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Head of Sales

Create a Workflow · Orlando, FL

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We are looking for a Head of Sales to establish, execute, and grow client acquisition at createawf.com.You will initially focus on hands-on deal execution, sourcing leads, leading discovery, and closing contracts across small business, mid-market and enterprise accounts. As you establish our sales foundation and revenue grows, you will transition to building and leading a dedicated team of Account Executives.What You’ll Do Drive Full-Cycle Sales: Own client acquisition from initial outreach and qualification through to signed contracts. Establish the Sales Foundation: Build our outreach sequences, sales collateral, pricing frameworks, and CRM pipelines from scratch. Scope Client Engagements: Collaborate directly with the technical team to evaluate client requirements, define deliverables, and draft formal Statements of Work (SOWs). Manage Commercial Terms: Navigate procurement, lead negotiations, and execute Master Services Agreements (MSAs). Scale the Team: Establish hiring milestones, then recruit, onboard, and lead future sales hires as pipeline demand expands.What We’re Looking ForProven B2B Closing Experience: A demonstrated track record of personally sourcing, negotiating, and closing deals in technical consulting, custom software, or professional services.Closing Experience: Ranging from fast-turnaround small business packages ($5k–$10k), mid-market projects ($10k–$30k) and larger enterprise contracts ($100k+).0-to-1 Initiative: Comfort building outreach channels and sales processes from the ground up without existing infrastructure.Technical Literacy: Ability to clearly communicate modern AI concepts, system integrations, and workflow automation to business executives and technical decision-makers.Contract Negotiation: Hands-on experience structuring commercial terms, scoping project deliverables, and managing client agreements.What We Offer Competitive base salary + uncapped commission on closed revenue. Full ownership over sales strategy and client acquisition. Flexible, remote work arrangement.