Ai Systems Engineer in Chicago

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . We’re looking for a Senior Ads Product Marketing Manager to shape the future of performance bidding, optimization, and measurement at Pinterest. You’ll own the go-to-market strategy for new solutions that help advertisers align campaign delivery with the business outcomes they value most. In this role, you’ll translate complex advertiser measurement needs into clear product strategy, positioning, and scalable go-to-market motions. You’ll partner closely with Product, Engineering, Data Science, Measurement, Sales, Performance Solutions, and Product Operations to bring new lower-funnel solutions from early testing through broader adoption. Your work will help advertisers optimize toward the outcomes that matter in their own measurement source of truth—and build greater confidence in Pinterest as a performance channel. What you’ll do: Own product m

As an Enterprise Customer Success Manager, you will proactively drive new product attachment and effective strong relationships across our largest and most strategic customers. You’ll advocate for the customer internally and focus on a positive customer experience. Interactions are rooted in relationship-management, first and foremost, while also advocating for growth opportunities. Enterprise Customer Success Managers follow a well-defined methodology that helps them identify the customer's unique needs and clearly convey the value of the Datadog product. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Act as a strategic partner to customers, orchestrating cross-functional internal teams and engaging executive, technical, and business stakeholders to understand customer goals and translate them into a clear, deliverable Datadog value narrative. Proactively build and maintain executive relationships to deliver clear, outcome-driven value stories that connect Datadog technical use cases to measurable business results. Lead QBRs and strategic reviews as a forum to demonstrate impact, align on priorities, and define next-step initiatives. Analyze adoption and usage trends to quantify value delivered, extract insights from large datasets, identify gaps, and drive financially grounded commercial recommendations and strategic opportunities. Position Datadog as a critical observability platform that enables reliability, efficiency, and informed decision-making. Own and project manage the on-boarding process for new customers Collaborate cross-functionally with AEs, SEs, TAM, Product, Support, Enablemen and other technical teams to ensure consistent value delivery and messaging. Who You Are: Customer-centric with 3+ years in a Customer Success

We are Datadog’s in-house technical leaders. The Technical Account Management team drives Datadog’s continued global growth by ensuring our customers realize long-term value from our platform through successful adoption, expansion, and partnership. As a Manager 1 in Technical Account Management, you will lead and develop high-performing technical teams while influencing strategy, execution, and outcomes across customers, internal partners, and the broader organization. Manager 1 leaders at Datadog are people-first managers, trusted collaborators, and operational owners. You will coach and mentor individual contributors, drive execution against team and organizational goals, and serve as a strong voice for customer needs and technical excellence. At Datadog, we place value in our office culture; the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Lead and coach a team of up to 6 Technical Account Managers, providing regular 1:1s, team meetings, and bi-annual performance feedback Own and track team KPIs , including scheduling, utilization, productivity, and delivery outcomes Partner closely with Sales, Customer Success, Presales, Product Management, Support, and Marketing to align post-sales strategy and execution Lead and participate in customer-facing engagements when appropriate, including escalations, strategic reviews, and key account discussions Drive account strategy discussions focused on product adoption, expansion, and services delivery Actively participate in recruiting , hiring, and onboarding efforts across your team and the broader organization Gather and synthesize customer feedback to influence product direction, process improvements, and internal initiatives Lead multiple OKR initiatives annually , coordinating and delegating efforts across your team Demonstrate thought leadership by identifyi

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. Build the operational and technical skill set that runs global trade At Flexport, we believe global trade can move the human race forward. We're shaping the future of a $10T industry with technology and people who understand it end to end. The Rotational Development Program (RDP) exists because that combination — real supply chain fluency plus the ability to build and automate — doesn't exist at scale in the market today. So we're building it ourselves. This is an 18-month program, not a rotation for rotation's sake. Every assignment is live, revenue-generating work. Every participant leaves with a certification in AI and low-code tooling running alongside their operational and commercial training. And every graduate places into a role with real scope: primarily Account Management, with paths into Automation Engineering, Forward Deployed Engineering/Consulting, Sales Engineering, or a traditional Ops/Sales/Customs track. What you'll do You'll rotate through three functions, six months each, with AI/low-code curriculum running continuously across all three: Gateway Ops (Air or Ocean). Own the shipment lifecycle. Execute bookings, manage exceptions, and hold data int

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Get to know Okta Okta is The World’s Identity Company. We free everyone to safely use any technology, anywhere, on any device or app. Our flexible and neutral products, Okta Platform and Auth0 Platform, provide secure access, authentication, and automation, placing identity at the core of business security and growth. At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box - we’re looking for lifelong learners and people who can make us better with their unique experiences. The Customer First Team We are a team of Identity and Access Management experts. We help customers, businesses, and organisations maximise their Okta IAM platform investment, providing rapid time-to-value in adoption and usage and promoting scalability and agility. Our team sits within the Customer First area - focused on ensuring the long term success of our customers. Join our team! We’re building a world where Identity belongs to you. Role Summary Reporting to the Sr. Manager, Strategic Programs and Delivery Governance, the Program Manager, Services Solutions & Delivery Acceleration is a key operational and technical enablement leader within our Global Professional Services and Delivery Success organization. This role treats "services as a product"—transforming custom, highly complex implementation workflows into standardized, packaged service solutions and reusable delivery acceleration toolkits. Work

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.

🚀 About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our vision is to expand human capacity through superintelligence. And we're proving it's possible – through powerful, trustworthy AI that unites IT and business teams together to unlock enterprise-wide transformation. With WRITER's end-to-end platform, hundreds of companies like Mars, Marriott, Uber, and Vanguard are building and deploying AI agents that are grounded in their company's data and fueled by WRITER's enterprise-grade LLMs. Valued at $1.9B and backed by industry-leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth, WRITER is rapidly cementing its position as the leader in enterprise generative AI. Founded in 2020 with office hubs in San Francisco, New York City, Seattle, Austin, Chicago, and London, our team thinks big and moves fast, and we're looking for smart, hardworking builders and scalers to join us on our journey to create a better future of work with AI. 📐 About the role Every company grows differently, and at WRITER, our growth is directly tied to empowering our users to create better content, faster, and at an unprecedented scale. As a strategic solutions architect, you'll be at the forefront of this mission, working directly with our largest and most strategic prospects to identify, validate, and build innovative agentic AI solutions that unlock massive business value. This isn't just about selling a product; it's about deeply understanding complex enterprise needs and architecting a future where AI transforms how our customers operate. You'll be instrumental in shaping how the world's leading companies adopt and scale AI, making a tangible impact on both their success and WRITER’s continued leadership in the enterprise generative AI space. This is a full-time, hybrid role based out of our Chicago hub. You will report directly to the Director, solutions architecture. 🦸🏻‍♀️ What you'll do Drive strategic technical discovery

About Energy CX: Energy CX is redefining the energy brokerage industry as the fastest-growing player in the US. By bringing cutting-edge technology, advanced analytics, and innovative solutions, we are disrupting a space that has operated in the dark for too long. Why Energy CX? Entrepreneurial and ambitious culture with a great team oriented environment Fastest growing energy broker in the country One of the fastest growing companies in Chicago Recognized by Fortune and Great Places to work US Named on Inc 5000’s list of America’s fastest growing companies Compensation Year 1 Expected Earnings → $115,000 to $200,000. The expected salary range above may vary based on qualifications and experience. Title: Senior Product Manager, Customer Platform About this Job We're looking for a Senior Product Manager to own our customer-facing energy purchasing and tracking platform during a critical high-growth phase. You'll define and drive the vision for turning that platform into an interactive, data-rich experience — think Bloomberg Terminal or Robinhood — that gives clients real-time visibility and control over their energy purchasing decisions. This is a flagship customer-facing bet, and you'll be the senior product voice shaping it end to end. What You'll Do Own the product roadmap and vision for the customer-facing platform, translating energy purchasing and tracking into an interactive, real-time interface Partner with Engineering, Design, and Quantitative Strategy to define data visualizations, live pricing displays, and interactive tools that make complex energy market data intuitive for clients Gather requirements directly from clients, Sales, and Customer Success to identify what drives engagement and decision-making on the platform Write detailed product requirements and specs, and work closely with engineering to ship features that measurably improve client engagement and retention Define and track success metrics (engagement, retention, feature a

Envoy Global is a proven innovator in the global immigration space. Our mission combines our industry-leading tech platform with holistic service to streamline, simplify and expedite the immigration process for employers and individuals. Immigration Operations Specialist (IOS) Onsite | Full‑Time | Chicago, IL Build a Career in Immigration Operations The Immigration Operations Specialist (IOS) plays a vital role in supporting employment‑based immigration cases by providing hands‑on administrative and case support to Envoy Global’s affiliate law firm. This is a great opportunity to build foundational skills, work with cutting‑edge legal technology, and grow within a collaborative operations team. Are you detail‑oriented, organized, and interested in immigration or global mobility? What You’ll Do Prepare correspondence, filings, and mailings for immigration petitions Scan, upload, and manage sensitive case documents with accuracy and care Support standard immigration case types under the guidance of senior specialists Maintain accurate case updates and notices in Envoy’s platform Perform quality checks to ensure work meets accuracy and compliance standards Assist with online applications and client document intake Use AI and automation tools to improve efficiency Support high‑volume projects such as H‑1B cap season and other peak periods What You Bring High School Diploma required 2+ years of administrative or clerical experience in a corporate environment Comfort handling confidential, time‑sensitive information Basic proficiency in MS Word, Excel, and Outlook Strong attention to detail and excellent organizational skills Clear written and verbal communication skills Genuine interest in immigration, global mobility, or legal operations Additional Details Must work onsite In Chicago, IL five (5) days per week Flexibility to work overtime during high‑volume periods Ability to lift up to 25 lbs and work at a computer for extended periods Why Envoy Global You’

ROLE: CREATIVE DIRECTOR, PORTFOLIO TEAM: THE KITCHEN NORTH AMERICA LOCATION: TORONTO / CHICAGO (HYBRID) COMPANY OVERVIEW The Kitchen brings together a range of disciplines and capabilities. It’s a team of creatives, producers, data analysts and social experts working together to deliver remarkable ideas that live in a variety of mediums, from everything from social to TV. This team moves at the speed of culture. It is built to respond to trends and events as they happen, coming up with ideas that transcend social media to capture the spirit of the moment, earn media impressions, and get the country talking. Are you ready to join an award-ambitious team that's making waves in the advertising industry? Our incredible team has been recognized internationally by industry giants like Cannes, One Show and was named Campaign's Global ‘In-House Agency of The Year’, further solidifying our position as a leader in the industry. Join us and be a part of something truly special - a team that's dedicated to creating ground-breaking work and pushing limits. At The Kitchen, we're not just looking for individuals who want to be a part of the advertising industry - we're looking for trailblazers who are ready to lead the way to the next big thing! We want individuals who are passionate about producing award-winning work and have an innate drive to their craft and are eager to generate innovative ideas both within and outside of the brief. ROLE OVERVIEW As the Creative Director, Portfolio you will lead multidisciplinary creative teams across a portfolio of iconic Kraft Heinz brands, partnering with Sr. Creatives, Designers, Accounts and Strategists to develop breakthrough ideas that extend seamlessly across every consumer touchpoint-from national campaign and social content to retail experiences and the moment of purchase. Unlike a traditional Creative Director role, this position requires someone who is equally comfortable developing breakthrough brand platforms as they are tra

POSITION: TOUR DRIVER LOCATION: REMOTE, U.S DATES: NOV 2nd - DEC 20th COMPANY OVERVIEW Salt is a North American marketing agency that creates connected experiences through creative, digital & media innovation. Our mission is to “Earn The World’s Attention” and Salt is built to find, develop, execute, and amplify the ideas that are worthy of our clients’ audiences. We’ve structured our agency to do what’s right for our clients – to connect different perspectives, to work across mediums, and to focus on delivering meaningful, effective results. We’re committed to living up to the values in our name. “Salt of The Earth” means we value collaborative, humble, hard-working people here. We’re looking for people who are as smart as they are kind because we believe the right talent and the right culture help us do what’s right for our clients. We are hiring experiential Holiday Tour Managers for the 2026 Coca-Cola Holiday Caravan, spreading joy and sharing acts of kindness with people across America. The contract runs from November 2 through December 20, 2026, with two truck teams scheduled to conclude on December 13 based on their assigned routes. Tour Managers will be on the road for the majority of their contracts, traveling with a team of four crew members. Accountabilities include working with venues, retailers, and vendors, and acting as a liaison between the Salt back-office team and field staff. *Please note that this is a freelance/contracted 1099 role and is open to applicants across the United States. RESPONSIBILITIES: Crew/team management (2 crew members will be licensed drivers) Setup and teardown support at all tour stops Preparing logistics for all tour stops with venue contacts Facilitating licensing and permitting where necessary Working as hybrid of manager and brand ambassador at every tour stop, engaging with consumers EXPERIENCE & SKILLS: Proven In-field / Tour

ROLE: ART DIRECTOR TEAM: THE KITCHEN NORTH AMERICA LOCATION: CHICAGO (HYBRID) ABOUT THE KITCHEN NORTH AMERICA The Kitchen brings together a range of disciplines and capabilities. It’s a team of creatives, producers, data analysts and social experts working together to deliver remarkable ideas that live in a variety of mediums, from social to TV. This team moves at the speed of culture. It is built to respond to trends and events as they happen, coming up with ideas that transcend social media to capture the spirit of the moment, earn media impressions, and get the country talking. Are you ready to join an award-ambitious team that's making waves in the advertising industry? Our incredible team has been recognized internationally by industry giants like Cannes, One Show and was named Campaign's Global In-House Agency of The Year, further solidifying our position as a leader in the industry. Join us and be a part of something truly special, a team that's dedicated to creating ground-breaking work and pushing limits. At The Kitchen, we're not just looking for individuals who want to be a part of the advertising industry, we're looking for trailblazers who are ready to lead the way to the next big thing. We want individuals who are passionate about producing award-winning work and have an innate drive to their craft and are eager to generate innovative ideas both within and outside of the brief. OVERVIEW You're not just an Art Director, you’re a cultural observer, a visual storyteller, and a creative problem solver. You’re energized by the pace of modern creativity and thrive in environments where ideas need to happen now . You care deeply about craft, but you’re just as passionate about relevance and impact. You’re ambitious, not just to make great work

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 Box is transforming how the world works together. Our Enterprise Sales team is expanding, and we’re hiring a high-impact Enterprise Account Executive to drive net-new logo acquisition across the Insurance vertical. This is a hunter role owning a white-space territory—prospecting into large, complex enterprises, building executive relationships, and closing multi-stakeholder, enterprise-wide deals. You’ll shape repeatable Insurance industry go-to-market motions while partnering cross-functionally to help customers securely manage, govern, and collaborate on their most critical content. If you thrive on opening doors, navigating ambiguity, and creating measurable business outcomes, this role offers visibility, growth, and the chance t

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works. Instawork is the #1 marketplace connecting businesses with skilled hourly workers, with 10M+ workers across 40+ markets in North America. Our downtown Chicago office is looking for a reliable and organized part-time Office Coordinator to help keep our downtown Chicago office running smoothly. This is a hands-on, part-time position focused on office organization, coordination, and general administrative support. We're looking for someone available to work 10–20 hours per week , with some flexibility around academic commitments. What You’ll Do Keep office supplies, shared spaces, and conference rooms organized. Order supplies and coordinate with vendors and building management. Receive mail, packages, deliveries, and occasional visitors. Prepare the office for meetings, team lunches, and small events. Organize documents, receipts, and office records. Assist with scheduling and other basic administrative tasks. Help identify and resolve routine office needs. Support occasional errands and special projects. Who You Are Organized, dependable, and attentive to detail. Comfortable taking initiative and working independently. Friendly and professional when communicating with others. Able to manage multiple small tasks and follow through. Familiar with Google Workspace. Able to work approximately 10 - 20 hours per week at our office in the Loop. Previous office or administrative experience is helpful but not required. For IL-based applicants The hourly compensation for this position is $25/hour #LI-Onsite O

At Snowflake, we are powering the era of the agentic enterprise. To usher in this new era, we seek AI-native thinkers across every function who are energized by the opportunity to reinvent how they work. You don’t just use tools; you possess an innate curiosity, treating AI as a high-trust collaborator that is core to how you solve problems and accelerate your impact. We look for low-ego individuals who thrive in dynamic and fast-moving environments and move with an experimental mindset — who rapidly test emerging capabilities to discover simpler, more powerful ways to deliver results. At Snowflake, your role isn't just to execute a function, but to help redefine the future of how work gets done. We are looking for a Senior Solution Engineer who is accustomed to solving customer’s most complex problems and closing large deals. In this role you will work directly with the sales team and channel partners to understand the needs of our customers, strategize on how to navigate winning sales cycles, provide compelling value-based demonstrations, support enterprise Proof of Concepts, and ultimately close business. As a Snowflake Solution Engineer you must share our passion about reinventing the database space, thrive in a dynamic environment and have the flexibility and willingness to jump in and get things done. You are equally comfortable in both a business and technical context, interacting with executives and talking shop with technical audiences. This is a remote role that requires about 25% travel. Candidates can sit anywhere in the USA. IN THIS ROLE YOU WILL GET TO: Present Snowflake technology and vision to executives and technical contributors at prospects and customers Work hands-on with prospects and customers to demonstrate and communicate the value of Snowflake technology throughout the sales cycle, from demo to proof of concept to design and implementation Immerse yourself in the ever-evolving industry, maintaining a deep understanding of competitive and com