Best HRTech Companies in Chicago, United States
The 212 best HRTech companies in Chicago, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Rival.
Ranked: Best HRTech companies in Chicago
| # | Company | Disclosed funding | Last round | Employees | Founded | Tech stack | Web popularity | Patents & IP focus | Recent signals |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Rival Provider of human capital management solutions | $159M | 143 mo ago | 158 | 2003 | WordPressApple iCloud MailMicrosoft 365+37 | Top 5M | 4 patents Digital ticketing platforms and heavy crude oil upgrading technologies. | — |
| 2 | HealthJoy Web and smart phone based teleconsultation platform | $113M | 43 mo ago | 141 141 → 285 (+102%) · sector median +8% | 2014 | HubSpot CMS HubApple iCloud MailGoogle Workspace+27 | Top 5M | — | 2 launchs |
| 3 | The Mom Project Online diversity job board platform for women | $106M | 48 mo ago | 224 | 2016 | TurbopackEmotionApple iCloud Mail+25 | Top 1M | — | 2 partnerships |
| 4 | Shiftgig On-demand staffing software for multiple industries | $60M | 113 mo ago | 58 | 2011 | — | — | 2 patents Automated workforce scheduling and job‑matching platform for gig‑economy staffing | — |
| 5 | Maestro Health AI-powered TPA optimizing self-funded health plans for cost savings | $59M | 116 mo ago | 246 | 2013 | VuetifyAmazon ALBVue.js+10 | Top 10M | — | — |
| 6 | Hunt Club Online platform for referral network recruitment solutions | $55M | 42 mo ago | 86 | 2014 | HubSpot CMS HubBootstrapAmazon Web Services+25 | Top 5M | — | 1 partnership |
| 7 | Hireology Cloud-based ATS suite for SMBs | $53M | 86 mo ago | 169 169 → 166 (-2%) · sector median +8% | 2010 | WordPressApple iCloud MailGoogle Workspace+34 | Top 5M | — | 1 award |
| 8 | Bswift Provider of benefits administration solutions for enterprises | $51M | 146 mo ago | 385 | 1996 | WordPressApple iCloud MailMicrosoft 365+32 | Top 1M | — | 1 award |
| 9 | PerkSpot Employee perks platform | $50M | 94 mo ago | 18 | 2006 | WordPress Block EditorWordPressApple iCloud Mail+33 | Top 500k | — | — |
| 10 | Envoy Suite Solution Platform for Global Workforce | $49M | 56 mo ago | 80 | 1998 | WordPressMySQLPHP+30 | Top 1M | 4 patents Patents concentrated in computing, sensing & instrumentation | — |
| 11 | Yello Provider of software facilitating early talent recruitment and campus engagement | $46M | 11 mo ago | 126 126 → 140 (+11%) · sector median +8% | 2008 | WordPress Block EditorElementorWordPress+36 | Top 5M | — | 2 internships · 1 launch · 1 partnership |
| 12 | Evive Cloud based employee benefit management solution | $43M | 101 mo ago | 97 | 2007 | — | — | — | — |
| 13 | Fieldglass Workforce management solutions optimizing time, absence, and contingent workforce management | $38M | 257 mo ago | 340 | 1999 | JavaEnvoyjQuery Mobile+5 | Top 10M | — | — |
| 14 | BenchPrep Learning management system empowering organizations to deliver impactful learning experiences 57Funding top 28%Talent top 28%Growth top 35%Product top 39% All 11 signals ▾Fundingtop 28% Talenttop 28% Growthtop 35% Producttop 39% Moattop 39% Innovationtop 43% Techtop 43% Marketbottom 46% Globalbottom 29% Newsbottom 27% Customersbottom 22% Funding: Raised $28.2M across 5 rounds · 5 rounds over 15 yrs (0.3/yr) Talent: Analyst team rating 4/5 rank vs industry peers · Fliar Intelligence Index 57/100 | $28M | 14 mo ago | 77 | 2009 | WebflowSalesforceYouTube+19 | Top 5M | — | 1 launch |
| 15 | Sphera Solutions Provider of software and consulting for sustainability and operational risk management 62News top 19%Funding top 28%Product top 28%Tech top 30% All 11 signals ▾Newstop 19% Fundingtop 28% Producttop 28% Techtop 30% Moattop 37% Markettop 44% Innovationtop 44% Growthtop 45% Globaltop 48% Talentbottom 49% Patentsbottom 42% News: 10 BI events in 12 mo (of 45 tracked, 7 types) · +150% YoY Funding: Raised $26.5M across 13 rounds · 13 rounds over 25 yrs (0.5/yr) rank vs industry peers · Fliar Intelligence Index 62/100 | $27M | 9 mo ago | 265 | 1999 | WordPress Block EditorwpBakeryWordPress+41 | Top 1M | 6 patents Load balancing and virtual hosting enabling multiple web domains on a single IP address. | — |
| 16 | HighGround Cloud-based platform for employee engagement | $26M | 101 mo ago | 14 | 2012 | WebflowMicrosoft ClarityGoogle Analytics+13 | Top 10M | — | — |
| 17 | Built In Industrial giant innovating with AI, cloud, and software solutions | $25M | 83 mo ago | 156 156 → 228 (+46%) · sector median +8% | 1996 | WordPressMySQLPHP+35 | Top 50k | 126 patents Protective and organizational packaging accessories for portable devices and food/beverage containers | 1 launch · 1 award |
| 18 | Professional Diversity Network Platform connecting job seekers with employers committed to inclusive hiring | $24M | 71 mo ago | 7 | 2012 | — | — | — | — |
| 19 | Atlas Cloud-based platform for HRMS suite | $20M | 45 mo ago | 648 | 2015 | StoryblokApple iCloud MailMicrosoft 365+31 | Top 5M | 11 patents Decision-support software for economic development forecasting and workforce competency analytics | 1 job opening |
| 20 | Jellyvision Provider of SaaS based benefit management software for employees | $20M | 110 mo ago | 281 281 → 213 (-24%) · sector median +8% | 2001 | WordPressSentryApple iCloud Mail+33 | Top 5M | — | 1 award |
| 21 | UrbanBound Web-based relocation management software | $18M | 75 mo ago | 38 38 → 43 (+13%) · sector median +8% | 2009 | HubSpot CMS HubSentryBugHerd+35 | Top 5M | — | — |
| 22 | FactoryFix Marketplace for Industrial & Manufacturing Services | $16M | 53 mo ago | 89 | 2014 | WebflowAmazon Web ServicesStripe+30 | Top 5M | — | — |
| 23 | mLevel Frontline performance LMS maximizing impact and minimizing costs with AI | $11M | 106 mo ago | 18 | 2012 | — | — | — | — |
| 24 | ConnectedHealth Benefits shopping marketplace for employees | $8M | 138 mo ago | 97 | 2009 | — | — | — | — |
| 25 | Compliance11 Compliance software for financial services | $7M | 182 mo ago | 26 | 2005 | — | — | — | — |
| 26 | Turn Technologies Provider of AI-powered background screening and monitoring for high-volume hiring | $7M | 60 mo ago | 69 | 2016 | WordPressMySQLPHP+31 | Top 5M | 70 patents Digital advertising analytics, campaign creation, and bid/budget optimization platform | 1 partnership |
| 27 | When Insurance Provider of health insurance services for employees | $7M | 6 mo ago | 8 | 2020 | SentryZendeskApple iCloud Mail+18 | Top 50M | — | — |
| 28 | EngagementHealth Incentive based disease prevention and employee health promotion program. | $5M | 150 mo ago | 42 | 2007 | — | — | — | — |
| 29 | Activ8 Recruitment & Solutions Bilingual talent solutions for Japanese-related markets across North America | $5M | 93 mo ago | 46 | 2000 | — | — | — | — |
| 30 | VMock Provider of AI-powered and career development solutions | $5M | 106 mo ago | 56 | 2009 | Apple iCloud MailGoogle WorkspaceHighcharts+14 | Top 1M | 17 patents AI-driven online career analytics and professional development platform | — |
| 31 | Anthill Cloud-based talent management and communication platform for desk less workforce | $5M | 58 mo ago | 25 | 2020 | — | — | 4 patents Decentralized real-time collaborative state synchronization for ad‑hoc networked applications | — |
| 32 | RiseKit Provider of a workforce development platform connecting employers, nonprofits, and funders | $5M | 23 mo ago | 17 | 2018 | WordPressMySQLPHP+32 | Top 50M | — | — |
| 33 | WellRight Customizable employee wellness platform for holistic wellbeing and engagement | $5M | 140 mo ago | 76 76 → 80 (+5%) · sector median +8% | 2013 | HubSpot CMS HubAtlassian StatuspageAmazon Web Services+20 | Top 5M | — | 1 award |
| 34 | Classet Online job board platform for skilled trades and blue collar jobs | $4M | 13 mo ago | 7 | 2021 | WebflowVercelPostHog+18 | Top 5M | — | — |
| 35 | WorkTorch Online job board platform for the multi-industry | $4M | 43 mo ago | 9 | 2020 | Facebook LoginGoogle Sign-inGoogle Maps+16 | Top 10M | — | — |
| 36 | RIVS Digital Interviews Cloud-based video interviewing platform for enterprise | $3M | 86 mo ago | 2 | 2011 | — | — | — | — |
| 37 | Crowdspring Crowdsourced Design Marketplace | $3M | 216 mo ago | 45 | 2007 | SentryZendeskZURB Foundation+17 | Top 1M | — | — |
| 38 | Upkey Career creation platform empowering students through skills development and professional growth | $3M | 64 mo ago | 214 | 2014 | SentryTypeScriptNode.js+18 | Top 50M | — | — |
| 39 | CustomerGauge Feedback analysis platform | $2M | 84 mo ago | 450 | 2007 | Craft CMSSentryAtlassian Statuspage+32 | Top 1M | — | — |
| 40 | Justicebid Provider of diversity analytics and outside counsel selection solutions | $2M | 14 mo ago | 9 | 2012 | — | — | — | — |
| 41 | Nexus A.I. Cloud-based platform for employee engagement and idea management | $2M | 81 mo ago | 5 | 2014 | — | — | 121 patents Microfluidic diagnostic platforms integrating thin-film centrifugation for biochemical assays | — |
| 42 | Clockedin Cloud-based platform for contingent workforce management | $2M | 47 mo ago | 12 | 2005 | — | — | — | — |
| 43 | PeopleCaddie Provider of contract talent across accounting, finance, engineering, and technology | $1M | 76 mo ago | 49 | 2016 | WordPressMySQLPHP+30 | Top 5M | — | — |
| 44 | Humancore Systems AI-based recruitment software for enterprises | $1M | 31 mo ago | 6 | 2019 | — | — | — | — |
| 45 | Proxfinity Provider of smart badge based event networking platform | $1M | 90 mo ago | 3 | 2014 | — | — | 4 patents Proximity-based social networking notification devices for friend-circle signaling | — |
| 46 | Director Search Executive search platform | $1M | 100 mo ago | — | 2004 | — | — | — | — |
| 47 | StoryBolt Employee engagement and storytelling solution | $1M | 57 mo ago | 26 | 2018 | — | — | — | — |
| 48 | ProHabits Provider of employee engagement software and training solutions | $820K | 76 mo ago | 16 | 2017 | — | — | — | — |
| 49 | SurePeople Provider of psychometric assessments and collaboration tools for team development | $500K | 19 mo ago | 32 32 → 19 (-41%) · sector median +8% | 2013 | Framer SitesVimeoReact+18 | Top 10M | 7 patents AI-driven talent management and learning analytics platforms for hiring, assessment, and development | — |
| 50 | Transfer Thought Web based platform offering workforce health and safety training solutions | $400K | 48 mo ago | 5 | 2019 | — | — | — | — |
Top 12 HRTech companies in Chicago
#1
Acquired · Chicago, Illinois · founded 1999 · 265 employees$26.5Mraised▾
Provider of software and consulting for sustainability and operational risk management. The company delivers tools for environmental health and safety, product stewardship, and supply chain risk. It offers software solutions, data, and consulting services for regulatory reporting and performance improvement. The company’s platform helps businesses manage risk and sustainability across their operations.
- Sep 2025Series E—
- Mar 2022Series D$2.5M
- Apr 2021Grant (prize money)$46.8K
- Apr 2021Grant (prize money)$169.7K
#2
Series C · Chicago, Illinois · founded 2008 · 126 employees$46.2Mraised▾
Provider of software facilitating early talent recruitment and campus engagement. The software supports sourcing, event management, and recruitment operations. It offers tools for planning, workflow automation, and data organization. The software aims to streamline the recruitment process and improve candidate experience. It also provides features for government agencies to modernize hiring.
- Jun 2025Series C$5.8M
- Jun 2017Series C$31M
- Aug 2016Series B$4.2M
- Oct 2015Series B$5M
#3
Series A · Chicago, Illinois · founded 2020 · 8 employees$7Mraised▾
Provider of health insurance services for employees. It offers health and financial wellness insurance services for individuals and families. Its employees can view their benefit amount and get answers to common health insurance questions on the platform. It provides services to the employees after a job loss with their COBRA continuation plan.
- Dec 2025Series A$10.2M
- Apr 2025Seed$50K
- Jun 2024Seed$4.6M
- 2023Seed$2.4M
#4
Series C · Chicago, Illinois · founded 2009 · 77 employees$28.2Mraised▾
Learning management system empowering organizations to deliver impactful learning experiences. The platform provides solutions for certification training, exam preparation, and continuing education. It offers a comprehensive suite of products including learning technology, administrative tools, reporting and data analytics, and content management. Professional services and integrations are also available. The platform caters to associations, credentialing bodies, and training companies, supporting personalized learning paths and real-time data insights. It facilitates exam prep, practice exams, microcredentials, and more, driving revenue, program growth, and learner engagement. The system focuses on delivering value through an intuitive and engaging experience, ensuring learners are well-prepared for exams and ongoing professional development. It leverages data analytics to optimize content and provide targeted support. The platform offers features like login, request a demo, pricing, and subscription options. It is a cloud-based software solution.
- Apr 2025Series C$2.5M
- Jan 2019Venture Debt$6M
- Jan 2019Series C$20M
- Jul 2012Series B$6M
#5
Seed · Chicago, Illinois · founded 2021 · 7 employees$4.5Mraised▾
Online job board platform for skilled trades and blue collar jobs. It links blue-collar prospects with coaches, provides a recruiting and referral toolset for skilled trades employment, and matches pre-screened individuals with companies. It provides recruiting automation and also creates a community pipeline of tradespeople and recruiters and publishes reviews and ratings on businesses. It posts employment openings and paid apprenticeships in specialized trades, with video resumes. The offers sectors include agriculture, transportation, construction, energy, medicine, and manufacturing.
- May 2025Seed$1.2M
- Dec 2022Seed$4.5M
#6
Seed · Chicago, Illinois · founded 2012 · 9 employees$2Mraised▾
Provider of diversity analytics and outside counsel selection solutions. This company offers a platform that streamlines the process of selecting outside counsel, incorporating diversity analytics to ensure inclusivity. The platform facilitates firm selection, proposal comparison, and award processes. It also provides tools for collecting and analyzing demographic data on outside counsel, enabling clients to benchmark and improve diversity within their legal teams. The solutions aim to improve matter outcomes, control costs, and simplify processes for corporate legal departments.
- Mar 2025Seed$2M
#7
Series D · Chicago, Illinois · founded 2014 · 141 employees$113.3Mraised▾
HealthJoy is a web and mobile-based telemedicine platform which allows users to get an online consultation with a doctor over chat. They also take care of users' insurance to provide discounts on prescriptions. Provides its service through employer only.
- Oct 2022Series D$60M
- Feb 2020Series C$30M
- Feb 2020Series B$4.8M
- Mar 2019Series B$12.5M
#8
Series A · Chicago, Illinois · founded 2018 · 17 employees$4.8Mraised▾
Provider of a workforce development platform connecting employers, nonprofits, and funders. The platform facilitates coordination between training providers, employers, and support services. It allows workforce partners to share information and align efforts. The platform aims to provide individuals with a clear path to skills, resources, and employer connections. It offers a portal for job seekers to explore career paths and track progress.
- Jul 2024Grant (prize money)$1.5M
- Mar 2023Series A$4.8M
#9
Series C · Chicago, Illinois · founded 2016 · 224 employees$106Mraised▾
Online diversity job board platform for women. It is a digital talent marketplace and community that connects professionally accomplished women with companies.. It offers a platform for companies to hire full-time, part-time, or freelance roles and find diverse and flexible candidates. Platform helps moms find job opportunities that fit their lifestyle and career goals. It also allows users to post jobs.
- 2022Series C—
- Oct 2021Conventional Debt$20M
- Oct 2021Series C$60M
- May 2020Series B$25M
#10
Series B · Chicago, Illinois · founded 2014 · 86 employees$54.7Mraised▾
Online platform for referral network recruitment solutions. It offers tools for full-service recruiting, executive search, pipeline search, and more. It also provides a career advisory and network management portal. The offering sectors include marketing, finance, operations, technology, account management, quality assurance, HR, etc.
- Dec 2022Series B$40M
- Oct 2021Series A$10M
- Apr 2019Seed$4.5M
- Apr 2018Seed$1.8M
#11
Acquired · Chicago, Illinois · founded 2013 · 32 employees$500Kraised▾
Provider of psychometric assessments and collaboration tools for team development. The company offers tools to understand individual strengths and improve relationships. It provides insights into traits and attributes, accessible via web, mobile, and integrations. The platform aims to enhance communication and collaboration within teams.
- Nov 2024Series A$5M
- Dec 2015Seed$500K
#12
Series D · Chicago, Illinois · founded 1998 · 80 employees$48.9Mraised▾
Envoy is an employee onboarding platform for the global workforce. Functionalities include navigating U.S. immigration, securing global work permits and visas, and tracking and managing employees. Services include hire (international talent onboard with a transparent, efficient and highly organized process for securing work authorization in the United States), mobilize (coordinating global immigration efforts), and report (report, budget and track employees).
- Sep 2021Series D—
- Oct 2017Series C$21M
- Nov 2016Series B$5M
- Sep 2015Series B$6.8M
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of HRTech coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising
Common questions
Rohit lives in the feed. He covers what's moving right now — the funding rounds, launches and shifts breaking across the trade press — and ties them back to where the sector is heading.