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Sales Performance And Enablement Director in Chicago

50 active opportunities · Updated for October 2026

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Explore current sales performance and enablement director jobs in Chicago. Use filters to narrow by work mode, employment type, experience and date posted.

Work Flexibility: Field-based Upper Extremities Sales Representative - Job Description What you will do As an Upper Extremities Sales Rep, you work with a high degree of intensity and commitment to sell Stryker Upper Extremities products that meet our customers’ needs. You are responsible for becoming the resident Upper Extremities expert as you work with a sophisticated audience of surgeons and healthcare professionals. You live your work, feeding off the extreme demands of Upper Extremities, not counting hours but rather lives impacted. A person who is energized by chaos, you organize your materials and sort possible solutions quickly during operating room consultations. You take great pride in meticulously managing and maintaining your inventory of products and are prepared to assist a customer whenever the need arises. Your knowledge not only of your own products, but of competitors’ offerings, builds credibility with surgeons. They trust you to provide advice and training on products and tools used to save lives. As an Upper Extremities Sales Rep you love driving in the fast lane and live out your mission to change lives by selling Stryker products that are making healthcare better. What you need Bachelor's Degree or 4+ years experience in a clinical healthcare or sales role (or a combination of the tw

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Flexport
📍 Chicago• $83K – $105K/yr
8 days 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: 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

supply chainlogisticswarehouse
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Fin
📍 Chicago• $247.9K – $296.1K/yr
8 days ago

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

aisalesforceCRM
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C-
9 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 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

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Writer
📍 Chicago• Full-time• Remote
10 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 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

REMOTEai
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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

REMOTEaisupply chain
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Energy CX
📍 Chicago• Full-time
15 days ago

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 decisions. Own HubSpot and the broader revenue tech stack as the system of record, enforcing data quality standards across the full lead-to-cash lifecycle Diagnose and anticipate structural gaps in data, process, and cross-team handoffs Build a metrics layer that runs on its own: pipeline, forecast, and revenue reporting that requires no manual reconciliation Support GTM enablement infrastructure: comp plans, quota tracking, territory design, and capacity/headcount planning Daily and Month

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Energy CX
📍 Chicago• Full-time
15 days ago

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

aigorust
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Box
📍 Chicago• Full-time• From $113K/yr
15 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 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-day operations of this early-stage but high-priority business, sitting at the intersection of product, finance, analytics, and our customer-facing teams. This is a rare opportunity to build something new at scale: you will help define how Box monetizes AI Units today and lay the operational foundation for expanding consumption-based models across our Platform and beyond. This role reports to the VP, Renewals and Consumption and carries direct visibility with Box's Chief Operating Officer and othe

aigorust
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Intercom
📍 Chicago• $208.2K – $248.7K/yr
1mo ago

Fin is the AI Customer Agent company 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 for one single system that is designed to meet the needs of modern day support teams. Founded in 2011, Fin became one of the fastest growing companies and remains one of the largest private software companies in the world with nearly 30,000 global businesses using our products to transform their customer support. Driven by our core values, we push boundaries, build with speed and intensity, and relentlessly deliver incredible value to our customers. What's the opportunity? Fin is looking for an exceptional Senior Solutions Engineer to join our vibrant Customer Solutions Team. In this role, you’ll engage directly with our customers as their trusted advisor, playing a pivotal part in defining and demonstrating value across the entire sales cycle. With a natural curiosity, independent thinking, and strong problem-solving skills, you’ll partner closely with Product, R&D, and Engineering to ensure our customers’ needs and insights are at the core of our AI powered solutions. What will I be doing? Lead technical discovery to identify and address our customers’ needs Deliver an exceptional pre-sales experience by articulating Fin's value and technical expertise Conduct impactful, value-based solution reviews and in-depth technical sessions Design and lead tailored Proof of Concepts (POCs) that showcase Fin's capabilities Serve as the primary resource for RFPs and customer security questions, utilizing standardized materials and es

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1mo 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 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

awsmachine learningai
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1mo 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 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

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Pinterest
📍 Chicago• Full-time• From $101.7K/yr
1mo ago

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 . Pinterest is where inspiration leads to action. As an Industry Manager II, you will lead a team of sellers responsible for helping advertisers grow through Pinterest’s advertising solutions. This role is focused on strong frontline leadership: coaching sellers, driving day-to-day execution, and helping the team deliver against established revenue goals. This role is well suited for a newer people leader or a high-performing seller with leadership potential who is ready to step into people management. The ideal candidate brings strong sales fundamentals, credibility with clients, and the ability to coach others on core sales skills. They may be early in their people-management journey, but they are excited to develop talent, build team culture, and lead from the front. What you’ll do: Lead and support a team of Mid-Market sellers focused on achie

awsgitrest
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Pinterest
📍 Chicago• Full-time• From $902.9K/yr
1mo ago

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 Account Manager II, you will be in charge of driving a sophisticated book of business featuring some of the largest advertisers at Pinterest. You’ll work directly with some of our key advertisers as a trusted consultant to their business. Your strategic advice, analytical skills and sales skills are core to bringing to life the value we deliver as a platform. We invite passionate candidates to join our US Enterprise Sales team, where we have open positions across several business sectors, in various locations. By applying for the Client Account Manager position, your application will be considered for all available roles that match your skills and experience. Submit your resume once, and it will be considered by multiple hiring teams. Pinterest is one of the most powerful upper-funnel platforms for CPG brands, reaching consumers at t

awsgitrest
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Pinterest
📍 Chicago• Full-time• From $92K/yr
1mo ago

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 Sr. Client Account Manager, you will play a pivotal role in driving business results for Pinterest’s largest strategic advertisers. Your expertise throughout the funnel tactics will help you grow and nurture client relationships and guide them from awareness through to conversion and retention. We’re looking for a Client Account Manager to help our most strategic partners successfully grow their business through Pinterest. You’ll work directly with some of our key advertisers as a trusted consultant to their business. Your strategic advice, analytical skills and sales skills are core to bringing to life the value we deliver as a platform. We invite passionate candidates to join our US Enterprise Sales team, where we have open positions across several business sectors, in various locations. By applying for the Sr. Client Account Manager posi

awsrestai
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