According to Silicon Republic, Dublin-based startup Overpath has raised €1.6 million in a funding round led by venture firm Elkstone, with participation from AI-focused investor Sure Valley Ventures. The company, which was founded in 2025 by Ross Keating and Dermot O’Connor, is building an AI sales execution platform for revenue teams. Overpath is targeting the sales execution software market, which it estimates is worth over $30 billion globally. The platform uses a domain-specific AI model trained on real sales behavior to analyze live deal activity across systems like CRM data and sales calls. The immediate goal with the new capital is to accelerate the development of its technology to help managers identify and correct execution gaps while deals are still active.
The problem with looking backwards
Here’s the thing about most sales software: it’s fantastic at telling you what went wrong. After the deal is dead. Overpath’s founders, Ross Keating and Dermot O’Connor, are basically arguing that’s too late. The modern sales stack is full of tools for post-mortem analysis, but there’s a glaring lack of tools that help teams course-correct in the moment. And in enterprise sales, where deals are complex and driven by qualitative signals like discovery and positioning, that moment is everything. Execution “drifts,” as Keating says, and by the time you see it in a weekly report, the opportunity is often gone.
A different kind of sales AI
So what makes Overpath different? They’re not just slapping a ChatGPT interface on top of Salesforce. They claim to be building a “domain-specific sales language AI model” trained on the methodologies and patterns of high-performing teams. Think of it as an AI that understands the *language* of a complex B2B sale. It’s meant to read across all your systems—call recordings, email, CRM updates—and structure that messy, qualitative context into something actionable. The promise is to flag risks early and suggest the “next best action” for a manager, right inside their workflow. It’s a proactive coach, not a passive reporter.
Founder cred and market timing
The founders bring serious operator credibility to this problem. Ross Keating founded The Lennox Academy, a coaching institute that has worked with sales teams from heavyweights like LinkedIn, Hubspot, and Salesforce. Dermot O’Connor is a serial tech entrepreneur. That background likely gave Elkstone confidence that they understand the problem from both the coaching and the execution side. Niall McEvoy from Elkstone called their approach “thoughtful, practical, and grounded.” And look, the timing feels right. The market is saturated with revenue intelligence platforms. The next logical layer is execution intelligence. If they can actually deliver on making sales outcomes more predictable, they’re tapping into a massive, urgent need for every VP of Sales on the planet.
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