Startups and scale-ups
hiring in Chicago.

220 startups and scale-ups in Chicago are hiring people right now, with 654 live roles between them, 284 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.

Free to get started. Set up takes about three minutes.

84% of candidates get an interview within 14 days567,987 candidatesRated 4.8/5 on G2
Chicago · every roleLive roles today
  • DTDV Trading logo
    DV TradingScale-up · Office-first17 roles
  • AVAvePoint logo
    AvePointScale-up · 1,001-5,000 staff15 roles
  • INInfleqtion logo
    InfleqtionScale-up · 201-500 staff15 roles
  • HAHarvey logo
    HarveyScale-up14 roles
  • FIFin logo
    FinScale-up · 1,001-5,000 staff14 roles
  • PEPerk logo
    PerkScale-up · Hybrid14 roles

and 214 more companies on the list

220 companies hiring now

Ranked by live 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 40 of 220 companies, most live roles first.

  1. DTDV Trading logo

    DV Trading

    Scale-upOffice-first

    17live roles5 opened this month

    DV Trading is a proprietary trading firm that provides liquidity and executes financial instruments across global markets through technological innovation.

    All 17 roles at DV Trading

  2. AVAvePoint logo

    AvePoint

    Scale-up1,001-5,000 staffTechnology & SoftwareHybrid

    15live roles6 opened this month

    AvePoint provides data management solutions for Microsoft 365, helping organisations protect, manage, and mobilise their data for security, compliance, and efficiency.

    Replied to 50% of the applications Haystack's agent sentAll 15 roles at AvePoint

  3. INInfleqtion logo

    Infleqtion

    Scale-up201-500 staffTechnology & SoftwareHybrid

    15live roles3 opened this month

    To commercialise atom-based quantum products and make quantum technologies accessible and practical for commercial and defence applications.

    All 15 roles at Infleqtion

  4. HAHarvey logo

    Harvey

    Scale-up

    14live roles4 opened this month

    Harvey builds AI-powered solutions for legal professionals to boost efficiency and accuracy and help shape the future of professional services.

    All 14 roles at Harvey

  5. FIFin logo

    Fin

    Scale-up1,001-5,000 staffOffice-first

    14live roles3 opened this month

    Fin aims to deliver perfect customer experiences by providing an AI-powered customer agent across the entire customer journey.

    Replied to 100% of the applications Haystack's agent sentAll 14 roles at Fin

  6. PEPerk logo

    Perk

    Scale-upHybrid

    14live roles3 opened this month

    Perk offers digital tools to automate travel, expenses, and policies, aiming to power real work by eliminating time-consuming manual tasks.

    All 14 roles at Perk

  7. COCoinflow logo

    Coinflow

    Scale-up

    14live roles2 opened this month

    Coinflow aims to power the world's fastest-moving businesses with fast, global payments by building infrastructure for instant, secure, and frictionless payment acceptance and settlement.

    All 14 roles at Coinflow

  8. VHVitae Health Systems logo

    Vitae Health Systems

    Scale-upOffice-first

    14live roles2 opened this month

    Vitae Health Systems develops innovative solutions for patient care, committed to improving healthcare outcomes through advanced technology and a patient-centered approach.

    All 14 roles at Vitae Health Systems

  9. GOGenesis Orthopedics & Sports Medicine logo

    13live roles13 opened this month

    Genesis Orthopedics & Sports Medicine provides comprehensive orthopedic care, accessible to all, by diagnosing and treating musculoskeletal conditions and injuries.

    All 13 roles at Genesis Orthopedics & Sports Medicine

  10. PRProxima logo

    Proxima

    Scale-up

    13live roles7 opened this month

    Proxima helps consumer brands scale by providing AI-powered conversion intelligence based on real-world shopper behaviour and market trends.

    All 13 roles at Proxima

  11. DADatabricks logo

    Databricks

    Scale-up10,000+ staffTechnology & SoftwareHybrid

    13live roles3 opened this month

    Databricks empowers customers to solve data problems by providing a unified data and AI platform that supports analytical and operational workloads.

    Replied to 75% of the applications Haystack's agent sentAll 13 roles at Databricks

  12. BMBlufox Mobile logo

    Blufox Mobile

    Scale-upOffice-first

    11live roles

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

    All 11 roles at Blufox Mobile

  13. FIFilevine logo

    Filevine

    Scale-up501-1,000 staffTechnology & SoftwareOffice-first

    10live roles10 opened this month

    Filevine provides legal practice management software and AI solutions to streamline law firm operations and enhance efficiency.

    All 10 roles at Filevine

  14. ENEngine logo

    Engine

    Scale-upRemote-first

    9live roles6 opened this month

    Engine is a creative engine for growth, offering integrated marketing and communications services to help businesses transform and achieve measurable results.

    Replied to 58% of the applications Haystack's agent sentAll 9 roles at Engine

  15. MAMaven logo

    Maven

    Scale-upRemote-first

    9live roles2 opened this month

    Maven empowers experts to democratise education by offering cohort-based courses directly to their audience, building the university of the future.

    All 9 roles at Maven

  16. FOFormic logo

    Formic

    Scale-up

    9live roles1 opened this month

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

    All 9 roles at Formic

  17. COCookUnity logo

    CookUnity

    Scale-up501-1,000 staffFood & BeverageRemote-first

    9live roles

    CookUnity empowers chefs to nourish the world through a shared love of great food.

    All 9 roles at CookUnity

  18. CACarvana logo

    Carvana

    Scale-up10,000+ staffAutomotiveOffice-first

    8live roles5 opened this month

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

    All 8 roles at Carvana

  19. DGDouble Good logo

    Double Good

    Scale-upHybrid

    8live roles4 opened this month

    Double Good is a technology company that provides an online fundraising platform for youth organisations, also supporting a foundation for children with special needs.

    All 8 roles at Double Good

  20. OCOceanComm, Inc. logo

    OceanComm, Inc.

    Scale-upOffice-first

    8live roles

    OceanComm develops advanced sonar and acoustic technologies for reliable data transmission and precise positioning in challenging marine environments.

    All 8 roles at OceanComm, Inc.

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.

  • You pick every role. Nothing is sent without your say-so
  • Every field filled in from your CV and your answers
  • Every reply lands in your own Haystack inbox
Ashby application · Account ExecutiveApplying 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
  • Reading the job description
  • Tailoring your resume to the role
  • Filling in the Ashby form
  • Answering the employer's questions
  • Checking the employer accepts automated applications
  • Submitted. The reply will land in your inbox

Interviews landed at leading employers

Spotify logoAmerican Express logoMastercard logoAWS logoAnthropic logoBMW logoNetflix logoRevolut logoMeta logo

The agent applies. You interview.

84%get an interview within 14 days

of candidates who let the agent apply for them are invited to interview within two weeks.

12form fields answered

per application, from your resume and your answers. You type none of them.

12+ hrsback every month

50 applications a month on Haystack Pro, at 15 minutes each, done for you.

Interview rate: candidates invited to interview within 14 days of their first application. Fields measured across applications the agent sent in the last 30 days. Hours back assume 15 minutes an application by hand.

You just turn up to the interviews.

Every employer reply lands in your own Haystack inbox: confirmations, security codes, interview invites and decisions. Accept an invite in one tap and add it to your calendar.

  • Your own address for applications, so your personal inbox stays clear
  • Reply to employers straight from Haystack
  • Every interview on one page, with the call link
A woman taking an interview call at her laptop
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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I would 100% recommend Haystack. When I've been talking to people who are looking for new roles, I've said to use Haystack.
Ray Blair
Lead Software Engineer, hired by EPAM Systems
Haystack definitely exceeded expectations and was much more streamlined than using a normal job board, or going through a recruiter.
Ollie Reeve
Senior Web Developer, hired by The Verve Group
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Which startups are hiring people in Chicago?

As of October 2026, 220 startups and scale-ups in Chicago are hiring people, with 654 live roles between them. The most are at DV Trading, AvePoint, Infleqtion, Harvey, Fin. 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 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.

Free to get started. Set up takes about three minutes, and nothing is sent without your say-so.

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