Introduction
May 2026 has been an incredibly active month for HrTech.
4 companies raised $31.1 million in funding.
From conversational AI automation for high-volume enterprise hiring and deep-tech engineering sourcing engines, to specialized healthcare credentialing pipelines and flexible digital freelancer networks, the future of work is being actively optimized.
Here is the ranking of the May fundraising deals.
Humanly is an AI hiring platform meticulously designed for hourly, frontline, and high-volume recruiting to streamline chat, scheduling, and screening workflows.
Purpose-built for frontline, hourly, and hospitality roles where applicant volume is massive and drop-off rates are notoriously steep, Humanly engages candidate interaction across text, phone, and video web applications. The software completely automates the screening process, handles continuous interview scheduling, and runs background qualification checks 24/7.
- Amount Raised: $25 Million
- Funding Round: Series B
- Investor: SEEK Investments
Contrario is an AI-powered talent sourcing engine engineered to dynamically connect top-tier software engineering talent with expanding corporate tech teams. Contrario actively helps fast-growing technology companies tap into passive candidate networks, optimizing the early-stage pipeline by matching technical talent with precise cultural and stack requirements, ultimately turning tech sourcing into a dynamic, predictable channel.
- Amount Raised: $2.3 Million
- Funding Round: Seed
- Investor: Nexus Venture Partners
Saile is a strategic workforce operations platform and app targeting and automating the bureaucratic bottlenecks plaguing modern healthcare staffing. Saile cuts through this bureaucratic inertia by streamlining verification workflows and directly connecting healthcare providers with local and remote career opportunities. By eliminating recruiter spam and providing transparent, automated data pipelines, Saile effectively helps medical systems close critical staffing gaps much faster.
- Amount Raised: $2.2 Million
- Funding Round: Pre-Seed
- Investor: Matchstick Ventures
Gyver is an HrTech platform that handles the fluid nature of modern freelance, contract, and project-based tech talent allocation. By automating the screening, matching, and ongoing alignment of independent tech specialists with demanding enterprise timelines, Gyver ensures that complex engineering and product initiatives are continuously staffed without traditional overhead friction.
- Amount Raised: $1.6 Million (€1.4 Million)
- Funding Round: Pre-Seed
- Investor: Brighteye
A massive shoutout to the investment firms backing this month’s rounds:
- SEEK Investments: The investment arm of the global employment marketplace giant SEEK. They actively target large-scale HR SaaS, education, and contingent workforce software markets.
- Nexus Venture Partners: An international venture fund partnering with exceptional product-first entrepreneurs across AI, enterprise software, and engineering networks.
- Matchstick Ventures: An early-stage firm acting as a foundational partner for software and tech-enabled businesses addressing crucial pain points in healthcare and specialized industries.
- Brighteye: Europe’s leading EdTech venture capital fund, investing in technologies that help people learn, upskill, and manage workforce productivity.
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