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Larry Pollastrini

SVP of AHEAD Digital Solutions

Larry Pollastrini is a technology executive who co-founded Vertical Trail, a data and analytics consulting firm, in 2015.24 In 2021, Vertical Trail was acquired by AHEAD, a leading provider of enterprise cloud solutions.12 Following the acquisition, Pollastrini joined AHEAD's solutions leadership team.12

As of February 2025, Pollastrini holds the position of SVP Digital Solutions Group at AHEAD. This role likely involves overseeing the company's data and analytics offerings, which were strengthened by the Vertical Trail acquisition.

Prior to his current position, Pollastrini's career included:

  1. Co-founder of Vertical Trail (2015-2021)
  2. Integration with AHEAD following the acquisition (2021-2023)

It's worth noting that in January 2023, Pollastrini announced on LinkedIn that he was moving on to the "next phase of life" after completing the integration of Vertical Trail with AHEAD.3 However, given his current title as SVP Digital Solutions Group, it appears he has since taken on a new leadership role within AHEAD.

Pollastrini's expertise likely lies in data engineering, data science, and cloud-based analytics solutions, given his background with Vertical Trail and its focus on helping large enterprises leverage modern data architectures and tools.12

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Larry Pollastrini
Larry Pollastrini, photo 1
Larry Pollastrini, photo 2
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Greater Chicago Area