementing, and maintaining the systems that support the firm's technology and business operations. What You Will Do Design and build complex systems that support trading and business processes Maintain and improve existing infrastructure Work with cross-functional teams to address technical challenges Contribute to technology initiatives that move the business forward What We Look For Strong understanding of systems architecture Ability to solve technical problems in a collaborative setting Experience working with teams across different functions

As a Senior Sales Engineer at Datadog, you will leverage your technical expertise to enhance our sales efforts through impactful presentations, engaging product demonstrations, and facilitating technical evaluations (POVs). You will play a pivotal role in qualifying and closing business opportunities with customers and partners, while also providing valuable insights to our product team to prioritize feature development based on feedback from stakeholders.Key Responsibilities:Collaborate with the Sales team to effectively communicate Datadog's value proposition, vision, and strategy to clients.Lead technical engagement with clients during the trial phase, demonstrating Datadog’s value and addressing any concerns to ensure successful outcomes.Utilize advanced competitive knowledge and technical skills to successfully close complex sales opportunities.Deliver compelling product and technical presentations to prospective customers.Maintain detailed records of customer interactions, including feedback on wins and losses, in our CRM system.Proactively communicate with customers and Datadog's business and technical teams regarding product feedback and market competition.

Each year, companies allocate over a trillion dollars to freight movement throughout the U.S., yet the system for connecting trucks with jobs remains inefficient and disjointed. FleetWorks is revolutionizing this.We are developing intelligent voice agents that streamline the chaotic freight booking process, transforming it into a modern, efficient marketplace. Our agents eliminate the need for countless phone calls, texts, and emails by connecting truckers eager to earn with loads requiring transport.We are expanding our engineering team in Chicago, a key hub for our clients and the epicenter of U.S. freight operations. In this position, you will be an integral part of our core engineering team, directly engaging with the environments where our product impacts real-world operations. You will create production features, design integrations within complex customer systems, and develop internal tools and platform components that facilitate efficient scaling of our deployments.If you are a proficient software engineer eager to engage directly with users, tackle ambiguous challenges in real-time, and witness your code powering live operations within days, this role offers a uniquely impactful opportunity.Discover our Series A funding details here!

Join us as a Systems Engineer at ActiveCampaign, where you'll not only maintain our corporate infrastructure but also serve as the architect and innovator in enhancing IT efficiency and automation. Dive into the world of AI as you lead initiatives that harness cutting-edge technologies to optimize operations and foster self-service solutions throughout the organization.This position transcends traditional system administration; it focuses on transforming the work environment for our team by converting strategic objectives into effective, automated solutions. You will be responsible for deploying and managing infrastructure as code (IaC) using Terraform, implementing enterprise mobility management with Intune and Kandji, and overseeing identity and access management through Okta. Collaborate closely with Security and business units to ensure our technological infrastructure remains secure, scalable, and fully optimized for a rapidly growing AI-driven company.