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User Escalation Specialist in Chicago

43 active opportunities · Updated for October 2026

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

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project44
📍 Chicago• $130K – $190K/yr
1mo ago

Why project44? At project44, we believe in better. We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world. With our Decision Intelligence Platform, Movement , we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward. Headquartered in Chicago, IL with a 2nd HQ in Bengaluru, India we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. AI at project44 We expect every project44 team member, regardless of role or function, to actively leverage AI in their day-to-day work. Whether you're building product, serving customers, managing people, or running operations, AI is a tool you're expected to use with intent, curiosity, and judgment. We don't expect everyone to be a data scientist. We do expect everyone to be an intelligent user of AI: able to identify where it adds value, direct it effectively, evaluate outputs critically, and govern it responsibly. We invest in our team's AI fluency because we believe it's a competitive advantage for every person at project44, not just our engineers If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk. The Role project44 is looking for a Senior DevOps/SRE/Platform Engineer to join our Foundations Engineering team. You will work in a fast-paced Agile environment designing, building, and operating the

pythonawsgcp
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Who we are About Stripe Stripe, LLC. is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. What you’ll do Responsibilities Leading post-sale engagement, retention, and growth of customers in close collaboration with the Account Executive; Supporting account expansion by identifying opportunities, driving business outcomes, and ensuring customers achieve success, working closely with the account team; Cultivating relationships with senior executives in various departments, such as business, product, engineering, finance, and IT, in partnership with the Account Executive and team; Evangelizing Stripe's customer success stories, as well as its systems and processes; Articulating and driving customer use cases, value, and expansion while maintaining a trusted advisor status; Serving as a knowledgeable payments and commerce advisor, educating customers on the benefits of our products and industry. Who you are Minimum requirements Requires 8 years of experience in a client-facing role, managing relationships with large, global organizations. Position also requires the following: 8 years of experience executing customer facing activities to drive value and ROI from Billing and payments technical products; 8 years of experience collaborating with internal teams to create optimization plans that align with ROI opportunities, providing in depth analysis and suggestions for the user; 8 years of experience monitoring and managing client’s technical experience and engagement experience, proactively monitoring performance metrics a

D
1mo ago

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

salesforcefinanceCRM
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Ripple
📍 Chicago• $144K – $180K/yr
1mo ago

At Ripple, we’re building a world where value moves like information does today. It’s big, it’s bold, and we’re already doing it. Through our crypto solutions for financial institutions, businesses, governments and developers, we are improving the global financial system and creating greater economic fairness and opportunity for more people, in more places around the world. And we get to do the best work of our career and grow our skills surrounded by colleagues who have our backs. If you’re ready to see your impact and unlock incredible career growth opportunities, join us, and build real world value. The WORK: As our Treasury team grows worldwide, we are hiring a versatile, operational, organized, analytical, and collaborative Treasury Manager. You will handle daily cash and product operations and assist with all global processes. You will help lead efforts to expand the company’s infrastructure and work closely with cross-functional team members and Ripple’s partners every day. WHAT YOU'LL DO: Prepare, assess, and process cash flow transactions (including Payroll, Tax, Bank fees, and Treasury payments). Manage entity funding (approvals/callbacks), capital calls, loans, grants, and intercompany funding/settlement oversight. Support continuous oversight of cash operations, including daily cash handling, bank account reconciliation, and account configurations. Provide internal/external audit support, coordinate FBAR compliance, and manage restricted account/LOC monitoring. Assist in preparing and analyzing cash positions, providing digital asset fundings, and ensuring liquidity for wallet/funding obligations. Complete Stablecoin (RLUSD) Treasury operations, OTC trading support, RPD and Treasury operations. Manage AP and Corporate payments using crypto assets. Own global account and exchange management, including opening/closing accounts, KYC, signatory updates, FBAR reporting, User Access Management, and other account management activities. Manage bank fee and

aiExcelaccounting
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Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The Account Executive, SMB Grower team is a highly consultative sales team that is responsible for the growth and retention of Stripe’s largest and fastest growing SMB customers. As an Account Executive, SMB Grower team member, you’ll identify new opportunities for our clients to get the most out of Stripe by quickly understanding our clients’ needs, execute scaled sales strategies to close upsell and renewals with existing Stripe customers, and drive end-to-end campaigns to increase adoption of Stripe’s offerings. What you’ll do Responsibilities Own contract renewals and lead negotiations to increase and retain existing customer revenue and Stripe market share Develop and implement full sales cycle strategies for driving product adoption, net new product sales, and client retention at scale among existing Stripe customers Solve complex client needs and work across product, sales, risk, and operations teams to improve our product Own the full sales cycle from lead to close for startups and small/medium businesses Generate your own leads through cold calling, blitzing, research, networking, and driving your territory. Make every potential Stripe user happy with every interaction, regardless of deal size Identify and understand users’ pain points to propose Stripe solutions Make sure that internal teams are set up for users’ success by coordinating with other Stripe teams Who you are We’re looking for a well-rounded strategic seller who

sqlExcel
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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 propose Stripe solutions and own the full sales cycle, from business case development to close Own contract renewals and lead commercial negotiations to increase and retain existing customer revenue and increase Stripe share of wallet Work cross-functionally to solve user pain points and improve Stripe’s product You will be required to work from the Chicago office three (3) days per week Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you me

Why p44LSP.ai? At project44, we believe in better — and p44LSP.ai is what better looks like for the logistics service provider market. For years, project44 focused on global shippers as our core customer. That focus worked. Our Shipper business is a category leader growing 20% year-over-year. That strength is what makes the next chapter possible. Shippers and LSPs are fundamentally different businesses. Shippers buy logistics software to support their core operations. Logistics Service Providers — freight forwarders, brokers, and 3PLs — sell logistics as their product. Their software is their competitive edge. They buy fast, build on APIs and agents, and reward teams that ship in weeks, not quarters. This is why we created p44LSP.ai: a dedicated, AI-native division built to serve the LSP market with the focus, speed, and resources it deserves. It's the scope and ownership of an AI startup, backed by the infrastructure of a $124M business — 259K carriers, billions of shipment outcomes, agents in production, and direct access to project44's data graph, carrier network, and enterprise relationships. This is a small, hand-picked team operating across Chicago, San Francisco, Bangalore, and the EU. Flat org. Forward-deployed engineering. AI coding tools across the workflow. Agents as the product surface. Customers who pilot in weeks and tell you what they think directly. The LSP market is moving fast. AI agent startups are growing 300%+ year-over-year, and seven of eight sell to LSPs. We have the data position, the platform, the customers, and now the team. We're hiring the engineers who will build it with us. AI at LSP44 Every LSP44 team member is expected to be an intelligent, hands-on user of AI - and for Product, that bar is even higher: the products you’re defining are AI agents. We don’t expect

dockerkubernetesai
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FourKites
📍 Chicago• Remote• $130K – $160K/yr
4mo ago

Product Manager, Inventory & Orders Location: Chicago HQ, or US-remote 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 . Role Overview FourKites is building a next-generation Inventory & Orders module that gives supply chain teams unified, real-time visibility into on-hand stock, in-transit inventory, open orders, and stockout risk — across their entire network. We are looking for a Product Manager I to own day-to-day execution for this module: writing precise specifications, synthesizing customer discovery into prioritized backlogs, and partnering with engineering to ship features that help supply chain planners move from reactive firefighting to proactive decision-making. This is a high-visibility role on a nascent product. You will work at the intersection of supply chain planning, procurement, and real-time logistics data — with your contributions directly shaping the foundational decisions of this offering. Key Responsibilities Product Execution & Specification Author detailed user stories, acceptance criteria, and feature specifications for capabilities such as safety stock threshold configuration, order-at-risk dashboards, and AI-assisted stock transfer recommendations. Translate ambiguous customer requirements into structured, engineering-ready backlog items with clear scope boundaries. Own sprint-level backlog grooming in collaboration with the engineering manager, ensuring tickets are well-defined and prioritized before each cycle. Customer Discovery & Feedback Synthesis Conduct structured discovery sessions independently with supply chain planners, procurement leads, and operations teams. Synthesize

REMOTEaiSAPsupply chain
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Gong harnesses the power of AI to transform how revenue teams win. The Gong Revenue AI Operating System unifies data, insights, and workflows into a single, trusted system that observes, guides, and acts alongside the world’s most successful revenue teams. Powered by the Gong Revenue Graph, AI-powered intelligence, specialized agents, and trusted applications, Gong helps more than 5,000 companies around the world deeply understand their teams and customers, automate critical sales workflows, and close more deals with less effort. For more information, visit www.gong.io. At Gong, you will join a company built on innovative products, ambitious goals, and passionate people. We are shaping the future of revenue intelligence and we want people who are excited to build what comes next. You will work with a team that dreams big, moves fast, and cares deeply about the craft and about each other. Here, transparency and trust are core to how we operate, and every person has the opportunity to make a visible impact. If you want to grow, stretch, and do work that truly matters, Gong is the place to do the best work of your career. As a Gong Sales Development Representative, you'll play a key role in generating new business opportunities for the company and be a part of building a world-class sales development organization at a category-defining tech company. RESPONSIBILITIES Raise awareness and generate interest for Gong through cold calling, emails, and social outreach to prospective customers Schedule initial discovery calls for Account Executives Meet or exceed assigned daily activity minimums of 80-100 activities Manage your own book of accounts and set the strategy for effective book management Become a power user of Gong's platform Provide constructive feedback on how to improve effectiveness and efficiency within the SDR role to SDR Managers and Sales Enablement Collaborate with team members to share and learn from best practices QUALIFICATIONS You are located with

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IDEO
📍 Chicago• $80K – $100K/yr
8mo ago

Senior Visual Communication Designer In a nutshell: Visual Communication Designers at IDEO make the biggest impact through visual storytelling. They work collaboratively with multidisciplinary teams to bring ideas, research, strategy, and stories to life through strong craft execution. The ideal candidate has a strong foundation in graphic design and experience applying practical and conceptual design principles across brand expression, interaction and digital product experiences, motion, and storytelling. We’re looking for designers who bring a distinct visual voice, curiosity, and a commitment to craft excellence. In this role, you will… You’ll work as a key contributor on project teams, supporting all phases of the design process—from early exploration and prototyping through to polished, client-facing deliverables. Your work may span brand, storytelling, motion, interaction and digital product, information design, packaging, and environmental expression. Once here you will: Collaborate with multidisciplinary teams to translate research and strategy into compelling visual narratives Contribute to the development and expression of brand identities across mediums Create looks-like/works-like prototypes at varying levels of fidelity to explore and communicate design directions Design thoughtful experiences across digital, physical, and hybrid touchpoints with the end user in mind Produce high-quality visual deliverables that communicate user stories and strategic intent working across a variety of industries (health, financial services, consumer products, etc.) Advocate for exceptional visual craft through making, iteration, and collaboration Some previous projects to check out: Cornell Lab of Ornithology Brand Los Angeles County Department of Mental Health The Lawrence Hall of Science, University of California Berkeley Cities United Rebrand Design Craft: Relevant experience and/or educational background required in interactive/graphic design across a va

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 Account Executive, SMB Grower team is a highly consultative sales team that is responsible for the growth and retention of Stripe’s largest and fastest growing SMB customers. As an Account Executive, SMB Grower team member, you’ll identify new opportunities for our clients to get the most out of Stripe by quickly understanding our clients’ needs, execute scaled sales strategies to close upsell and renewals with existing Stripe customers, and drive end-to-end campaigns to increase adoption of Stripe’s offerings. What you’ll do Responsibilities Own contract renewals and lead negotiations to increase and retain existing customer revenue and Stripe market share Develop and implement full sales cycle strategies for driving product adoption, net new product sales, and client retention at scale among existing Stripe customers Solve complex client needs and work across product, sales, risk, and operations teams to improve our product Own the full sales cycle from lead to close for startups and small/medium businesses Generate your own leads through cold calling, blitzing, research, networking, and driving your territory. Make every potential Stripe user happy with every interaction, regardless of deal size Identify and understand users’ pain points to propose Stripe solutions Make sure that internal teams are set up for users’ success by coordinating with other Stripe teams Who you are We’re looking for a well-rounded strategic seller who

sqlExcel
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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 net 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 team is a high-velocity sales team focused on acquiring new, under-penetrated mid-market customers. As an Account Executive on the Commercial Hunter sales team, you’ll be responsible for sourcing and closing net new business, executing outbound sales strategies, and running end-to-end sales cycles to bring new customers onto Stripe. You’ll play a critical role in expanding Stripe’s reach by identifying high-potential prospects and converting them into long-term users of our platform. What you’ll do As a Account Executive, Commercial Hunter you will play an instrumental role in fueling Stripe’s growth by acquiring net new mid-market customers. In this role, you will also help build out a new team and go-to-market (GTM) motion at Stripe. Responsibilities Identify high-potential prospective users and use effective prospecting strategies to generate leads that drive net-new revenue growth in your territory Develop and implement scaled sales strategies for acquiring new customers and driving adoption of Stripe’s products across new accounts Identify and understand users’ pain points to propose Stripe solutions and own the full sales cycle, from business case development to close Work cross-functionally to solve user pain points and improve our product to better serve new customer needs Who you are We’re looking for a high performing, well-rounded seller who can manage high velocity deal cycles, enjoys building and has demonstra

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Instawork
📍 Chicago• $80K – $100K/yr
15mo 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. At our labor marketplace tech company, we believe that even in the age of AI, the core of success comes down to good people doing honest work. We're seeking a curious and driven Product Operations Analyst to help us operationalize our intelligent product features, ensuring they deliver value and efficiency to our users. This is a fantastic opportunity to grow your career at the intersection of product, data, and user experience. Who You Are: An early-career professional, from a recent graduate up to 2 years of experience, looking to build a career in product operations. A Passion for Product & Tech: You are fascinated by how technology products are built, launched, and improved. You're eager to learn and contribute to the product lifecycle. Curious about AI: You don't need to be an expert, but you're an enthusiast who is interested in learning about the latest AI technologies and tools and their potential to improve user experiences. Analytical & Data-Curious: You have a knack for looking at data to find patterns and answer questions. You're comfortable with spreadsheets (Excel/Google Sheets) and are excited to learn more about data analysis. A Problem-Solver: You enjoy tackling challenges and are motivated to find efficient solutions. You're organized, detail-oriented, and not afraid to ask questions to get to the root of a problem. Eager to Learn Technical Skills: You have an interest in learning data analysis tools. Any exposure to SQL or other data tools is a plus, but a strong desire to lear

pythonsqlai
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