Top HR Tech Capital Raises in the U.S. – May 1st to 15th, 2025

Several interesting transactions closed in the HR Tech sector over the past two weeks. If you would like more info on these deals or would like to discuss the capital raising market for your company, please contact me.

Merger/Acquisition

  1. TurningPoint Executive Search, provider of human resource management and recruiting services intended to serve small startups, family-owned businesses, and large corporations, was merged with Collabrie to form Ascentria Search Partners on May 6, 2025.
  2. Web3.Career, operator of a job board platform intended to the crypto sector, in a move to consolidate hiring tools, professional identity, and recruitment infrastructure, was acquired by Bondex on May 1, 2025.

Later Stage VC

  1. Espresa, developer of an employee experience and engagement platform designed to take the administrative burden off and provide flexible, inclusive global benefits to employees, raised $22.28 million of Series A1 venture funding in a deal led by Clear Ventures on May 8, 2025, putting the company’s pre-money valuation at $48.45 million.
  2. Rippling, developer of a workforce management platform designed to eliminate the administrative work of running a company, raised $450 million of Series G venture funding from Dubin & Co., Sands Capital and Goldman Sachs Growth Equity on May 9, 2025, putting the company’s pre-money valuation at $16.35 billion.
  3. Zizzl Health, provider of human resource management services intended to streamline payroll, human capital, and benefits, raised $10.00 million of venture funding from investors on May 9, 2025.

Early Stage VC

  1. Boomerang, developer of an enterprise platform designed to streamline employee lifecycle management, raised venture funding from Hawktail in May 2025.
  2. Miter, operator of a payroll compliance platform intended to serve the construction industry, raised $34.86 million of venture funding in a deal led by Coatue Management and Bessemer Venture Partners on May 14, 2025.

Seed Round

  1. Protiv, developer of compensation management software designed to get control over labor costs, reward workers, and finish jobs ahead of schedule, raised $5.97 million of pre-seed funding in a deal led by Las Olas Venture Capital and Lightbank on May 7, 2025.

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Dominic Cipollone

Managing Director

Financial advisor for Morgan Stanley.  Led seminars on investing and creating wealth.  Met with small business owners to develop employee retirement plans.  Advised clients on appropriate asset allocation investment strategies using the Dow 30.  Over thirty years in the NYC Department of Education, including as Principal of one of the most challenging middle schools in the poorest districts in the country. Used educational-tech and targeted data to turn the school around.  School was named a model for attendance improvement. Supported over two hundred school leaders.  Believes ed-tech will reinvent how education is delivered and received.  Masters of Science from Fordham University in Educational Leadership. Masters of Science from Iona College in Educational Technology. Bachelor of Arts from New York University in Political Science.  FINRA Series 7, 63, and 79 licenses.

Dominic Cipollone

Dominic Cipollone

Managing Director

Dominic Cipollone

Managing Director

Please contact me if you have any questions or would like to discuss your capital raise:

Email: dcipollone@castleplacement.com

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Sources: Information on this page was derived from a variety of sources including Bloomberg, Company Websites, Crunchbase, PitchBook and other news outlets. Castle Placement™ does not warrant or guarantee this information, nor makes any representations as to the accuracy of the information. For more Risks, see CPGO Risks and Disclaimers.

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