Chicago startups hiring
customer success.
30 startups and scale-ups in Chicago are hiring customer success managers right now, with 37 live roles between them, 17 of them opened in the last 30 days. Pick the ones you want and Haystack's AI agent fills in each employer's application for you.
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568,056 candidatesRated 4.8/5 on 
- CACADDiScale-up · 501-1,000 staff3 roles
- FIFinScale-up · 1,001-5,000 staff3 roles
- ENEngineScale-up · Remote-first2 roles
- FOFormicScale-up2 roles
- PEPerkScale-up · Hybrid2 roles
- BLBlitzyScale-up · 51-200 staff1 role
and 24 more companies on the list
30 companies hiring now
Ranked by live roles (customer success managers, implementation and support roles). Every company is a startup or scale-up; recruitment agencies are left out. Press Auto apply on any role and Haystack's AI agent fills in that employer's form for you.
The top 30 of 30 companies, most live roles first.
CADDi aims to unleash the potential of the manufacturing industry and accelerate physical innovation tenfold using an AI data platform.
- Sr. Customer Success Manager, SolutionsOn-site · Opened 6 days agoAuto apply
- Deployment PartnerOn-site · Opened 7 days agoAuto apply
- Vice President of Customer SuccessOn-siteAuto apply
Fin aims to deliver perfect customer experiences by providing an AI-powered customer agent across the entire customer journey.
- Senior Partner Services ManagerHybrid · Opened 5 weeks agoAuto apply
- Senior Customer Success Manager, High TouchHybridAuto apply
- Customer Success Manager, ScaleHybridAuto apply
Replied to 100% of the applications Haystack's agent sent
Engine is a creative engine for growth, offering integrated marketing and communications services to help businesses transform and achieve measurable results.
- Sr. Implementation Manager, Engine XHybrid · Opened 6 days agoAuto apply
- Implementation Manager, CommercialHybrid · Opened 2 weeks agoAuto apply
Replied to 58% of the applications Haystack's agent sent
Formic powers American manufacturing for the next 100 years by making robotic automation accessible to every factory.
- Customer Success ManagerHybrid · Opened yesterdayAuto apply
- Product Support EngineerHybridAuto apply
Perk offers digital tools to automate travel, expenses, and policies, aiming to power real work by eliminating time-consuming manual tasks.
- Implementation Specialist, Travel - USHybrid · Opened 5 weeks agoAuto apply
- Customer Care Agent - AmTravHybrid · Opened 7 weeks agoAuto apply
Blitzy is an AI software development platform revolutionising the software development life cycle by autonomously building custom software.
- Senior Solutions ConsultantRemote · Opened 4 weeks agoAuto apply
Canals builds software with AI for manufacturers, distributors, and contractors to automate manual processes in the industrial supply chain.
- Customer Success ManagerRemote · Opened 3 days agoAuto apply
To prevent avoidable hospitalisations and transform senior care operations using predictive technology and contactless sensing.
- Customer Success ManagerOn-site · Opened 2 days ago
Compass aims to revolutionise the real estate industry with an end-to-end platform for residential real estate agents, and to transform education with smart school management technology.
- Agent Experience ManagerHybrid · Opened 3 days agoAuto apply
To accelerate the world's transition to cryptocurrency.
- Application Support Engineer (US)Hybrid · Opened 2 days ago
Flai maps the world in 3D, turning raw LiDAR into semantically rich 3D maps for national mapping agencies, utilities, infrastructure operators and defence.
- Customer Success Manager - ChicagoRemote · Opened 3 weeks agoAuto apply
Guidehealth aims to make high-quality healthcare universally affordable and accessible through predictive AI and value-based care.
- Senior Technical Integration SpecialistRemote · Opened 4 days agoAuto apply
- IN
Industrious
Scale-up1,001-5,000 staffConstruction & Real EstateOffice-first
1role1 opened this month
Industrious provides flexible office solutions, including private offices, coworking spaces, and meeting rooms, aiming to create productive and engaging work environments.
- Member Experience Manager - ChicagoOn-site · Opened 7 days agoAuto apply
To build the global accommodations brand of choice that is beloved by guests, indispensable to property partners, and desired by neighbours.
- Hospitality AssociateHybrid · Opened todayAuto apply
Lessen exists to make property services simpler, faster, and better for the people who rely on them and the people who do the work.
- Vendor Relationship RepresentativeHybrid · Opened 2 days ago
To make print easy, accessible and inspiring, combining advanced printing technology, user-friendly online tools, sustainable materials, and exceptional service.
- Customer Service Print SpecialistHybrid · Opened 3 weeks agoAuto apply
Rundoo empowers independent supply stores with best-in-class technology to help them modernise and thrive.
- Manager, Implementation TeamOn-site · Opened 2 weeks agoAuto apply
Alembic provides Causal AI to help enterprises understand cause and effect, enabling them to make data-driven decisions that drive growth.
- Senior Customer Success ManagerHybrid · Opened 6 weeks agoAuto apply
Altro Health provides a digital platform enabling wellness businesses to offer medically supervised programmes and clinical services easily and compliantly.
- Telehealth Care NavigatorRemote · Opened 6 weeks agoAuto apply
Askable provides a platform that connects researchers with verified participants to streamline user research and help build better products and models.
- Enterprise Customer Success ManagerOn-site · Opened 7 weeks agoAuto apply
Cargomatic uses a digital marketplace and AI-enabled platform to streamline local freight logistics, connecting shippers with drivers and optimising the movement of goods.
Carvana is an online used car retailer that allows customers to buy, sell, or trade in used vehicles.
Chowbus builds technology ecosystems to help culturally rooted restaurants grow, improve efficiency, and serve their communities.
DV Trading is a proprietary trading firm that provides liquidity and executes financial instruments across global markets through technological innovation.
Harvey builds AI-powered solutions for legal professionals to boost efficiency and accuracy and help shape the future of professional services.
Ideals is a B2B SaaS company that provides secure business collaboration software and virtual data rooms for high-stakes processes.
Levelpath aims to revolutionise the modern procurement software industry by transforming it into a strategic advantage through an autonomous, AI-powered platform.
- Customer Engagement Specialist (Chicago)On-site · Opened 6 weeks agoAuto apply
Lucid Motors designs, develops, and builds electric luxury cars to create exceptional mobility experiences and drive the world forward.
- Service Advisor - Goose IslandHybrid · Opened 7 weeks agoAuto apply
Opply aims to modernise how scaling food and consumer goods brands buy ingredients, solving market inefficiency for SMB brands.
- Customer Operations Partner, Chicago (Software Startup)Hybrid · Opened 7 weeks agoAuto apply
Stuut Ai transforms how B2B companies manage revenue by using AI to automate and streamline financial workflows, reducing manual effort and increasing cash collection.
- Customer Success DirectorHybrid · Opened 5 weeks agoAuto apply
Every startup has its own application form.
Applying to ten of these companies means ten careers sites and ten forms, each asking the same things in a different order. Haystack's AI agent fills them in from your CV and your answers, and asks you when a question needs you.
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Questions about this list
Which startups are hiring customer success managers in Chicago?
As of October 2026, 30 startups and scale-ups in Chicago are hiring customer success managers, with 37 live roles between them. The most are at CADDi, Fin, Engine, Formic, Perk. The full list on this page is rebuilt every day from the employers' own careers sites.
How is this list made?
Haystack reads the careers sites of more than 30,000 employers every day. This list takes the live roles in Chicago for customer success managers, implementation and support roles at companies recorded as startups or scale-ups, leaves out recruitment agencies, and ranks the companies by how many of those roles they have open.
Can I apply to all of these at once?
Not in one click, and you wouldn't want to. With Haystack Auto Apply you upload your resume once and pick the roles you want; Haystack's AI agent then fills in and submits each employer's own application form, asks you when a question needs your answer, and every reply lands in your Haystack inbox. Nothing is sent without your say-so.
Your resume once.
Then every role that fits.
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