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Operations Lead in Chicago

78 active opportunities · Updated for October 2026

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Explore current operations lead jobs in Chicago. Use filters to narrow by work mode, employment type, experience and date posted.

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Instawork
📍 Chicago• $160K – $200K/yr
Just now

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. We are seeking a Senior Manager, Strategic Initiatives to join our Product Operations team and lead the charge in identifying and launching our next growth horizons. This is a high-octane, "General Manager" style opportunity to build new business lines from scratch—connecting our 10M+ flexible workers (“Pros”) with new industries and service categories. You will be tasked with parachuting into highly ambiguous, high-impact expansion initiatives to ignite the marketplace flywheel, prove unit economics, and transition new bets from "0 to 1." Who You Are Founder Mindset & Bias for Action: You have a "get-it-done" attitude and are willing to do whatever it takes to launch a category—whether that’s manually matching shifts, cold-calling early partners, or testing ground-level operational processes. You don't wait for permission or perfect data; you deliver results. Strategic & Curious: You think big-picture while staying fiercely grounded in data and execution. You are comfortable with fast iteration, nav

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EG
Just now

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

C
24 days ago

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time. Position Summary The Operations Manager is a member of the Store Management team, and as such, fulfills the company purpose of helping people on their path to better health by driving store execution and performance while building consumer loyalty to CVS/pharmacy through a focus on excellent customer service. Under the supervision of the Store Manager, the Operations Manager will maintain an engaged, productive store team through strong leadership, demonstrating initiative and leading by example. The Operations Manager is responsible for supporting the Store Manager in the total leadership and strategic operation of a CVS/pharmacy store including: Overall store management, supervision, and policy implementation Sales and inventory management Employee staffing, training, and development Financial management Customer service leadership <

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Fanatics Commerce is the global leader in licensed sports merchandise, operating a vertically integrated platform that designs, manufactures, and delivers officially licensed apparel, jerseys, headwear, and collectibles for major leagues, teams, and events worldwide. With more than 900 e-commerce sites and a global omnichannel presence across digital, in-venue, and retail, Fanatics Commerce reaches fans in over 180 countries and powers official fan experiences for many of the world's most iconic sports properties. At Fanatics, we bring our BOLD Leadership Principles to life every day - building championship teams, obsessing over fans, acting with entrepreneurial speed, and delivering with a determined and relentless mindset. ROLE OVERVIEW The Retail Lead delivers business and fan impact through BOLD leadership and execution excellence, leveraging data, automation, and AI-enabled insights. Home game shifts are considered a core responsibility of the position and may include pre-game, in-game, and post-game operational support. HOW WILL YOU DRIVE IMPACT Success is measured by the ability to deliver results through BOLD capabilities and measurable outcomes. Fan & Customer Impact (Obsessed with Fans) Drive sales results by consistent execution of daily operations Support back of house operations; maintain stockroom organization Knowledge of retail operation systems including but not limited to OpSuite5.0 (

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

EC
Energy CX
📍 Chicago• Full-time
Just now

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? Recession proof industry Uncapped commission with competitive salary 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 → $130,000 - $170,000 Title: Revenue Operations Manager About this Job Energy CX is hiring a Revenue Operations Manager to build and own the revenue operating system that powers how the company makes decisions, turning fragmented data into a trusted, self-sustaining system for pipeline, forecasting, and capacity planning. This person will own HubSpot and the broader revenue tech stack, build the metrics and forecasting infrastructure the business runs on, and connect marketing, sales, customer success, and finance around a single source of truth, ensuring the right answers surface before anyone has to ask. Objectives of this Role Own and evolve ECX's revenue operating system, including pipeline intelligence, forecasting, and capacity planning, as the foundation for how the company makes revenue

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Just now

At Dscout, we’re building the most flexible and powerful UX research platform on the market—trusted by the world’s top brands in finance (JP Morgan Chase, Intuit, Charles Schwab, PayPal), healthcare (Aya, Headspace), consumer goods (Keen, Verizon, Target, Northface), and tech (Google, Amazon, Facebook, Meta, Spotify, AirBnB). Our tools help teams deeply understand the humans behind their products, so they can build better ones. We are expanding our smart and driven team and would love for you to join us. Lead Research Advisor, Mid-Market (Austin or Chicago) Job Description We are looking for a Lead Research Advisor to join our growing Customer Success department. You will drive and grow important relationships by helping our customers find new ways to use our platform, ensuring they achieve maximum value from their investment. This role is a critical function that merges research expertise with a customer success motion, focusing on driving platform adoption and mitigating churn risk. You will also collaborate closely with a team of Research Advisors to design, recruit, and field research projects for our customers You will have a chance to make a real difference for Dscout’s customers and build your career at the intersection of customer success and research. You are an incredible communicator and a genuine, creative problem-solver. You are our customer’s dedicated partner in success, helping them learn a new digital tool, execute powerful research, and maximize the ret

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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

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FourKites
📍 Chicago• Remote• $120K – $140K/yr
Just now

At FourKites we have the opportunity to tackle complex challenges with real-world impacts. Whether it’s medical supplies from Cardinal Health or groceries for Walmart, the FourKites platform helps customers operate global supply chains that are efficient, agile and sustainable. Join a team of curious problem solvers that celebrates differences, leads with empathy and values inclusivity . As a Services Consulting Specialist (SCS), you will serve as the strategic bridge between our Sales and Professional Services teams — supporting prospects through scoping, risk assessment, and requirements gathering while ensuring a smooth, seamless handoff from Sales into Implementation. This is a full-cycle role spanning both net new business development and expansion within our existing customer base. You’ll partner closely with Sales and Customer Success to position high-value services that accelerate time-to-value and drive meaningful business outcomes for customers across the supply chain ecosystem. Responsibilities Pre-Sales & Prospect Engagement Partner with Sales and Customer Success to evaluate prospect feasibility and ensure customers can be successfully implemented within FourKites’ delivery model Lead prospect and customer design sessions to map current-state operations and define a clear solution path with FourKites Engage with high-value, complex prospects to facilitate workshops that identify solution gaps, operational complexities, and a viable path forward Support Sales

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FourKites
📍 Chicago• Remote
Just now

At FourKites we have the opportunity to tackle complex challenges with real-world impacts. Whether it’s medical supplies from Cardinal Health or groceries for Walmart, the FourKites platform helps customers operate global supply chains that are efficient, agile and sustainable. Join a team of curious problem solvers that celebrates differences, leads with empathy and values inclusivity . As an Implementation Manager at FourKites, you will serve as the strategic orchestrator behind enterprise transformations for Global 1000 companies managing complex supply chains. This role combines deep functional consultation with comprehensive project management to ensure successful software deployments. You will act as the trusted advisor who transforms complex logistics challenges into streamlined solutions, building stakeholder relationships while ensuring enterprise implementations deliver measurable business outcomes. Impact & Scope : Each implementation you lead directly enhances supply chain visibility for major enterprises, contributing to operational efficiency improvements and cost reduction across global logistics networks. What you’ll be doing: Core Responsibilities You will be part of our Global Implementation team, committed to helping enterprise customers successfully adopt FourKites as both a technology solution and a strategic approach to supply chain visibility across their organization You will serve as a trusted advisor and empathetic customer advocate, problem solv

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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 organi

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Instawork
📍 Chicago• $160K – $200K/yr
Just now

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 seeking a General Manager, Data Centers, to accelerate and scale our rapidly growing presence in the booming data center industry. Working closely with Instawork’s leadership team, this is a high-octane opportunity to drive strategy, capture market share, and optimize execution in one of the world's fastest-growing sectors. You will be tasked with scaling the connection between our 10M+ flexible workers ("Pros") and the massive, continuous labor demands of data center builders, general contractors, operators, and hyperscalers. Your goal: parachute into high-impact expansion initiatives, optimize our go-to-market strategy, supercharge our supply and demand engines, and do absolutely whatever it takes to accelerate the marketplace flywheel in critical data center hubs. What You’ll Do Scale the Playbook: Take our data center vertical from 1 to 10. You will drive operational excellence—whether that means streamlining complex site-access and safety protocols, standardizing onboarding for massive constructi

ailogistics
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Writer
📍 Chicago• Full-time• Remote
23 days ago

🚀 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 Join WRITER's sales team as an Strategic Account Executive and help shape the future of work. You'll empower global enterprises (8,000+ employees) to transform their operations through our cutting-edge AI agent platform, enabling organizations to deploy AI at scale and unlock unprecedented productivity. This role is perfect for high performers who thrive in fast-paced, intellectually stimulating environments where you have the autonomy to drive results and build lasting

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Box
📍 Chicago• Full-time• $113K – $141.5K/yr
Just now

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 expanding into a new era of monetization, one that blends our trusted subscription model with dynamic, consumption-based pricing for AI-powered and Platform capabilities. As the Program Manager, Consumption Products, you will own the day-to-d

aifinance
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Box
📍 Chicago• $85.5K – $107K/yr
Just now

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 We are seeking a Senior Compensation Analyst to join our People Operations, Intelligence, and Total Rewards (POINTR) team . In this key role reporting to the Global Compensation & People Analytics Director, you will serve as the prim

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