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Executive Administrative Assistant in Chicago

241 active opportunities · Updated for October 2026

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

S
Stripe
📍 Chicago• Full-time
2mo ago

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 As a SMB Hunter 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. You will: Recruit, develop and lead a team of Account Executives who focus on small and medium, high-growth, 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 sales and growth metrics Be accountable for increasing revenue and new client acquisition at high rates of growth Coach and guide the team in developing consultative and solution-based sales skills Inspire, motivate and enable development of team members to promote career growth and impact for Stripe Work collaboratively and cross-functionally across the organization to help shape Stripe’

D
3 days ago

FEQ128R31 Solutions Engineer At Databricks, our core values drive everything we do; a culture of proactiveness and a customer-first mindset fuels our mission to create a unified platform that makes AI and data analytics accessible to everyone in their own context. This role is part of our programmatic effort to develop promising field engineers—offering a launchpad for the next generation of data leaders . We aim to build leaders who will drive both data and business strategy for our customers, leading the front lines of Databricks growth as well. With our Data Intelligence Platform, we make it easy to turn insights into action while encouraging creativity, experimentation, and continuous improvement. You’ll play a key role in this mission, building upon your emerging technical skills in the area of solutions engineering, learn how to apply them in the Databricks platform and show customers how to tackle real-world data challenges. Solutions engineers go further than telling them what's possible; they build working prototypes and advise customer teams on how to get to production. You’ll join a collaborative, customer-obsessed team that thrives on innovation to help customers reach their goals. Come help us change how the world works with data—and shape your future while you're at it! This will be an in-office role and candidates must be based in Chicago, IL. Relocation assistance will not be provided. Recent graduate?: We’d love for you to explore our current internship openings on our careers page and submit your application for our roles designed for new college graduates. More About Databricks YouTube The impact you will have: Form successful relationships with customers throughout your assigned territory, providing technical and business value to Databricks customers in collaboration with Account Executives. Operate as an expert in AI and data analytics to excite customers about Databricks. You will develop into a ‘champion’ and trusted advisor on mu

pythonjavasql
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F
3 days ago

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 FourKites is looking for an extraordinary people leader who is customer obsessed and believes in our core values of one team, bias for action, attitude matters and extreme ownership. As the Senior Manager, Customer Success , you will lead a team of Customer Success Managers responsible for providing a best-in-class customer experience. The team is responsible for guiding customers through their visibility journey and managing a book of customers. Key metrics include Net Revenue Retention, Customer Satisfaction, Customer Health, and account growth. Your team will work heavily with Sales, Operations, Product and Leadership. The ideal candidate will be equally passionate about FourKites solutions, customer outcomes, leading, developing and inspiring a team that scales with our growth. What you’ll be doing: Development and manage a team of Customer Success Managers Build and cultivate relationships with customer executives and champions of strategic accounts and serve as an escalation point for client conflict resolution as necessary Partner with Customer Enablement to ensure CS Playbooks are being advanced based on our business growth and maturity Provide direction, coaching and feedback to CSMs around day-to-day execution of CS Playbooks Detailed management routines around account planning, business objectives, risk mitigation, and customer expansion Understand and mitigate account risk and escalate to dependent functions as necessary Enable Customer Growth Account Executives, Renewals Manager and CSMs to strategize on renewals and expansion opportunities Hire, onboard, and

REMOTEaisupply chain
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W
Writer
📍 Chicago• Full-time• Remote• $184K – $225K/yr
9 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 We are looking for a visionary and execution-oriented AI transformation lead to serve as a high-impact partner for our most strategic Fortune 100 accounts. In this role, you’ll be the architect of change, moving beyond simple software implementation to help the world's largest organizations fundamentally rethink how they work. You’ll sit at the intersection of business strategy and cutting-edge technology, translating the power of the WRITER platform into measurable P&L impact and helping executives navigate the shift to an AI-first operating model. This is a rare opportunity to build the playbook for enterprise AI transformation. You won’t just be managing accounts; you’ll be driving the next industrial revolution by helping C-suite leaders move from AI experimentation to full-scale value realization. Your work will directly influence WRITER's product roadmap and help define how the world’s biggest brands use superintelligence to expand human capacity. Thi

REMOTEai
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W
Writer
📍 Chicago• Full-time• Remote• $156K – $198K/yr
9 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 We are looking for a visionary and execution-oriented AI transformation lead to serve as a high-impact partner for our most strategic Fortune 100 accounts. In this role, you’ll be the architect of change, moving beyond simple software implementation to help the world's largest organizations fundamentally rethink how they work. You’ll sit at the intersection of business strategy and cutting-edge technology, translating the power of the WRITER platform into measurable P&L impact and helping executives navigate the shift to an AI-first operating model. This is a rare opportunity to build the playbook for enterprise AI transformation. You won’t just be managing accounts; you’ll be driving the next industrial revolution by helping C-suite leaders move from AI experimentation to full-scale value realization. Your work will directly influence WRITER's product roadmap and help define how the world’s biggest brands use superintelligence to expand human capacity. Thi

REMOTEai
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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 Stripe’s Customer Success Managers are ultimately responsible for the complete post-sales lifecycle of a Stripe user, and through your partnership, users will derive maximum value from their investments, leading to project success, retention, and renewal. Few roles provide such a direct impact on the growth of the company. What you'll do We're looking for a motivated and curious professional to manage a book of enterprise customers. The CSM delivers proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is detail-oriented and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of enterprise customers Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights Perform business reviews to align on user priorities, review payments performance metrics,

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Box
📍 Chicago• $341.5K – $427K/yr
18 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

aisalesforce
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TS
Titan Security Group
📍 Chicago• $59K – $60K/yr
19 days ago

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 Security is seeking a Site Security Supervisor to lead daily security operations at an iconic, high-profile property in the heart of Chicago’s Loop. Situated within a historic landmark featuring classic Chicago School architecture, modern amenities, and public exhibits, this unique site requires a dedicated leader who balances high-standard safety procedures with exceptional customer service for tenants, international executives, and visitors alike. As the Site Security Supervisor, you will directly manage a team of 5 security officers/supervisors, ensuring top-tier protection, operational excellence, and team development. Key Responsibilities Team Leadership & Development: Supervise a team of 5 security officers/supervisors. Oversee scheduling, payroll, coaching, recognition, and performance management. Conduct site-specific on-the-job training, client-specific training, and annual refreshers adhering to Titan standards. Operational Oversight: Reconcile daily logs, shift responsibilities, and patrol reports. Review incident reports prior to submission to Management and coordinate preliminary investigations. Post Orders & Procedures: Develop and maintain up-to-date operational procedu

payrollcustomer service
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W
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 We are looking for a visionary and execution-oriented AI transformation lead to serve as a high-impact partner for our most strategic Fortune 100 accounts. In this role, you’ll be the architect of change, moving beyond simple software implementation to help the world's largest organizations fundamentally rethink how they work. You’ll sit at the intersection of business strategy and cutting-edge technology, translating the power of the WRITER platform into measurable P&L impact and helping executives navigate the shift to an AI-first operating model. This is a rare opportunity to build the playbook for enterprise AI transformation. You won’t just be managing accounts; you’ll be driving the next industrial revolution by helping C-suite leaders move from AI experimentation to full-scale value realization. Your work will directly influence WRITER's product roadmap and help define how the world’s biggest brands use superintelligence to expand human capacity. Thi

REMOTEai
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W
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 We are looking for a visionary and execution-oriented AI transformation lead to serve as a high-impact partner for our most strategic Fortune 100 accounts. In this role, you’ll be the architect of change, moving beyond simple software implementation to help the world's largest organizations fundamentally rethink how they work. You’ll sit at the intersection of business strategy and cutting-edge technology, translating the power of the WRITER platform into measurable P&L impact and helping executives navigate the shift to an AI-first operating model. This is a rare opportunity to build the playbook for enterprise AI transformation. You won’t just be managing accounts; you’ll be driving the next industrial revolution by helping C-suite leaders move from AI experimentation to full-scale value realization. Your work will directly influence WRITER's product roadmap and help define how the world’s biggest brands use superintelligence to expand human capacity. Thi

REMOTEai
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B
Box
📍 Chicago• $94K – $115K/yr
25 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.

sqlaisalesforce
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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 Stripe’s Customer Success Managers (CSM) oversee the post-sales lifecycle for Stripe users, ensuring they realize the maximum value of their investment. This partnership drives user success, increases retention and expansion, and supports mutually beneficial renewal outcomes. Few roles provide such a direct impact on the growth of the company. What you’ll do We are looking for a motivated and curious professional to manage a book of Platform customers. The CSM will deliver proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is analytical and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of Stripe’s platform customers Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights Perform business reviews to align on user prior

F
1mo ago

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. The Opportunity We’re hiring a Senior Business Development Manager, Control Tower to drive pipeline, award conversion, and revenue growth for Flexport’s Control Tower business across our Central region. This role will sit in Chicago, with the flexibility to travel to customers across the territory when it matters (up to 25% travel). Flexport’s Control Tower gives customers one system to manage order management, booking management, buyer’s consolidation, and supply chain optimization. You’ll be the Control Tower subject matter expert (SME) embedded in the sales process – partnering with Account Executives and sales leadership to run customer conversations, shape the right solution, demo the technology, and price deals to win without giving away margin. This is a consultative, value-based sell with a longer cycle than a typical transactional deal. You’ll need to get genuinely fluent in a prospect’s current supply chain, systems, and headcount so you can build a credible business case for why Control Tower is worth the switch – and defend that case on price. You Will Be: Owning Central region growth – driving customer count, Control Tower volume, and profitability acr

supply chainlogistics
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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 Stripe’s Velocity Grower team covers existing businesses within Stripe’s Americas Sales organization and is responsible for expansion and growth of mid-market (Commercial) 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, Grower Healthcare you will play an instrumental role in fueling Stripe’s growth through defining the vertical sales motion and GTM processes needed to grow and expand Stripe product adoption with existing customers. The book will be majority Healthcare but also include other top accounts. In this role, you will build the foundation and define the Healthcare growth motion. You will hire and lead a team of high-performing Account Executives, help 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 with tech sales experience calling on Healthcare companies, 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, working with Healthcare businesses and regulatory requirements and possess first-class analytical, communication and relationship-building skills. Responsibilities Recruit, develop and l

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 - Grower you will play an instrumental role in fueling Stripe’s growth through defining the sales motion and GTM processes needed to grow and expand Stripe product adoption with existing mid market customers. In this role, you will build the foundation and define the GTM motion for a new team. 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 Be accountable for driving product attach, increase share of wallet to deliver revenue at high rates of growth Work wi

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