Overpath was founded in 2025 by the Lennox Academy’s Ross Keating and Dermot O’Connor.
Dublin start-up Overpath has raised €1.6m in a round led by Elkstone to further develop its AI sales execution platform for revenue teams. AI-focused investor Sure Valley Ventures also participated in the funding round.
Overpath said it is building a new layer in the revenue stack focused on sales execution, which spans sales enablement, revenue operations and coaching software. Sales execution as a whole represents a global market of more than $30bn, its estimates suggest.
The company, founded in 2025, said that enterprise selling is driven largely by qualitative signals around discovery, value positioning and risk handling, but the modern sales stack is dominated by tools that analyse the aftermath of the sales process, after deals stall or are lost, instead of helping teams correct behaviour while outcomes can still be changed.
The start-up’s platform targets this perceived gap by reading live deal behaviour across systems, identifying execution gaps early and reinforcing the next best actions for sales personnel directly within their workflow.
“Sales teams don’t fail because they lack revenue intelligence,” said Ross Keating, a co-founder of Overpath.
“They fail because execution drifts and nobody sees it early enough. Overpath exists to close that gap. We’re not building another reporting tool. We’re building the layer that helps teams execute correctly while deals are still alive.”
The platform is powered by a domain-specific sales language AI model trained on real behaviour, deal methodologies and execution patterns used by high-performing teams, according to the company, with the aim of using qualitative context across sales calls, deal activity and customer data to create actionable insight.
Co-founder Dermot O’Connor added: “By understanding live execution signals across deals, Overpath helps teams intervene earlier, coach with precision, and create far more predictable outcomes.”
Keating is the founder of the Lennox Academy, a coaching institute that helps sales teams from companies including Wayflyer, LinkedIn, Hubspot and Salesforce. O’Connor is an experienced tech entrepreneur and an adviser at the Lennox Academy.
“Elkstone is excited to back a team tackling one of the most persistent problems in go-to-market – inconsistent execution,” said Niall McEvoy, managing director for venture at Elkstone.
“Ross and Dermot bring rare operator experience from both sides of the table, and Overpath’s approach to applied AI is thoughtful, practical, and grounded in how sales teams actually work.”
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