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Client Success Expert Jobs in Chicago, IL (NOW HIRING)

Rundoo

Client Success Manager

Chicago, IL · On-site

$117K - $130K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Comfortable learning and becoming expert in complex software (our full ERP platform) * Proficient ... Claire (Manager, Client Success - manages CS + Support) - Studied History and Captained the Field ...

Ritchie Bros.

Senior Client Success Manager

Westchester, IL · On-site +1

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The Opportunity Client success is at the core of our growth strategy. As we continue to expand, we ... This individual will serve as both a trusted advisor to clients and a product expert , shaping ...

Grubhub

Client Success Manager

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About The Opportunity The Client Success team in Grubhub for Business works with SMB and Enterprise ... Maintain expert level product knowledge of existing and new features and functionality * Liaise ...

Nexxen International Ltd

Client Success Manager

Chicago, IL · On-site

$75K - $95K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

The Client Success Manager at Nexxen owns two core functions: managed service campaign management ... expert campaign management, strategic consulting, and deep technical fluency across Nexxen's full ...

Arrive Logistics

Client Success Weekend Associate

Chicago, IL · On-site

$22.60/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Client Success Weekend Associate Arrive Logistics is a leading transportation and technology ... Become an expert in Arrive Logistics' standard operating procedures, transportation management ...

Arrive Logistics

Client Success Weekend Associate

Chicago, IL · On-site

$22.60/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Who We Want As a Client Success Weekend Associate, you'll be responsible for mastering the ... Become an expert in Arrive Logistics' standard operating procedures, transportation management ...

Paylocity

Enterprise Client Success Manager

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

The Executive Account Manager (Client Success Manager) provides telephone, email, and potentially ... This person must maintain expert-level knowledge of Paylocity products and partnerships to ensure ...

Paylocity

Enterprise Client Success Manager

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

The Executive Account Manager (Client Success Manager) provides telephone, email, and potentially ... This person must maintain expert-level knowledge of Paylocity products and partnerships to ensure ...

Onbe

Client Support Manager

Buffalo Grove, IL

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Serves as subject matter expert on the account to defend revenue and support the growth of the ... Works closely with the Client Success Specialist and Client Service to ensure that tasks that are ...

Onbe

Client Support Manager

Buffalo Grove, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Serves as subject matter expert on the account to defend revenue and support the growth of the ... Works closely with the Client Success Specialist and Client Service to ensure that tasks that are ...

Workday

Customer Success Manager, Paradox

Chicago, IL · On-site

... a Client Success Manager on the Franchise team, this role is responsible for partnering and ... expert for platform use and support o Work collaboratively with dispersed teams and clients to ...

Pinterest

Sr. Client Partner, Retail Media

Chicago, IL · On-site

Success in this role depends on your ability to drive substantial revenue growth and spearhead a ... Serve as a product expert, delivering guidance on digital ecosystem and Pinterest's ad offerings ...

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Showing results 1-20

All JobsClient Success Expert JobsClient Success Expert Jobs in Chicago, IL

Client Success Expert information

See Chicago, IL salary details

$33.5K

$85.6K

$144.2K

How much do client success expert jobs pay per year?

As of Aug 12, 2026, the average yearly pay for client success expert in Chicago, IL is $85,568.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,300.00 and $102,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a client success expert?

To thrive as a Client Success Expert, you need strong customer relationship management skills, problem-solving abilities, and a background in business or a related field. Familiarity with CRM platforms like Salesforce or HubSpot, as well as experience with customer support tools, is often required. Exceptional communication, empathy, and proactive listening set top performers apart in this role. These skills and qualities are crucial for building client trust, resolving issues efficiently, and driving long-term client satisfaction and retention.

How does a client success expert typically collaborate with other departments to ensure client satisfaction?

A Client Success Expert regularly works alongside teams such as sales, product development, and support to address client needs and ensure a seamless experience. They may relay client feedback to product teams for improvement, coordinate with sales on upsell opportunities, and partner with support to resolve technical issues quickly. This cross-functional collaboration is key to proactively identifying challenges and ensuring clients achieve their goals with the company’s offerings.

What does a client success expert do?

A Client Success Expert is responsible for ensuring that clients have a positive experience with a company's products or services. They act as a primary point of contact, helping clients achieve their goals, resolve issues, and maximize the value they receive. Client Success Experts often provide onboarding, training, and ongoing support, as well as gather feedback to improve offerings. Their main goal is to build strong, lasting relationships that lead to customer satisfaction and retention.

What is the difference between Client Success Expert vs Customer Support Specialist?

AspectClient Success ExpertCustomer Support Specialist
CredentialsRelevant experience, certifications in customer success or account managementTechnical knowledge, customer service skills
Work EnvironmentProactive engagement, strategic account managementReactive support, troubleshooting
Employer & Industry UsageTech, SaaS, subscription servicesRetail, telecom, tech
Search & Comparison IntentUnderstanding strategic customer relationshipsResolving technical issues

While both roles focus on customer interactions, a Client Success Expert proactively manages client relationships to ensure satisfaction and retention, often working strategically. In contrast, a Customer Support Specialist primarily responds to technical or service issues as they arise, providing reactive support. The roles overlap in customer communication but differ in scope and approach.

What are popular job titles related to Client Success Expert jobs in Chicago, IL? For Client Success Expert jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Client Success Expert jobs in Chicago, IL look for? The top searched job categories for Client Success Expert jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Client Success Expert jobs? Cities near Chicago, IL with the most Client Success Expert job openings:
Client Success Expert jobs near you
Infographic showing various Client Success Expert job openings in Chicago, IL as of August 2026, with employment types broken down into 80% Full Time, 17% Part Time, and 3% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution, with an average salary of $85,568 per year, or $41.1 per hour.

Client Success Manager

Rundoo

Chicago, IL • On-site

$117K - $130K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 29 days ago

Job description

About Rundoo ℹ
Our mission is to empower independent supply stores with best-in-class technology. Think of your local hardware store or mom-and-pop nursery-these are our clients. From paint to lumber to flooring, over 200,000 such stores across the country sell over $1T of building materials annually using outdated, on-premises systems. We're aiming to help them modernize so that they can continue to thrive.
Backed by leading investors including Bessemer and CRV, we've raised $18M across three rounds and are growing quickly. Our team is made up of builders, sellers, and industry veterans with a shared goal: to bring modern technology to an overlooked industry.
About the Role
Location: Chicago (in-office 4x/week)
As a Client Success Manager at Rundoo, you own the relationship with a book of live clients after they go live-independent paint, hardware, and farm & feed stores that now run their business on Rundoo. Your job is to understand what each client was trying to achieve when they moved to Rundoo-faster close-outs, sharper analytics and customer engagement, mobile capabilities, easier inventory counts-and make sure the product is actually delivering those outcomes. Six months after go-live, a district manager should be able to point to concrete results Rundoo made possible.
You'll be one of the first Client Success hires in our new Chicago office, helping shape how CS scales as Rundoo expands across the country. You'll own retention and adoption depth on your book: running renewals and QBRs, watching account health through our stoplight model, and driving real value realization in the core workflows that make clients successful. We don't have an established expansion playbook yet-you'll help build it-so early on the focus is depth of adoption and outcomes rather than an expansion quota.
You'll report to Claire, Rundoo's Manager of Client Success, and work closely with Client Success, Product Support, and Implementation to make sure clients get full value from the platform and that what we learn flows back to Product and Engineering.
What You'll Do as a Customer Success Manager at Rundoo
  • Own a book of live stores and the simple outcome on it: they stay, and they're glad they did
  • Keep every stoplight honest - an accurate // read on each client at all times, because the team's whole view of risk is only as good as your stoplights
  • Work the cadence - green every month, yellow every two weeks, red daily until resolved - so no account goes quiet long enough to churn
  • Catch risk before it's a red - read the early signals (usage dropping off, a frustrated owner, a workflow that isn't sticking) and get ahead of them
  • Run the save when an account slips - find the real root cause, not just the symptom, and pull it back to green
  • Turn client pain into product signal - file clear bugs and requests, and know the difference between a training gap (you fix it) and a product gap (Product needs to hear it)
  • Partner with Product Support (Robbie, Tim) on escalations - you own the relationship, they own the fix
  • Take clean Steady handoffs from Implementation and carry the relationship from there
  • Turn healthy clients into advocates - references, case studies, the stores a prospect calls to check us out
  • Keep Salesforce current so the stoplight snapshot reflects reality, not last month

What We're Looking For ☑
Essential Qualities
We care more about aptitude and drive than checking boxes on years of experience. The ideal candidate genuinely likes small-business owners, is comfortable owning a number, and acts before being told to.
Core Competencies:
  • Ownership mindset - You treat your book like it's your own business and you're accountable for the outcome
  • Reads people and signals early - You sense when an account is drifting before it shows up in a metric
  • Excellent written and verbal communication - You can talk to a non-technical owner-operator and to our Product team with equal ease
  • Organized and self-directed - You manage a full book, prioritize the right accounts, and keep your records clean
  • Comfort with ambiguity - Startup CS has no playbook for everything; you build the missing parts
Valuable Experience (But Not Required)
Any of the following backgrounds could set you up for success:
  • Prior Client Success, Account Management, or relationship-driven support experience in SaaS
  • Experience carrying a retention, renewal, or expansion number
  • Retail, POS, payments, or small-business operations background
  • Experience with owner-operator or SMB customers (vs. enterprise procurement)
Technical Requirements
  • Comfortable learning and becoming expert in complex software (our full ERP platform)
  • Proficient with spreadsheets (Google Sheets/Excel) and comfortable in a CRM (Salesforce)
  • Able to work from the Chicago office during required hours
Bonus Points
  • Direct familiarity with paint, hardware, building materials, farm & feed, or related industries
  • Experience with payments / merchant services attach
  • Comfortable in a dynamic startup where priorities shift and you build process as you go
  • Experience with Salesforce, Gong, Intercom, or similar tools

Interview Process
  1. Intro Call (20-30 mins, remote) - An informal conversation with Amanda, our founding recruiter, to get to know one another.
  2. Hiring Manager interview (30 mins, remote) - Claire will go more in depth on your background and experience and what it's like to be a CSM at Rundoo.
  3. Take Home Assignment (paid)- the primary assessment, a chance to see what managing a real book of business with Rundoo feels like.
  4. Onsite (in-person, Chicago) - 90 mins + time for lunch
    1. Take-Home Debrief (30 mins) with Claire, Vidhan (Head of CX), and Nick (CEO) to discuss what you put together for your take home assessment.
    2. Interview with Head of CX (30 mins) - One-on-one conversation with Vidhan.
    3. Product Training (30 mins) - Leslie on the Implementation team will take you through a short demo of a section of Rundoo. You'll then have time to explore independently and ask questions. Then, you'll run a short training session on the section of Rundoo you reviewed.
    4. Lunch or coffee with the Chicago team, depending on the time of day.
  5. Final Call (15 minutes, remote) - Conversation with our CEO, Nick.
  6. Reference check
  7. Offer

About the team
  • Vidhan (Head of Client Experience) - Studied Biomedical Engineering and Econ at Duke University; Formerly Director of Product at BuildZoom, Product lead at Hinge Health, and Co-Founder of Urova Medical.
  • Claire(Manager, Client Success - manages CS + Support) - Studied History and Captained the Field Hockey team at Dartmouth; formerly Customer Success lead in various SaaS startups in AdTech, AI Analytics, and Identity Verification.
  • Reggie (Client Success Manager) - Reggie has been in the paint and decorating industry for 39 years. He started as a rep for Benjamin Moore, then owned stores for 20 years, followed by a 13 year career selling retail management systems to paint and decorating retailers
  • Robbie (Product Support) - 13 years of paint store experience (Automotive and Architectural Coatings), Sports Enthusiast, Gamer (Board, Card, and Video).
  • Tim (Product Support) - 10 years of experience within CX/CS from SaaS to Retail Management
  • Implementation Team

Compensation
  • Salary: $117,000 - $130,000 annually
  • Equity: $30,000 initial grant value, vesting over 4 years

Benefits
  • Full medical, dental, and vision coverage (100% of premiums for you, 50% for dependents)
  • Life insurance
  • 401k with Betterment
  • Unlimited PTO with 10 company paid holidays
  • In-office gym
  • Daily team lunches
  • Learning materials and audiobook subscriptions
About our founders
  1. Andrew (CTO): studied computer science & humanities at Stanford; worked as a software engineer and head of engineering at Apple & Anova; danced with the SF ballet (where he met his wife)!
  2. Nick (CEO): studied math & computer science at Stanford; worked as a trader at Bridgewater & Citadel and as a PM at Google & Enigma; distantly related to the founder of the Hershey company
How we've fundraised
We've raised $18m across three rounds:
  1. A $2m pre-seed led by Kent Bennett at Bessemer with participation from Plug & Play, Quiet Capital, and Sequoia.
  2. A $5m seed led by Caitlin Bolnick Rellas at CRV.
  3. An $11m series A led again by Bessemer and CRV.

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