Head of Sales

About the Role
As Head of Sales, you’ll lead a team of 4 Account Executives and growing. You will build the repeatable, scalable SMB-to-Enterprise motions that scale us to $100M+ and beyond, taking a chunk of QuickBooks’ $13 Billion business. To start, this is a true player-coach role: you’ll be in deals, building the playbook, and scaling the team, while standing up RevOps from scratch, with a clear path to SVP of Revenue owning pre- and post-sales as the business grows.

What You’ll Do
Build the repeatable SMB accountant sales motion: discovery, qualification, stage definitions, conversion metrics, weekly forecast cadence
Coach AEs live on calls, ride along on real deals, and carry your own bag where it accelerates the team
Stand up and own RevOps fundamentals: pipeline architecture, attribution, leadership and investor reporting
Personally drive our first 1-3 enterprise deals with Top 50 accounting firms (multi-threaded, multiple stakeholders)
Partner closely with our Head of Customer on activation feedback, selling the right deals rather than just the most deals
Drive AI-native sales by bringing agentic capabilities into the workflow to compress rep headcount needs as we scale

Ideal Candidate
7+ years in B2B sales or entrepreneurship as a business owner selling SaaS or services, with at least 3+ years leading a sales team
Has scaled a high-velocity sales motion from scratch, not inherited an existing playbook
A player-coach by default: comfortable jumping on a live call to save a deal, then debriefing with the rep
Strong RevOps instincts; has personally designed pipeline stages, forecast process, and conversion metrics
Has explicitly changed ICP or qualification criteria based on post-sales/activation data
Personally uses AI in their workflow today (Granola, Clay, Gong-style agents, etc.) and has a point of view on what to make agentic versus what should stay human