Customer Success Operations Jobs in Chicago, IL
Customer Success Operations jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, where enterprise software, fintech, and healthtech employers run sizable customer-facing teams. Companies actively hiring include Braze, Wolters Kluwer, and Stripe. See the openings below and apply to the ones that match your experience.
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About MVP One
MVP One is a leader in cloud-based software and solutions for asset-intensive industries, enabling teams to better manage their maintenance operations. Our user-friendly platform helps companies streamline workflows, reduce asset downtime, and optimize their human and capital resources.
About the Role
As a Customer Success Representative at MVP One, you will play a key role in driving customer retention, satisfaction, and growth by developing and maintaining strong customer relationships and proactively managing the customer experience.
In this role, you will serve as a product expert, trusted advisor, and primary point of contact for assigned accounts. You will guide customers throughout their lifecycle, from onboarding and adoption through ongoing account management and renewal. This includes independently leading Quarterly Business Reviews (QBRs), renewal meetings, and other strategic customer discussions to evaluate account health, demonstrate value, identify opportunities for improvement, and strengthen long-term relationships. You will also work closely with Sales, Support, and other internal teams to ensure customer needs are addressed and opportunities for growth and improvement are identified.
Key Responsibilities
- Develop a strong understanding of the MVP One implementation methodology and demonstrate technical proficiency with both MVP One and MP2.
- Guide new customers through the post-sale onboarding process, providing ongoing guidance to ensure successful adoption and utilization of MVP One products and services.
- Build and maintain strong customer relationships to drive user adoption, satisfaction, retention, and account growth.
- Independently prepare for and lead Quarterly Business Reviews (QBRs) with customers, evaluating system utilization, identifying adoption gaps, discussing performance metrics, and developing action plans.
- Lead customer renewal meetings, proactively addressing customer concerns, demonstrating product value, identifying retention risks, and supporting renewal and expansion efforts.
- Understand customers' business needs and maintenance objectives, providing recommendations and developing success plans that establish critical success factors, KPIs, and measurable goals.
- Monitor account health and proactively identify risks, adoption challenges, and opportunities to improve the customer experience.
- Drive customer references, testimonials, and case studies.
- Collaborate with internal teams to communicate customer feedback, resolve issues, and support product enhancements.
- Promote new products, services, and marketing initiatives, including webinars, training sessions, and events.
- Process customer orders secured by Account Executives and the Customer Success team, including:
- Schedule training and consulting services.
- Release technical support services.
- Process subscription amendments.
- Release databases.
- Update customer accounts.
- Coordinate and schedule in-person and virtual training sessions hosted by MVP One.
- Maintain accurate customer records, document interactions, and ensure timely follow-through on commitments and assigned tasks.
Preferred Qualifications/Technologies
- Bachelor's degree and/or 2+ years of experience in technology sales, customer success, or account management within the software or SaaS industries.
- Experience in manufacturing, maintenance, or facilities management is preferred.
- Flexibility to work a varied schedule with occasional overnight travel.
- Demonstrated ability to build strong customer relationships, including with senior-level stakeholders.
- Exceptional written and verbal communication skills, including the confidence and ability to independently lead customer meetings and presentations.
- Strong critical thinking and problem-solving skills, with the ability to analyze situations, identify underlying issues, and recommend appropriate solutions.
- Exceptional attention to detail and accuracy, particularly when managing customer information, processing requests, documenting interactions, and coordinating follow-up.
- Strong organizational skills and the ability to manage multiple accounts, priorities, and deadlines independently.
- Expertise in issue resolution, customer advocacy, and escalation management.
- Strong technical aptitude and the ability to quickly learn software programs, including Salesforce CRM.
- Experience in project management, particularly with software implementations.
- Ability to work effectively and collaboratively with cross-functional teams.
- Excellent time management, accountability, and follow-through.
- Bilingual in Spanish is a plus.
What We Offer
- Hybrid work schedule
- Comprehensive health benefits options beginning day one (health, dental, vision, short term disability, life insurance)
- Paid time off, including several holidays and floating holidays
- Parental leave
- Transit benefit program
- Company laptop
- Company meetups for all employees to connect in person and virtually
- Competitive Traditional & Roth 401k retirement plan with employer match
- Fitness center access in office building
- Opportunity to work in a fast-paced and dynamic environment
- Supportive and collaborative team culture
- Training and development opportunities to help you grow your skills
Ready to Join Our Team?
If you are a highly motivated and results-oriented individual with a passion for building relationships and helping businesses succeed, we encourage you to apply!
See All 79 Customer Success Operations Jobs in Chicago
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Who's Hiring



Top Industries Hiring
- Technology & Software
- Banking & Financial Services
- Consulting & Professional Services
Customer Success Operations Jobs in Chicago: Frequently Asked Questions
How do I get a customer success operations job in Chicago?
Focus your search on the Loop, Fulton Market, and the Merchandise Mart corridor, where enterprise SaaS, financial services, and healthtech firms run the largest customer success operations teams. Candidates with CRM administration experience, data analysis skills, and a background in renewals or onboarding workflows stand out. Demonstrating familiarity with Chicago's subscription-driven tech ecosystem gives you a clear edge over generalist applicants.
Which companies hire customer success operationss in Chicago?
Companies currently hiring customer success operationss in Chicago include Braze, Wolters Kluwer, and Stripe, per current listings on Migrate Mate as of November 2026. Chicago's market skews toward mid-market and enterprise technology firms, as well as financial services companies with large B2B client bases, all of which maintain dedicated customer success operations functions.
Are there remote customer success operations jobs in Chicago?
Yes, customer success operations roles are relatively remote-friendly because the work centers on data, process design, and tooling rather than in-person client visits. About 90% of customer success operations openings tied to Chicago are remote or hybrid as of November 2026, reflecting strong adoption of flexible arrangements across the city's tech sector. Reporting, CRM configuration, and analytics tasks are the functions most likely to be fully remote.
How can I get a customer success operations job in Chicago with little or no experience?
The most realistic entry path is through a customer success associate or CRM coordinator role at one of Chicago's many mid-size SaaS or fintech companies, which often promote from within into operations. Building proficiency in Salesforce or Gainsight and taking on process-improvement projects in any customer-facing role signals readiness for an operations function. Chicago's dense concentration of B2B tech employers in Fulton Market and the West Loop means entry-level volume is consistently higher than in smaller metros.
Which industries hire the most customer success operationss in Chicago?
The sectors hiring the most customer success operationss in Chicago are Technology & Software, Banking & Financial Services, and Consulting & Professional Services, based on current listings on Migrate Mate as of November 2026. Chicago's position as a hub for enterprise software, commodities and financial technology, and healthcare IT means these sectors maintain large, recurring customer bases that require dedicated operations support to manage at scale.
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