Account Executive Mid Market in Chicago

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 Smartsheet's footprint and drive revenue or growth during renewals Expand Smartsheet brand awareness at the c-suite, operational and team level Facilitate and manage partnerships with Sales Engineers, Solutions Consultants and Customer Success teams to support full sales cycle and close business Create and maintain Joint Engagement Plans for strategic solution deals Maintain accurate and up-to-date records in Salesforce leveraging MEDDICC qualification guidelines to accurately forecast Utilize existing

Everpure (NYSE: P) has evolved from storage pioneer to data platform, closing fiscal 2026 with $3.7 billion in revenue, its first billion-dollar quarter, and accelerating growth into FY27. Our strategic agenda spans the companies defining the next era of technology - hyperscalers, AI labs, the AI hardware supply chain, data platform providers, and the broader AI ecosystem. This type of work—work that changes the world—is what the tech industry was founded on. So, if you're ready to seize the endless opportunities and leave your mark, come join us. THE ROLE Everpure is looking for a Territory Account Executive. In this role, you will be selling into a territory in Everpure's Central region with a focus on mid-market accounts in Indiana and Kentucky. WHAT YOU'LL DO Directly sell through an inside, direct marketing environment to deliver sales targets and consistently achieve quota Drive account strategies and coordinate team selling efforts with partners to close business on a quarterly and annual basis Develop channel relationships that will bring the sales and technical resources to each opportunity and lead to closed deals Prospect into and penetrate new accounts, reaching decision-makers and closing business Develop and present proposals to prospective customers with information that demonstrates the ability of the Everpure solution to meet customers’ business objectives and justify the sale Manage pipeline with a keen focus on conversion success and delivering an accurate forecast We are primarily an in-office environment and therefore, you will be expected to work from the office in compliance with Everpure’s policies, unless you are on PTO, or work travel, or other approved leave. WHAT YOU BRING Consistent track record of exceeding quota and driving referenceable business in a B2B technology sales environment Experience working in or understanding sales channel selling models A desire to work the bookends of the sale, from prospecting to clos

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 looking for a pragmatic, growth-minded Sales Leader with a proven history of driving success to guide our Mid-Market Sales Team in Chicago, IL . In this role, you’ll coach and develop Account Executive, building high-performing, inclusive teams to achieve company goals for volume growth and net revenue. You’ll play a critical part in developing talent for progression and promotion within our fast-growing organization. Reporting directly to our General Manager, you’ll collaborate closely with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 compensation model (Base + Uncapped bonus), designed for strong leaders to effectively maximize their earnings through a heavily incentivized sales program. You will: Build, inspire, and lead strong sales teams that consistently meet and exceed targets. Provide inclusive leadership and clear direction to a high-performance team, including hiring, training, and development. Establish and drive specific, targeted goals and quotas to expand and accelerate revenue opportunities. Create, monitor, and manage key performance metrics to drive performance and results. Identify

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 . As a Client Partner at Pinterest, you will manage and grow relationships with Mid-Market advertisers, helping them achieve business results through Pinterest’s advertising solutions. You will be responsible for driving revenue, identifying account growth opportunities, and delivering thoughtful, performance-focused recommendations across a velocity-based book of business. Success in this role requires strong sales execution, relationship management, and analytical problem-solving. You should be comfortable working in a fast-paced environment, using data to guide recommendations, and partnering with clients and internal stakeholders to improve outcomes. What you’ll do: Manage, retain, and grow a book of Mid-Market advertiser relationships to drive Pinterest revenue. Build strong relationships with clients, agencies, and internal partners. Underst

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 -> $140,000 Year 2 -> $215,000 Year 3 -> $340,000 Year 4 -> $415,000 Year 5 -> $465,000-$515,000+ The above figures are conservative estimates; commissions are uncapped, and accelerators and other incentives provide the opportunity to earn beyond these amounts. Year 1 and 2 OTEs are flexible and can be adjusted based on experience and overall fit. Title: Account Executive We are seeking Chicago-based Account Executives to work with the largest CRE firms and manufacturers in the country. About this Job As a sales Account Executive, you will play a pivotal role in driving revenue growth by identifying new business opportunities, nurturing client relationships, and closing deals. We're seeking a dynamic AE who can build rapport with prospective clients and articulate a unique value proposition. If you thrive in a results-driven setting and have a passion for hunting down deals, this is the role for you. While leveraging any existing relationships is beneficial, be prepared to engage in proactive prospecting through cold calls and emails. Energy CX believes in an “eat what you kill mentality.” Objectives of this Role Acquire new customers and expand accounts Develop meeting lead and closing ability Gain proficiency in the energy market Daily and Monthly Responsibilities Dri

ROLE: ACCOUNT EXECUTIVE TEAM: THE KITCHEN NORTH AMERICA LOCATION: 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 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: Account Executives support the Accounts team by overseeing small to medium-sized programs and/or working as part of a larger team on large-scale programs. Successful Account Executives are skilled communicators, efficient project planners and flexible and creative problem solvers that can manage projects with excellence from start to finish. The ideal Account Executives are organized, passionate about client relations, and foc

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: This role has a robust compensation package: Base salary: $83,000-105,000; OTE: $1866,000-210,000, uncapped accelerators, equity grants, competitive benefits and more. We are seeking an Account Executive with experience in end to end supply chain solutions and fulfillment to build and maintain a healthy book of business. You'll be part of a high-performing team where you’ll focus on building up Flexport’s brand while solving customer problems with tech-enabled supply chain and fulfillment solutions. A normal day might include leading a discovery call with a prospect to uncover more about their supply chain processes, project managing the complexities of a global supply chain, reviewing a customer’s growth strategy with their Flexport Operations Team, jumping on a plane and travel with a prospective client to tour a Flexport warehouse, or sharing your best practices with the broader sales team in a peer learning session. You will Build your book of business by closing net-new customers and/or cross-selling and upselling existing customers that contribute to Flexport's overall revenue goals Uncover and connect with ideal clients through a combination

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 growth, conversion rates, and deal velocity across enterprise opportunities Number of new enterprise logos and expansion within existing partners Successful launch and activation of enterprise partnerships What you're great at: 8+ years of experience in enterprise business development, partnerships, or B2B sales within SaaS, identity, fintech, or enterprise technology Proven track record of sourcing, negotiating, and closing complex, high-value enterprise deals Strong executive presence

🚀 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 relationships with both clients and teammates. If you're energized by meaningful work and the opportunity to make a real impact, we want to hear from you. This role can be based remotely anywhere in the US, with opportunities for hybrid work at our office hubs in San Francisco, New York City, Seattle, Austin, Chicago, or London. You'll report to a regional vice president. 🦸🏻‍♀️ What you'll do Drive net-new revenue by managing the full sales cycle for WRITER’s enterprise AI agent platform Prosp

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

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 upsell and cross-sell opportunities, and driving adoption across multiple business units. Deliver compelling presentations and product demonstrations to both new prospects and current customers, effectively communicating value and ROI. Collaborate closely with Growth, Marketing, and Customer Success teams to optimize lead generation, accelerate sales cycles, and maximize expansion revenue. Analyze customer segments and market trends to identify new business opportunities and continuously improve the

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. Our Solution Engineering organization is seeking an AI Specialist who can provide hands-on expertise and support while working with technical decision makers and data scientists to design and architect AI solutions built on the Snowflake AI Data Cloud. This is a strategic role that works closely with cross-functional teams, including product, engineering, and the broader field organization to ensure successful execution and customer adoption of Snowflake’s AI & ML solutions. IN THIS ROLE YOU WILL GET TO: Be the technical expert in the room that positions Snowflake’s AI and ML features and value to technical stakeholders at Snowflake’s customers across the Americas. Partner with Snowflake account team teams and customer champions to scope and drive POCs to success and technical wins that prove the value of Snowflake’s capabilities, including executive readouts and business value cases. Collaborate with Snowflake’s product and engineering teams to influence Snowflake’s AI and ML roadmaps based on customer feedback. Publish content that helps the team and company scale beyond your individual efforts, like blog posts, presentations at conferences, or technical collateral like notebooks and demos. Influence, tailor and maintain Sales Engineering AI and ML selling assets, inc

Fin , now part of Salesforce, is on a mission to help businesses provide perfect customer experiences. Our AI Agent Fin is the highest-performing AI Customer Agent on the market today, enabling businesses to deliver impeccable, always-on customer support across the customer journey, from service, to sales, to ecommerce. Powered by our own AI models, Fin resolves complex customer issues end-to-end across every channel, with minimal set-up and integration. Fin can also be combined with our natively integrated Intercom help desk, giving modern support teams one single system. Together with Salesforce, the #1 AI CRM, where humans with agents drive customer success, we're building the future of customer experience. Here, ambition meets action. Tech meets trust. And innovation isn't a buzzword, it's a way of life. The world of work as we know it is changing, and we're looking for Trailblazers who are passionate about bettering business and the world through AI. Ready to level up your career at the company leading workforce transformation in the agentic era? You're in the right place. Agentforce is the future of AI, and you are the future of Salesforce. What's the opportunity? The role will lead a team of Account Executives primarily responsible for new business revenue in the North America Region. This person will be responsible for segment strategy and planning, building, and running a high performing team. Goals are focused on accelerating logo and revenue growth with a concentration on Fin. We are looking for a highly effective leader who excels at attracting and developing talent, inspiring others, and working cross-functionally to build efficient and customer-centric sales processes. This leader will also play a critical role in developing and executing our value-led sales strategy. For this big challenge, we are looking for an innovative, agile, and resilient Sales Leader to help us write the next chapter in the AI-first customer support space. What will

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 networks, and creative outbound strategies to build robust, diverse pipelines. Candidate Experience Champion: Deliver a high-touch, transparent, and inclusive candidate experience from initial outreach through to the offer stage. ATS Hygiene: Maintain impeccable data hygiene in our Applicant Tracking System (Greenhouse) to ensure accurate reporting and seamless collaboration. What We’re Looking For Growth mindset with hands on AI powered recruiting expertises. Experience: 5+ years of full-cycle

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