Best HR Services Companies in Chicago, United States
The 155 best HR Services companies in Chicago, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: TIZ.
Ranked: Best HR Services companies in Chicago
| # | Company | Disclosed funding | Last round | Stage | Founder | Founded | Tech stack | Patents & IP focus | Recent signals |
|---|---|---|---|---|---|---|---|---|---|
| 1 | TIZ Provider of diversified recruitment services | $32M | 32 mo ago | Series C | — | — | — | — | — |
| 2 | Hirewell Recruitment services provider | $21M | 55 mo ago | Series B | — | 2001 | WordPressMySQLPHP+26 | — | 1 job opening |
| 3 | Professional Diversity Network Developer of online and in-person networks for diverse professionals | $10M | 5 mo ago | Public | Russell Esquivel Chief Revenue Officer | 2008 | — | — | — |
| 4 | Tradehelm Technical staffing services provider | $5M | 202 mo ago | Acquired | — | 2008 | — | 12 patents Electronic multi-leg trading and pricing analytics for financial market order execution | — |
| 5 | Bonfire Provider of HR consulting services | $5M | 36 mo ago | Series A | Suzanne Muchin Co-Founder | 2019 | — | 2 patents Personalized and collaborative e‑commerce platforms for real‑time shared shopping experiences. | — |
| 6 | WerkLabs Provider of employee engagement services | $4M | 101 mo ago | Deadpooled | — | 2008 | — | — | — |
| 7 | Advanced Resources Provider of recruitment and staffing services | $2M | 200 mo ago | Funding Raised | Ken Winn Founder and President | 1988 | WordPressMySQLPHP+28 | — | 2 job openings |
| 8 | PeopleCaddie Provider of contract talent across accounting, finance, engineering, and technology | $1M | 76 mo ago | Seed | Austin Fox CEO & President | 2016 | WordPressMySQLPHP+30 | — | — |
| 9 | Source Provider of freelance talent for creative, digital, and consulting services | $100K | 118 mo ago | Seed | Adam Krumwiede CEO | 2012 | — | 24 patents Automated media handling, top‑of‑form detection, and print parameter control for printing systems | — |
Top 12 HR Services companies in Chicago
#1
Public · Chicago, Illinois · founded 2008$9.7Mraised▾
Developer of online and in-person networks for diverse professionals. It provides access to networking, training, educational, and employment opportunities. The company operates business units offering online platforms specialized in remote hiring and employee recruitment, leveraging affinity groups to connect employers with diverse talent. Its mission is to be a standard in business diversity recruiting, networking, and professional development for various underrepresented groups.
- Dec 2025Post IPO$2.6M
- Nov 2025Post IPO$1.6M
- Sep 2025Post IPO$1.8M
- Sep 2025Post IPO$3.7M
#2
Series C · Chicago, Illinois$32.5Mraised▾
Provider of diversified recruitment services
#3
Series B · Chicago, Illinois · founded 2001 · 128 employees$21Mraised▾
Recruitment services provider
- Nov 2021Series B$21M
#4
Series A · Chicago, Illinois · founded 2019 · 12 employees$4.5Mraised▾
Provider of leadership development program intended to motivate women. The company offers programs that provide skills, inspiration, and clarity as well as invests in an opportunity to place their most promising women, at a key stage in their career, in a cohort experience, enabling women to get the knowledge, skills, disciplines, tools, and mentorship to excel in their careers.
- May 2023Series A$3.1M
- Nov 2021Seed$501K
- Dec 2020Seed$975K
#5
Deadpooled · Chicago, Illinois · founded 2008 · 1 employees$3.9Mraised▾
Provider of employee engagement services
- Jan 2018Seed—
- Aug 2017Seed$2.9M
- Dec 2016Seed$1M
- Jul 2016Seed—
#6
Acquired · Chicago, Illinois · founded 2008 · 300 employees$5Mraised▾
Technical staffing services provider
- Aug 2009Series A$5M
#7
Seed · Chicago, Illinois · founded 2016 · 49 employees$1.5Mraised▾
Provider of contract talent across accounting, finance, engineering, and technology. The company uses artificial intelligence to match professionals with available opportunities. It offers a platform for clients to manage the staffing process. The firm provides services to identify and recruit talent for contract engagements.
- Jan 2020Seed$900K
- Aug 2017Seed$592.5K
#8
Funding Raised · Chicago, Illinois · founded 1988 · 236 employees$2.2Mraised▾
Provider of recruitment and staffing services
- Sep 2009Grant (prize money)$2.2M
- Apr 2004Grant (prize money)$32.9K
#9
Seed · Chicago, Illinois · founded 2016$50Kraised▾
Provider of talent management services
- Jan 2021Seed$50K
#10
Seed · Chicago, Illinois · founded 2012$100Kraised▾
Provider of freelance talent for creative, digital, and consulting services
- Aug 2016Seed—
- Mar 2014Seed$100K
- Seed—
#11
Late Stage · Chicago, Illinois · founded 2020 · 21 employees—raised▾
Provider of employee health benefits services
- Nov 2024PE—
#12
Seed · Chicago, Illinois · founded 2014 · 61 employees—raised▾
AI-powered solutions transforming experiences and empowering enterprises through technology consulting. The company reimagines enterprise technology stacks using advanced AI approaches and high-end consulting. It delivers intelligent automation, creative solutions, content generation, predictive analytics, and personalized experiences through Generative AI. The company offers proactive protection, threat detection, and intelligent defense through comprehensive cybersecurity solutions. It transforms raw business information streams into powerful actionable insights that strategically drive measurable sustainable growth. The company enhances customer and workforce experiences through innovation, offering solutions that revolutionize engagement, foster deeper connections, and support continuous learning. The company provides services like GenAI & ML, Cybersecurity, Data Engineering, Cloud Computing, and Extended Reality. It focuses on delivering tangible results, offering end-to-end solutions, and staying at the forefront of technology advancements. The company's mission is to enable brands to convert casual fans into digital enthusiasts and create new revenue opportunities through di
- Jun 2024Angel—
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of HR Services 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.