Michael Fitzsimmons serves as the CEO and Co-Founder of Crosschq, a company pioneering a new category in talent acquisition focused on “Human Intelligence Hiring™.” Crosschq’s mission is to improve hiring outcomes by empowering organizations and individuals with real-time, actionable data—from sourcing and screening candidates to onboarding and retention—ultimately minimizing bias, enhancing transparency, and prioritizing quality of hire. The platform integrates with major HR systems, including Workday, Greenhouse, SAP, and partners with innovative companies like Eightfold AI to transform talent intelligence with AI-driven candidate insights.
Fitzsimmons is a seasoned entrepreneur with a long history of founding and leading disruptive technology companies, including Connekt, Inc. (an advanced TV advertising company), and Delivery Agent, an interactive commerce firm acquired by Hillair. These ventures demonstrate his capacity to innovate across diverse sectors, particularly in areas combining technology and business processes.
Under Fitzsimmons’ leadership, Crosschq has been recognized as an Inc. Magazine Fastest Growing Private Company in 2024 and has attracted investment from top-tier backers such as GGV Capital, Bessemer Venture Partners, Tiger Global, Rocketship.vc, SAP, Okta, and Salesforce Ventures. Fitzsimmons has successfully raised over $200 million in capital to scale Crosschq’s offerings and market reach.
He holds a degree from Hampden-Sydney College (Class of 1995) and is frequently featured as an industry thought leader across prominent media outlets including CNBC, CNN, Bloomberg, The New York Times, Wall Street Journal, and Forbes. His expertise spans finance, sales, technology, and product development, positioning him as a well-rounded executive driving innovation in talent acquisition.
Fitzsimmons is also an author of “The Book on Quality of Hire”, further cementing his role as an authority on improving hiring standards and measurable talent outcomes. His leadership style is data-driven and collaborative, focused on enabling talent acquisition teams with tools to proactively upskill, reskill, and improve hiring decisions. The company emphasizes leveling the playing field for job seekers by addressing longstanding inefficiencies in traditional hiring methods such as prolonged reference checks through automation and enhanced analytics.
Beyond operational achievements, Fitzsimmons’ work has earned nominations and awards including:
- Ernst & Young Entrepreneur of the Year Finalist
- Deloitte & Touche Fast 50 Silicon Valley
- Multiple Inc. 500 recognitions for rapid growth
Fitzsimmons’ network and his ability to engage with high-profile clients—such as Comcast, CBS, Fox, Disney, HBO, Sony, Amazon, LG, and PayPal—underscore his strategic focus on building partnerships that leverage Crosschq’s hiring intelligence platform to drive greater workforce quality and retention.
In summary, Michael Fitzsimmons’ profile is characterized by entrepreneurial leadership in technology-driven talent acquisition innovation, extensive fundraising success, a proven track record of scaling companies, and thought leadership that aligns with evolving market demands for data-enhanced hiring solutions.
