Southfield Capital, a leading lower middle market private equity firm, announced the acquisition of AI orchestration platform Contextual.io, integrating its enterprise-grade, cost-effective AI solutions into Southfield’s value creation model for founder- and manager-owned businesses. Contextual.io, led by CEO Andrew Brooks and the team behind SmartThings, enables businesses of all sizes to develop scalable AI-driven solutions for process automation, operational efficiency, and new revenue streams. “Small and medium sized businesses have historically been under-served from a technology standpoint,” said Bob Root, Transformation Partner at Southfield.
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By embedding Contextual’s “Own your AI” approach into its operations, Southfield can accelerate diligence, reporting, and operational excellence while identifying investment opportunities where AI can maximize impact. Founder Andy Levison added, “Contextual complements our existing technology expertise, exceptional transformation leadership and shoulder-to-shoulder approach, which will re-align how we can meet and exceed the evolving needs of our founder and manager partners.” The acquisition reinforces Southfield’s mission to modernize and transform businesses through practical, scalable AI solutions across sectors.

