Chicago startups hiring
operations managers.

27 startups and scale-ups in Chicago are hiring operations and project managers right now, with 38 live roles between them, 16 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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84% of candidates get an interview within 14 days568,056 candidatesRated 4.8/5 on G2
Chicago · OperationsLive roles today
  • BMBlufox Mobile logo
    Blufox MobileScale-up · Office-first7 roles
  • CACarvana logo
    CarvanaScale-up · 10,000+ staff2 roles
  • LELessen logo
    LessenScale-up2 roles
  • WEWeee! Inc logo
    Weee! IncScale-up · 1,001-5,000 staff2 roles
  • INInstawork logo
    InstaworkScale-up · 501-1,000 staff2 roles
  • SEServerobotics logo
    ServeroboticsScale-up · Remote-first2 roles

and 21 more companies on the list

27 companies hiring now

Ranked by live roles (operations, project and programme managers). 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 27 of 27 companies, most live roles first.

  1. BMBlufox Mobile logo

    Blufox Mobile

    Scale-upOffice-first

    7roles

    Blufox Mobile specialises in mobile application development and digital transformation solutions, creating user-centric mobile experiences and helping businesses leverage technology.

    All 7 roles at Blufox Mobile

  2. CACarvana logo

    Carvana

    Scale-up10,000+ staffAutomotiveOffice-first

    2roles2 opened this month

    Carvana is an online used car retailer that allows customers to buy, sell, or trade in used vehicles.

  3. LELessen logo

    Lessen

    Scale-up

    2roles2 opened this month

    Lessen exists to make property services simpler, faster, and better for the people who rely on them and the people who do the work.

  4. WEWeee! Inc logo

    Weee! Inc

    Scale-up1,001-5,000 staffRetail & Consumer GoodsOffice-first

    2roles2 opened this month

    Weee! Inc. is an online grocer and e-commerce company that aims to make ethnic food accessible to a wider audience.

  5. INInstawork logo

    Instawork

    Scale-up501-1,000 staffRecruitment & Staffing

    2roles

    Instawork connects businesses with qualified hourly workers, creating economic opportunities and helping businesses fill staffing gaps.

  6. SEServerobotics logo

    Serverobotics

    Scale-upRemote-first

    2roles

    Serverobotics aims to deliver a sustainable future by using autonomous robots for last-mile delivery, enhancing efficiency and safety in urban environments.

  7. BSBlank Street logo

    Blank Street

    Scale-up501-1,000 staffFood & Beverage

    1role1 opened this month

    Blank Street aims to build a generation-defining food and beverage brand by providing an efficient coffee experience through small-format shops and specialised equipment.

  8. CO

    Compass

    Scale-upHybrid

    1role1 opened this month

    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.

  9. EDEmerald Design Works logo

    Emerald Design Works

    Scale-upHybrid

    1role1 opened this month

    To elevate the way people live and work through exceptional design and a seamless client experience.

  10. EQEquipmentShare logo

    EquipmentShare

    Scale-up1,001-5,000 staffConstruction & Real EstateOffice-first

    1role1 opened this month

    EquipmentShare aims to transform the construction industry by empowering contractors and communities with innovative technology and real-time support.

  11. HIHoneycomb Insurance logo

    Honeycomb Insurance

    Scale-up51-200 staffInsurance

    1role1 opened this month

    Honeycomb Insurance aims to reinvent real estate insurance through technology, providing an online platform for residential property owners, brokers, and landlords.

  12. KAKasa logo

    Kasa

    Scale-up201-500 staffHospitality & TravelRemote-first

    1role1 opened this month

    To build the global accommodations brand of choice that is beloved by guests, indispensable to property partners, and desired by neighbours.

  13. NE

    NET2ASPIRE LLC

    StartupHybrid

    1role1 opened this month

    NET2ASPIRE LLC offers entry-level professionals opportunities to work with modern technologies in supply chain, software development, IT infrastructure, cloud platforms, and artificial intelligence.

  14. PD

    Picnic Delivery

    Scale-upHybrid

    1role1 opened this month

    To create a seamless, affordable, and joyful lunch experience at work that benefits both employees and employers.

  15. WTWisdom Teeth Guys logo

    Wisdom Teeth Guys

    Scale-upHybrid

    1role1 opened this month

    The Wisdom Teeth Guys provides support services for wisdom teeth removal clinics, aiming to offer safe, affordable, and convenient wisdom teeth removal.

  16. ZEZeneducate logo

    Zeneducate

    Scale-upOffice-first

    1role1 opened this month

    To fix education recruitment by connecting schools directly with educators and putting vital funding back into classrooms.

  17. BCBridge33 Capital logo

    Bridge33 Capital

    Scale-upUnder 50 staffConstruction & Real EstateOffice-first

    1role

    Bridge33 Capital acquires and manages retail properties, creating value through strategic repositioning and operational improvements for investors, tenants, and communities.

  18. CRCollective Residential logo

    1role

    Collective Residential builds and manages apartment communities, transforming property management and investment through innovation, technology, and people.

  19. ENEndeavorai logo

    Endeavorai

    Startup

    1role

    EndeavorAI helps enterprises build proprietary AI solutions to enhance human capabilities, streamline processes, and drive innovation in critical industries.

  20. FOFormic logo

    Formic

    Scale-up

    1role

    Formic powers American manufacturing for the next 100 years by making robotic automation accessible to every factory.

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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Ashby application · Operations ManagerApplying as Sarah · example
Full name
Sarah Okonkwo
Email
sarah.okonkwo@myapplications.to
Resume
Sarah_Okonkwo_Resume.pdf · tailored to this role
Are you legally authorized to work in the United States?
Yes
Will you now or in the future require visa sponsorship?
No
What are your salary expectations?
$120,000 a year
Application sent. 0 fields typed by Sarah. The reply lands in her Haystack inbox.
Haystack agent
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sarah.okonkwo@myapplications.to
Reddit
Interview: Customer Success Manager
Now
Thu, Oct 30 · 2:00–2:45 PM · Google Meet
AcceptedMaybeDecline
Added to your calendar
Figma
Thanks for applying to Figma
Tue
Notion
We've received your application
Mon

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Which startups are hiring operations and project managers in Chicago?

As of October 2026, 27 startups and scale-ups in Chicago are hiring operations and project managers, with 38 live roles between them. The most are at Blufox Mobile, Carvana, Lessen, Weee! Inc, Instawork. 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 operations, project and program managers 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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