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Expansion Account Executive in Chicago

26 active opportunities · Updated for October 2026

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

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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Asana
📍 Chicago• Full-time• $81.5K – $92.5K/yr
16mo ago

We're seeking a Corporate Account Executive who will fuel Asana's expansion into established books of business, uncovering hidden potential and driving exponential growth. You’ll play a crucial role in acquiring new customers and cultivating passionate advocates. You'll tackle complex deals, and your insatiable curiosity will position you as a thought leader, consistently propelling you to the top of the performance charts. We welcome those who challenge conventional wisdom and refuse to settle for the ordinary! Join Asana's sales team and become a seasoned explorer and a strategic partner for potential clients. Your contribution will be instrumental in our company's growth, while you embark on your own journey of personal and professional development. If you're eager to make a significant impact and refine your sales expertise, we're excited to connect with you! This role is based in our Chicago office with an office-centric hybrid schedule. The standard in-office days are Monday, Tuesday, and Thursday. Most Asanas have the option to work from home on Wednesdays. Working from home on Fridays depends on the type of work you do and the teams with which you partner. If you're interviewing for this role, your recruiter will share more about the in-office requirements. What You’ll Achieve Lead full-cycle sales process for new and existing Asana customers, both through outbound and inbound opportunities in the Corporate Segment (100-1000 EE). Craft account strategies to buil

aisalesforce
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3mo ago

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is seeking change agents to join our Central/East Commercial Sales Team as an Account Executive . You will be responsible for increasing software sales and driving expansion across a territory of accounts. You will be motivated, passionate, and opportunistic. You will be a proactive and curious member of the commercial sales team, identifying growth opportunities for clients before they identify a need or gap for themselves. This remote role is part of the Commercial Sales team based in the US and reports a Manager, Commercial Sales. You Will: Build and manage a sales pipeline to meet or exceed software and services sales quotas within your book of business Execute a solution-based sales process encompassing multiple groups within our commercial mature accounts equivalent to (500-4,999 employee size) Develop new business opportunities within existing customers by analyzing and proactively targeting high-value needs across multiple departments and lines of business Leverage existing relationships to expand Smartshe

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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 The Commercial Sales team is responsible for the acquisition, growth, retention, and expansion of mid-market customers. As a Grower Account Executive, you’ll set strategy for your territory, identify opportunities for existing customers to get the most out of Stripe, execute scaled sales strategies to grow revenue and drive end-to-end campaigns to nurture relationships and increase adoption of Stripe products. What you’ll do As an Account Executive, Commercial Grower you will play an instrumental role in fueling Stripe’s growth and expanding revenue from Stripe’s existing mid-market customers. In this role, you will also help build out a new team touching more of our install base and GTM motion at Stripe. Responsibilities Generate upsell opportunities to drive revenue growth in your territory Develop and implement sales strategies to grow revenue per user, adopt new products and ensure retention Identify and understand users’ pain points to prop

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2mo ago

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 We’re looking for an ambitious, high-energy Enterprise Account Executive based in Chicago who’s passionate about helping organizations transform the way they work. In this role, you’ll be at the forefront of driving growth by connecting with leading enterprises, understanding their unique challenges, and delivering tailored solutions that empower teams to do their best work. If you thrive in a fast-paced, collaborative environment and are excited to champion a platform that’s redefining productivity, we’d love to meet you. The Role: Drive net new business by proactively identifying, engaging, and converting high-value Enterprise and Strategic prospects into customers. Develop and execute strategies to penetrate new accounts, build strong relationships with key decision makers, and create tailored solutions that address complex business needs. Consistently exceed pipeline and sales targets by generating new opportunities through outbound prospecting, networking, and leveraging marketing-qualified leads. Lead expansion efforts within existing Enterprise accounts by uncovering additional use cases, identifying upse

awsmachine learningai
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C-
22 days ago

CLEAR is building THE secure identity company of the future. Our mission is to make experiences safer and easier—physically and digitally. With more than 43 million Members and a growing network of partners across the world, CLEAR's secure identity platform is transforming the way people live, work, and travel. Whether it’s at the airport, stadium, or throughout your everyday life, CLEAR unlocks the magic of frictionless experiences. The Enterprise Account Executive will drive C1’s growth by identifying, structuring, and closing strategic deals with large enterprise organizations. This role will expand CLEAR’s networked identity platform across industries by building high-impact relationships and delivering scalable, revenue-generating deals. What you'll do: Drive enterprise growth by sourcing, developing, and closing strategic partnerships across key industries Own the full deal lifecycle from prospecting through negotiation, contracting, and launch Build and manage a robust enterprise pipeline, leveraging outbound efforts, industry relationships, and market insights Partner cross-functionally with Product, Legal, Security, and Partner Success to align solutions with partner needs and CLEAR capabilities Represent CLEAR externally through executive meetings, industry events, and thought leadership to strengthen market presence How you'll measure success: Total contract value (TCV), annual contract value (ACV), and revenue generated from enterprise partnerships Pipeline

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. What you’ll do As an Account Executive, Existing Business, you’ll be managing existing relationships and identifying new opportunities to expand Stripe’s footprint within existing accounts. Specifically, we’re looking for someone who can execute on long-term sales strategies, engage with internal and external stakeholders, align on technical and business requirements with product teams, build value in competitive situations, lead commercial negotiations, and close deals. Responsibilities Work with existing Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue Own the full sales cycle, from business case development, to deal structuring and negotiating, to close Develop account plans and cross sell into your list of strategic customers, driving growth through expansion and new revenue streams Drive deal strategy and commercial negotiations for large, complex renewals Develop relationships with executive stakeholders withi

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Instawork
📍 Chicago• Full-time
1mo ago

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. Role Type: Contract (3–6 months, with potential to extend) Location: San Francisco or Chicago We are looking for a GTM Recruiting Consultant (3- 6 months contract with potential for full time), you are at the absolute center of our growth engine. The Sales and Account Management teams you build are the ones bringing new businesses onto our platform and ensuring their success. By finding and hiring top-tier commercial talent, you directly accelerate our market expansion and fuel our revenue growth. it is a direct lever on Instawork’s top-line business success. Key Responsibilities Full-Cycle Recruiting: Manage the end-to-end recruitment process for a variety of GTM roles (e.g., Account Executives, Enterprise Account Managers, and Business Development Representatives). Strategic Alignment: Partner closely with GTM hiring managers to deeply understand their business objectives, team dynamics, and specific hiring needs. Creative Sourcing: Actively source passive talent (LI recruiter, Juicebox etc.), specialized

restaigo
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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 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 complic

S
20mo 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 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 enterprise customers. The CSM will deliver 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 a

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Mongodb
📍 Chicago• $70K – $138K/yr
1mo ago

The Regional Revenue Marketing Manager will help drive account expansion and deal acceleration through integrated regional marketing programs, with Sales as a primary stakeholder. As a key marketing partner for assigned AMER markets, you’ll collaborate with sales and marketing to build and execute programs that engage decision makers, advance buying committees, accelerate the sales cycle, and improve conversion to customers. You’ll experiment with new approaches and tools while applying a disciplined, analytical approach to measuring program performance and business impact. You are a data-guided, results-driven marketer and collaborative partner to cross-functional stakeholders. We're looking to speak with candidates based in the midwest. Position Expectations Contribute to and execute the field marketing plan for assigned AMER markets, in partnership with regional marketing leadership and Sales. The integrated plan may include digital programs, web and webinars, trade shows, regional events, pipeline acceleration events, and the annual roadshow, in concert with key customers and partners in the region Build and execute decision-maker programs that engage executives, business leaders, technical leaders, and other influential personas across strategic accounts Partner with account teams to understand account priorities, buying committees, decision-making processes, whitespace opportunities, and barriers to expansion; translate those insights into relevant programs and experien

mongodbawsazure
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Capco
📍 Chicago• $230K – $280K/yr
1mo ago

Regional Energy Lead & Client Partner – Utilities Location: Charlotte or Chicago (In Person) | Practice Area: Energy | Type: Permanent Lead the growth of Capco's Energy practice in the Northeast U.S., shaping client strategy, building high-performing teams, and delivering transformational outcomes for leading Utilities organizations. The Role Capco is seeking an experienced Regional Energy Lead & Client Partner to establish and grow our Utilities consulting business across the East coast/Midwest U.S. This is a senior leadership opportunity for a commercially driven consulting Partner who combines deep Energy & Utilities expertise with a proven ability to develop client relationships, originate new business, and lead large-scale transformation engagements. You will be responsible for building and managing a portfolio of strategic client accounts, developing market presence, leading complex pursuits, and growing a high-performing consulting team. As the regional leader, you will own both commercial success and client delivery, ensuring exceptional outcomes for our clients while contributing to the continued expansion of Capco's global Energy Practice. What You'll Do Drive the growth of Capco's Utilities business by developing executive relationships, identifying new opportunities, and leading complex sales pursuits across the Northeast U.S. Own a portfolio of strategic client accounts, taking responsibility for revenue growth, commercial performance, client sa

recruitment
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Instawork
📍 Chicago• From $80K/yr
4mo ago

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. The future of hourly work has arrived, and we are looking for a top-performing Senior Account Executive to help lead the charge. Instawork is the #1 marketplace connecting businesses with skilled hourly workers, with 10M+ workers across 40+ markets in North America. Backed by Benchmark, Greylock, and other world-class investors, we are reinventing how businesses hire, and we are just getting started. This is your chance to sell a product that genuinely changes lives. Our AI-powered platform creates real economic opportunity for workers while solving one of the most pressing challenges businesses face: reliable, on-demand staffing. You will be selling into an expansive and exciting total addressable market, including Major Sports Stadiums, E-commerce brands, major universities, AI companies, and beyond. This is a high-impact role for a hunter who thrives on competition, loves to win, and wants to be part of something that matters. You will report to a Sales Manager and play a critical role in driving Instawork’s ne

aisalesforcelogistics
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Datadog
📍 Chicago• Full-time• From $154K/yr
6mo ago

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 revi

aigorust
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Account Manager, Enterprise Location availability: Boston/Chicago: Hybrid working 2 days a week in the office Austin: Twice a month Remote US About the position We are seeking an Account Manager, Enterprise to bring hyper growth to a selected portfolio of our most important and strategic customer accounts. Key aspects of the role include Achieve annual and quarterly revenue targets Identify up-, cross-sell and expansion opportunities Ensure the delivery of a continuous pipeline of qualified opportunities through various prospecting means, including research, networking, cross-selling, cold calling, exhibitions, partnerships etc. Provide timely and accurate pipeline forecasts and reporting Organise meetings with right stakeholders to pitch Sales Enablement and the strength of the Showpad platform Help steer the creation of high quality sales collateral which can be included in customer specific ABM Steer and manage a lead generation plan that can be executed and effectively nurtured by your dedicated BDR Develop an account plan and chessboard for each of your key account Work with clients to promote Showpad’s product capabilities throughout their business, utilising joint events, marketing strategies, community calls etc. Negotiate contracts / SLA’s that achieve company objectives Effectively use the resources of the organisation to support the sales process Indirectly lead an account support team of technical and customer success resources to help achieve your objective

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