Customer Success Engineer Jobs in Chicago, IL
Customer Success Engineer jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market tech corridor, across enterprise software, cloud infrastructure, and B2B SaaS. Employers hiring right now include Salesforce, Okta, and Uber. Find a role that fits below and apply directly.
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The Role:
ThoughtSpot is redefining business intelligence through AI-driven insights, and Customer Success is at the heart of that transformation. As a Senior Manager of Customer Success, you’ll lead a high-performing team of CSMs focused on driving adoption, measurable value, and net revenue retention across our enterprise customer base.
You’ll be a strategic operator and team builder, responsible for scaling systems, developing talent, and collaborating cross-functionally to drive customer outcomes and company growth. This role reports to the Director of Customer Success and partners closely with Sales, Product, CS Architects, and Operations.
Location(s): Chicago or Mountain View
What You'll Do:
Team Leadership & Coaching
- Lead and grow a team of CSMs focused on adoption, retention, and expansion.
- Define success metrics, manage performance, and support career development.
- Serve as a strategic escalation point for your team and customer portfolio.
Customer Outcomes & Revenue Growth
- Drive NRR through proactive value realization and expansion strategies.
- Partner with Sales to co-develop account strategies and surface growth opportunities.
- Equip CSMs to navigate complex customer orgs and influence renewals and upsells.
Operational Excellence
- Own team KPIs and lead regular inspection rhythms to track performance.
- Identify inefficiencies and work with CS Ops to scale processes and systems.
- Leverage tools and data to drive consistency, predictability, and customer health.
Cross-Functional Collaboration
- Align closely with Product, Sales, and Support to represent the voice of the customer.
- Influence internal roadmaps and drive a seamless post-sale customer experience.
- Act as a strategic partner to internal leaders, surfacing insights and solutions.
Strategic Problem Solving
- Guide the team through complex issues, customer risks, and escalations.
- Enable structured thinking, proactive risk mitigation, and creative solutions.
- Foster a culture of continuous learning, feedback, and adaptability.
What You Bring:
- 2+ years managing Customer Success or post-sale teams; 5+ years in enterprise SaaS CS or AM roles
- Proven success driving NRR, adoption, and strategic account growth.
- Strong coaching, team development, and performance management experience.
- Operational rigor with data fluency and experience optimizing CS processes.
- Skilled in cross-functional collaboration, customer advocacy, and executive communication
- Growth mindset with a passion for learning, iteration, and leading through change.
Hybrid Work at ThoughtSpot
Spotters are expected in-office 3 days per week to experience the energy of their local office. This approach balances the benefits of in-person collaboration and peer learning with the flexibility needed by individuals and teams.
About ThoughtSpot
The world’s most innovative companies turn to ThoughtSpot’s AI-Powered Analytics to put data in the hands of everyone, from the C-suite to the frontline. With simple, natural language search and AI, anyone can ask questions, discover insights, and act with confidence. Unlike legacy tools that sacrifice performance for complexity, ThoughtSpot is intuitively designed for every business user while being built to handle the most complex, large-scale data, wherever it resides. This unique combination of speed and simplicity is why enterprise leaders trust ThoughtSpot to transform decision-making into a truly data-driven culture.
At ThoughtSpot, we’re a curious, data-driven bunch. We believe the world works better when everyone has access to facts. That’s why we build products that make asking and answering data questions as natural as having a conversation.
Mandatory and Required Skills for All ThoughtSpot Roles
Spotters are expected to demonstrate AI literacy and workflow integration to include the ability to:
- Comfortably and confidently integrate artificial intelligence into their daily workflow to increase productivity and quality.
- Hands-on experience to leverage AI tools (industry-leading LLMs) to increase productivity, automate routine tasks, and improve work quality.
- Speak to the experience of using AI for research, content creation, and document summarization while maintaining ownership of judgment and final decisions.
- Write effective prompts to get the most accurate and creative results from AI tools.
Spotters are expected to exemplify these key traits and AI Mindset:
- Curiosity in exploring new AI tools
- Adaptability to quickly learn and implement new, emerging AI technologies
- Critical thinking to know when to identify when AI should be used versus when human judgment is necessary
This combination of curiosity, adaptability, and discernment defines the AI mindset, and it’s required for every role at ThoughtSpot.
AI Mindset for All Spotters
At ThoughtSpot, we believe AI is a necessary and essential part of how we work. Every role, across every team, is expected to be fluent and comfortable with using AI to do their best work.
All Spotters are expected to experiment with ThoughtSpot’s AI tools (like Spotter and SpotterViz) and leading industry LLMs to streamline workflows, enhance output, and uncover new insights. Whether drafting content, analyzing data, or summarizing documents, AI is a daily partner. We value curiosity, openness to learning, and thoughtful application of AI to create real value. Training and resources are provided so every Spotter can confidently create with AI.
ThoughtSpot for All
At ThoughtSpot, diverse teams build better products. Complex data problems need many perspectives, not just one. We welcome different backgrounds, identities, and experiences, and we work to create a place where everyone can be themselves and do their best work. If this role excites you and you believe you’re a strong match, we encourage you to apply.
What Makes ThoughtSpot a Great Place to Work?
ThoughtSpot is the Agentic Analytics Platform that empowers every enterprise to transform insights into action, on a mission to make the world more fact-driven. We hire people with unique identities, backgrounds, and perspectives - this balance-for-the-better philosophy is key to our success. When paired with our culture of Trust, Customer Obsession, Innovation, and Intensity, ThoughtSpot cultivates a respectful culture that pushes norms to create world-class products. If you’re excited by the opportunity to work with some of the brightest minds in the business and make your mark on a truly innovative company, we invite you to read more about our mission and apply to the role that’s right for you.
The pay range for this role is:
147,420 - 210,600 USD per year (US US Zone 2)
See All 57 Customer Success Engineer Jobs in Chicago
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Find JobsCustomer Success Engineer Job Market in Chicago
Who's Hiring
- Salesforce3

- Okta2

- Uber2

- Adobe2

- Front2

Top Industries Hiring
- Technology & Software33
- Marketing & Advertising2
- Banking & Financial Services2
- Biotechnology & Pharmaceuticals2
- Energy1
Customer Success Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a customer success engineer job in Chicago?
Target Chicago's dense concentration of enterprise SaaS and cloud companies anchored in the Loop and Fulton Market district, where demand for customer success engineers is highest. Demonstrating hands-on experience with technical onboarding, API integrations, or data platforms gives you an edge locally. Chicago employers also value candidates who can bridge technical and business conversations, so pairing engineering credibility with client-facing communication stands out in this market.
Which companies hire customer success engineers in Chicago?
Employers hiring customer success engineers in Chicago right now include Salesforce, Okta, and Uber, based on current listings on Migrate Mate as of June 2026. Chicago's mix of established enterprise tech firms, fast-growing B2B SaaS startups, and financial technology companies keeps consistent demand for this role across a wide range of employer sizes and industries.
Are there remote customer success engineer jobs in Chicago?
Yes, customer success engineer roles are relatively remote-friendly given their desk-based, client-communication nature, though enterprise accounts often require occasional on-site visits. About 64% of customer success engineer openings tied to Chicago are remote or hybrid as of June 2026, reflecting how broadly Chicago employers have adopted flexible work. Technical onboarding and implementation support work tend to carry the strongest remote options locally.
How can I get a customer success engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is moving from a technical support or solutions analyst role at a mid-size SaaS company, where you build the product knowledge and client skills hiring managers look for. Chicago's large fintech and healthtech sectors also hire junior customer success engineers who can demonstrate basic scripting or API familiarity. Targeting companies in the 50 to 500 employee range in Fulton Market or the West Loop gives you the best shot at an entry-level opening.
Which industries hire the most customer success engineers in Chicago?
Chicago customer success engineer roles concentrate in Technology & Software, Marketing & Advertising, and Banking & Financial Services, based on current listings on Migrate Mate as of June 2026. Chicago's position as a national hub for enterprise software, financial technology, and healthcare IT means those sectors consistently generate the highest volume of customer success engineer openings in the city.
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