Teams at Freehand

The Chief of Staff/Strategic Finance role involves financial modeling, identifying bottlenecks in business pipelines, and managing strategic initiatives across the company. Responsibilities include goal setting, running reviews, and managing board meetings.

Act as strategic advisor and lead end-to-end deployment of Freehand's AI-driven enterprise solutions. Design solution architecture integrating ERP, TMS, spend and payment systems; manage integrations, data migration, testing, and go-live; drive adoption, deliver business value, and provide product feedback. Build customer relationships, define transformation roadmaps, and establish delivery playbooks to scale enterprise implementations.

Build and manage partnerships with systems integrators, private equity firms, and ISVs to source, co-sell, and close enterprise deals across accounts payable, procurement, supply chain, and finance. Own partner enablement collateral, run demos and pitches, create GTM motions, and feed market intelligence back to product and marketing. Early-stage, individual-contributor role with heavy hands-on execution.