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Senior Ml Systems Engineer in Chicago

137 active opportunities · Updated for October 2026

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Explore current senior ml systems engineer jobs in Chicago. Use filters to narrow by work mode, employment type, experience and date posted.

About the team Note: This role is an in-office position, based in our Chicago, IL office. As a Sales Development Representative (SDR) at Stripe, you’ll work in a customer-facing role focused on connecting prospective customers with Stripe. You will work in partnership with the Marketing and Sales teams to create a high quality, predictable pipeline. We hire and train SDRs in a way that prepares them to be a high performing source of talent for Stripe Sales and Go to Market teams. What you’ll do For the first few months, you’ll be a part of our Sales Development Associate program , which is designed to accelerate onboarding and support new grads transition into their first roles in a corporate setting. Part of this period will be supported by the Sales Development Academy which will help you quickly build and develop the foundational skills required to be successful in this role and position you for a long-term career in Sales at Stripe. Through a mix of virtual sessions, in-person practicums, and check-point quizzes, you’ll learn all about Stripe’s products and how to be a successful SDR. During this period you’ll also be partnered with a senior SDR on the team as a mentor. Along with your manager, your mentor will be there as an additional resource to help support you. Within a few weeks of starting at Stripe you'll be reaching out to potential Stripe customers, pitching them on the products that could best support their business model, and partnering with senior sellers on the team who will ultimately help close deals. We take a data driven approach to the role and the success of our SDRs is largely dependent on their successful outreach to new Stripe customers. While onboarding spans across the course of your first few weeks at Stripe, the Academy offers continued training and enablement over the course of your first year as an SDR to ensure top performers are set up for a successful transition to other roles on the sales team. Most regula

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Robinhood
📍 Chicago• $213K – $250K/yr
13 days ago

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. The Brokerage Risk Governance and Oversight team's mission is to administer and implement Robinhood's brokerage risk management program, overseeing, facilitating, and coordinating risk management activities across our broker dealers, Robinhood Financial, LLC and Robinhood Securities, LLC. As Director of Brokerage Risk, you will partner closely with brokerage leadership and cross-functional risk teams to refine risk management capabilities, lead the team's Data Analytics and Solutions function to surface actionable risk insights across the enterprise, and play an influential role in proposing and implementing strategic risk initiatives. This role is based in our Chicago, IL office with in-person attendance expected 5 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Lead and drive consensus with senior management and cross-functional risk partners to design and implement best-in-class risk management practices, balancing rigorous risk mitigation with operational efficiency Own and evolve the Risk Management Program documentation, establishing clear standards and frameworks that create demonstrable value across the broker dealer enterprise Oversee risk assessment activities including RCSAs, new product reviews, and emerging risk identification, ensuring rigor, consistency, and regulatory alignment Direct the aggregation and presentation of risk committee materials and executive management reporting, translating complex risk

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Box
📍 Chicago• $341.5K – $427K/yr
19 days ago

WHAT IS BOX? Box (NYSE:BOX) is the leader in Intelligent Content Management. Our platform enables organizations to fuel collaboration, manage the entire content lifecycle, secure critical content, and transform business workflows with enterprise AI. We help companies thrive in the new AI-first era of business. Founded in 2005, Box simplifies work for leading global organizations, including JLL, Morgan Stanley, and Nationwide. Box is headquartered in Redwood City, CA, with offices across the United States, Europe, and Asia. By joining Box, you will have the unique opportunity to continue driving our platform forward. Content powers how we work. It’s the billions of files and information flowing across teams, departments, and key business processes every single day: contracts, invoices, employee records, financials, product specs, marketing assets, and more. Our mission is to bring intelligence to the world of content management and empower our customers to completely transform workflows across their organizations. With the combination of AI and enterprise content, the opportunity has never been greater to transform how the world works together and at Box you will be on the front lines of this massive shift. WHY BOX NEEDS YOU As an Enterprise Sales Director, you will lead a team of Account Executives that focus on closing pivotal deals in accounts experiencing high growth. You will join a team of highly motivated sales professionals that take pride in landing new customers, running strategic sales cycles and delivering the Box message to a wide base of accounts across various industries. WHAT YOU'LL DO Hire, train, and manage a team of Enterprise Account Executives Develop Account Executives for career growth within the Box Sales organization Support team in customer on-sites, calls, and meetings Report on sales metrics and forecast to Senior Sales Management Motivate team to exceed objectives through coaching and mentorship Utilize Salesfor

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Robinhood
📍 Chicago• $85K – $100K/yr
21 days ago

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. The Brokerage Communications Operations team’s mission is to ensure our customers receive clear, compliant, and timely information about their accounts and financial services. We collaborate across Operations, Compliance, Legal, Product, and Engineering to plan, build, and execute various mass customer communications. Our team operates with precision, high ethics, and a shared commitment to making complex regulatory requirements understandable and seamless for our users. We value open communication, attention to detail, and a proactive approach to operational excellence. Joining this team means working on high-visibility initiatives that directly support our mission! As a Brokerage Communications Specialist, you will play a key role in managing the full lifecycle of regulatory customer communications for the broker-dealer and affiliated entities — including Trump Accounts, one of the newest and most nationally visible programs in our product lineup. You will own the day-to-day execution of communications for this work — planning, drafting, routing for approval, and validating delivery — while partnering with senior leadership, who hold the primary relationships with our exte

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Box
📍 Chicago• $94K – $115K/yr
26 days ago

WHAT IS BOX? Box (NYSE:BOX) is the leader in Intelligent Content Management. Our platform enables organizations to fuel collaboration, manage the entire content lifecycle, secure critical content, and transform business workflows with enterprise AI. We help companies thrive in the new AI-first era of business. Founded in 2005, Box simplifies work for leading global organizations, including JLL, Morgan Stanley, and Nationwide. Box is headquartered in Redwood City, CA, with offices across the United States, Europe, and Asia. By joining Box, you will have the unique opportunity to continue driving our platform forward. Content powers how we work. It’s the billions of files and information flowing across teams, departments, and key business processes every single day: contracts, invoices, employee records, financials, product specs, marketing assets, and more. Our mission is to bring intelligence to the world of content management and empower our customers to completely transform workflows across their organizations. With the combination of AI and enterprise content, the opportunity has never been greater to transform how the world works together and at Box you will be on the front lines of this massive shift. WHY BOX NEEDS YOU Are you excited by the opportunity to use data and analytics to drive business growth? Do you bring strong business judgment and a passion for ecommerce, digital analytics, and customer behavior? This is a challenging but rewarding role, set in an entrepreneurial environment backed by strong resources and support. We're looking for a smart, self-driven professional who thrives in a high-visibility position reporting to senior executives. As the Senior Business Analyst for Online Sales, you'll partner with leaders across Sales and Marketing, using behavioral data and digital analytics to drive insights and business action. WHAT YOU'LL DO You'll support our online sales strategy — what we sell, how we sell it, and at what price.

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Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team Our users are the heart of our business. Stripe’s Global Customer Success Team is responsible for managing our largest and most strategic relationships, such as Doordash, Lyft, and Shopify. In this manager role you’ll be responsible for a high-performing team of Customer Success Managers. You’ll lead and coach the team, helping them deliver on ambitious targets, roll up your sleeves to work directly with executives at existing enterprise Stripe customers and partner cross functionally to help users execute their business priorities. We are looking for a hands-on, visionary leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology Customer Success team, superior communication skills, and a track record for building trusted relationships with senior stakeholders and understanding unique customer needs. What you’ll do We are seeking a Manager to lead a team of high-performing Customer Success Managers to build and grow the relationships with our most complex users. You will: Recruit, develop, and lead a team of Customer Success Managers supporting strategic, relationship-based accounts. Help drive an engagement model focused on building durable user relationships, increasing adoption, delivering value Develop both the vision and strategy for the team, driving

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team Stripe’s Funded Startup AE team sits within our New Business Sales function and is responsible for closing net-new accounts for Stripe. Customers range from pre-revenue companies going through accelerator programs, to larger Series A/B companies considering long term payment partners. You have the opportunity to sell the entire suite of Stripe products and run the full sales cycle through onboarding. What you’ll do As a Startup Sales Manager at Stripe, you will play an instrumental role in fueling Stripe’s growth through new customer acquisition. In this role, you will build and lead a team of high-performing Account Executives, helping them to develop their skills and deliver on their ambitious targets, as well as roll your sleeves up to work directly with customers. We are looking for a proactive leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, managing high-performing teams and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology sales team and possess first-class analytical, communication and relationship-building skills. Responsibilities Recruit, develop and lead a team of Account Executives who focus on VC funded, tech-forward businesses Work with senior leadership to develop the long-term vision and strategy for the team, and manage day-to-day operations with a focus on performance against key s

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team Stripe’s Commercial team sits within Stripe’s Americas Sales organization and is responsible for acquisition, expansion, and growth of mid market accounts in North America. This team sells the entire suite of Stripe products and owns the full customer lifecycle. What you’ll do As a Sales Manager, Commercial (Hunter), you will play an instrumental role in fueling Stripe’s growth through defining the sales motion and GTM processes needed to acquire, grow and expand mid market accounts. In this role, you will build the foundation of a new team and GTM motion at Stripe. You will hire and lead a team of high-performing Account Executives, helping them to develop their skills and deliver on their ambitious targets, as well as roll your sleeves up to work directly with customers. We are looking for a proactive leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, managing high-performing teams and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology sales team and possess first-class analytical, communication and relationship-building skills. Responsibilities Recruit, develop and lead a team of Account Executives who focus on mid market businesses Work with senior leadership to develop the long-term vision and strategy for the team, and manage day-to-day operations with a focus on performance against key sales and growt

Company: tastytrade Role: Software Engineer (Ruby) Location: Chicago, IL — Hybrid Salary: $130,000-$150,000 As a Software Engineer you will be part of a team that builds out the technology powering our retail brokerage business and supporting our other business initiatives. We care about the speed and stability of our back-end systems as much as we care about the customer-facing applications we build. Our architecture is distributed and consistently evolving as our business grows and we face different technical challenges, but always with a focus on practicality and performance. You'll help by modifying existing systems, taking ownership of current systems as well as green field projects, and troubleshooting issues as they arise. Our engineers work with a plethora of tools including Java, Javascript, and Ruby. You'll work primarily in Ruby but will have opportunities to expand your skill set into areas where your interests and our technology intersect. Ruby doesn't have to be your primary language today. If you're strong in another object-oriented language — Java, for example — and you're genuinely keen to make Ruby your day-to-day, we'd like to hear from you. Our technical interview is conducted in Ruby wherever possible, so you'd need to be comfortable enough to code in it by the time we meet. What You'll Do Work in multiple languages across different parts of the tastytrade stack and/or front-end trading client applications. Design, build and maintain services in a distributed architecture, thinking about failure modes, latency and data consistency as you go. Provide guidance and leadership to more junior members of the team when questions arise about language or implementation specifics, and contribute in a meaningful way to our peer review process. Translate requirements and technical direction into production-quality code with lightweight guidance from a senior engin

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Chime Financial, Inc
📍 Chicago• $199K – $275K/yr
1mo ago

About the role Chime serves millions of members on a mission to help them unlock financial progress. Chime’s Lending org builds the products and platforms that give members access to fair, transparent credit and liquidity when they need it most, from Earned Wage Access through MyPay, to flexible overdraft with SpotMe, to longer-term Instant Loans, and the platforms that power credit decisions, funding, repayments, and servicing behind the scenes. We operate some of Chime’s most consequential systems. Our teams build real-time money movement and decisioning infrastructure at scale, including underwriting and eligibility, ledgering and reconciliation, capital markets workflows, repayment systems, and financial transactions that must be correct, resilient, and auditable. Why this role A meaningful problem. Helping engaged members get more value over time is one of the highest-leverage things we can do for members and for the business. Real ownership. This is a newer team with clear executive support and meaningful surface area. You'll have room to shape both the technical direction and the team itself. Strong cross-functional partners. You'll work day-to-day with senior Product, Analytics, Marketing, Design, and Data leaders who are deep in the problem. A team to build. You'll hire, coach, and grow a group of engineers, and define the culture as it scales. In this role, you can expect to Author and ship scoped, incremental features hands-on Own the squad's technical direction, architecture, and code quality — leading technical design discussions, code reviews, and technical planning, with support from the team and Tech Leads Identify technical debt and advocate for sustainable engineering practices as an active, ongoing codebase contributor Provide full people management for 3–5 direct reports, including 1:1s, career coaching, performance feedback, and promotion decisions Drive hiring and staffing for the squad, building an inclusive, high-performing team a

Who we are About Stripe Stripe, LLC. is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. What you’ll do Responsibilities Leading post-sale engagement, retention, and growth of customers in close collaboration with the Account Executive; Supporting account expansion by identifying opportunities, driving business outcomes, and ensuring customers achieve success, working closely with the account team; Cultivating relationships with senior executives in various departments, such as business, product, engineering, finance, and IT, in partnership with the Account Executive and team; Evangelizing Stripe's customer success stories, as well as its systems and processes; Articulating and driving customer use cases, value, and expansion while maintaining a trusted advisor status; Serving as a knowledgeable payments and commerce advisor, educating customers on the benefits of our products and industry. Who you are Minimum requirements Requires 8 years of experience in a client-facing role, managing relationships with large, global organizations. Position also requires the following: 8 years of experience executing customer facing activities to drive value and ROI from Billing and payments technical products; 8 years of experience collaborating with internal teams to create optimization plans that align with ROI opportunities, providing in depth analysis and suggestions for the user; 8 years of experience monitoring and managing client’s technical experience and engagement experience, proactively monitoring performance metrics a

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Global Payments Performance (GPPT) team, which falls under the Customer Success organization, is a dedicated team of payment experts that help users optimize their payment and product setup with Stripe. The team provides direct User engagement to our most strategic Users as well as a variety of resources that support account teams (self-guided payment optimization workshops, optimization playbooks, data & insights). The Customer Success Strategy & Operations team sits at the center of how Customer Success operates at Stripe. As GPPT scales, dedicated S&O support is required to both shape the function’s day-to-day operating model—from operating forums, capacity management and metric design— to the systems and cadences that enable execution of the team's long term vision. You will lead annual planning, OKR development, and engagement-model design to ensure GPPT is positioned to deliver for users and scale effectively. This is a high-impact Business Partner and Builder role at the heart of GPPT and Customer Success. As a trusted thought partner to senior leadership, you’ll combine strategic insight, operational excellence, and hands-on execution to turn ambitious priorities into meaningful results. You’ll lead critical cross-functional initiatives and build the operating mechanisms that help teams make smarter decisions, execute with consistency, scale effectively, and deliver measurable value. Given the cross functio

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Crypto.com
📍 Chicago• Hybrid• $120K – $145K/yr
1mo ago

Our Local Programs and Regulatory Compliance team is responsible for ensuring compliance with local laws and regulations in the countries where we operate. Financial crime moves fast — our AML program needs to move faster. As AML Manager on our Local Programs and Regulatory Compliance team, you'll lead the frontline defense against money laundering and fraud, building the monitoring programs, policies, and controls that keep our firm — and the broader financial system — safe. You'll work shoulder-to-shoulder with legal, compliance, and technology teams, and act as a trusted voice with regulators like FINRA, SEC, and FinCEN. Responsibilities: You will lead an AML program to monitor transactions and customer activities for signs of money laundering, fraudulent activity, and file suspicious activity reports (SARs); You will create policies and procedures and workflow tools to enhance the monitoring, detection, reporting and prevention of money laundering activity. You will design and build monitoring scenarios and support model validation programs; Acting as an AMLCO, you will monitor industry trends and ensure compliance with all relevant BSA/AML and securities laws, including guidance and red flags issued by FINRA, SEC, and FinCEN; You will develop and maintain policies and procedures regarding the Firm's AML, SARs, and KYC programs, and Senior Management reporting; As part of the Compliance team, you will support risk assessments and regular testing to access the effectiveness of the firm’s policies and associated controls; You will collaborate across the legal, compliance and other corporate functions to assist in the development and rollout of leading compliance related technologies, controls, and processes; You will engage in a variety of firmwide compliance issues and interact with Senior Legal and Compliance professionals and regulators; You will engage in industry wide i

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Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The Global GTM Operations team is responsible for overall productivity and effectiveness of the sales organization, partnering closely with the sales team and teams across Stripe to drive initiatives. Within the Sales Strategy and Operations team, the Global Product Sales Strategy and Operations team is aligned to each of Stripe’s Product Pillars (Revenue Suite, Money Management and Payments) and are heavily focused on partnering with both GTM and Product to drive the rhythm of business, strategic initiatives, bi-annual planning and execution. We advance the sales policies, processes and tools to drive revenue and growth. Within Stripe, the goal of the Product sellers is to help users understand Stripe’s specialised offerings and recommend the right Stripe solutions and implementation path. This is an incredible opportunity that plays an integral role in shaping and executing GTM strategies with Sales leaders. You will partner with senior Sales leadership and the broader Sales team to drive the overall productivity and effectiveness of the mid market segment. Responsibilities include go-to-market design, resource planning, quota setting and management, sales process optimization and business analytics. You will also partner with key cross-functional stakeholders, including Finance & Strategy, Functional Sales Operations, Global Systems & Processes, and the Strategy Planning and Insights team to streamline and optimize our

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Titan Security is built on serving our clients and building careers – just like yours. We are trusted by some of the most well-known companies and properties in the country while remaining dedicated to building personalized security solutions that solve the needs of every customer we support. Named as a nationally recognized Top Workplace in 2024 and 2025 by USA Today, Titan's customized approach to security services will provide you with the opportunity to learn, grow and succeed. Our core values of being Unified, Transparent, Innovative, Committed and Accountable help us in providing unparalleled service and support in all that we do. If you are looking for a meaningful career, a culture of excellence, and the ability to make a difference, we want to talk to you! Titan Electronics is the technology and systems integration arm of Titan Security Group, a leading security solutions provider servicing millions of square feet across commercial, residential, institutional, and industrial properties. Specialized in designing, installing, and servicing advanced electronic security architecture, Titan Electronics delivers customized, enterprise-grade solutions tailored to complex facility environments. We are seeking an experienced Level III Security Systems & Low Voltage Field Technician to lead installations, testing, programming, and complex troubleshooting for commercial, industrial, and high-security clients. In this senior-level role, you will handle advanced integration of Access Control, IP Video Surveillance (CCTV), Intrusion Alarms, and Structured Cabling systems. You will also serve as a technical mentor to Level I & II technicians and act as the primary on-site point of contact for project managers and clients. Key Responsibilities System Installation & Integration: Mount, wire, program, and commission advanced commercial security systems including IP CCTV/NVRs, Access Control (ACS), Intrusion Detection, Intercoms, and Gate systems. Network & So

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