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LinkSquares Promotes Longtime Veteran to Revenue Lead

Lyle McCutcheon-Schour, an original LinkSquares employee, has been promoted to Senior Vice President of Revenue. His appointment follows a decade of service at the Boston-based company, where he most recently directed account management operations while the firm solidified its position as a provider of agentic contract lifecycle management software.

LinkSquares Promotes Longtime Veteran to Revenue Lead

CEO Bill Hewitt credited McCutcheon-Schour’s institutional knowledge and track record for the promotion, noting his rise from a business development representative to the executive suite. The company currently supports over 1,200 clients, including DraftKings and TIME, and was recently named to the Inc. 5000 list for the sixth consecutive year.

The leadership change arrives as LinkSquares shifts its focus toward fully agentic platforms capable of automating contract redlining, drafting, and workflow triggers. By delegating repetitive tasks to AI agents, the company aims to accelerate deal cycles for legal and non-legal teams. McCutcheon-Schour will oversee the revenue strategy for this new product generation, leveraging his deep familiarity with the firm's client base to expand market reach.

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