Head of Sales & Revenue Expansion

BizeeHouston, TX
23dRemote

About The Position

Bizee is building an AI-powered operating system for small businesses. We are transforming from a transaction-led formation company into a subscription-first, platform-powered business that supports entrepreneurs across the full lifecycle of their company from formation and compliance to operations, growth, and long-term success. Our platform uses automation, intelligence, and next-best-action workflows to proactively surface value, drive attach, and compound customer lifetime value. Sales plays a critical role in this model, not just at acquisition, but in expansion, monetization, and revenue durability. The Role The Head of Sales & Revenue Expansion owns assisted revenue across the customer lifecycle from first dollar through expansion. This role is accountable for ARR, expansion revenue, and Net Revenue Retention (NRR) across all sales-assisted motions. You will design and lead a sales organization that complements product-led growth, lifecycle automation, and partner distribution — stepping in where human interaction meaningfully increases conversion, attach, and lifetime value. This is not a traditional “close-and-move-on” sales role. It is a commercial growth role focused on building a scalable, durable revenue engine.

Requirements

  • 10+ years of progressive sales leadership experience
  • Proven success scaling ARR in subscription or tech-enabled services businesses
  • Experience selling to SMB and commercial customers and/or through professional partners
  • Deep understanding of subscription economics (ARR, LTV, CAC, payback, retention)
  • Strong operational discipline across pipeline management and forecasting
  • Experience partnering closely with Product, Growth, and Operations
  • Hands-on experience with modern sales tooling and AI-enabled platforms
  • Comfort operating in ambiguity and building from first principles
  • Data-driven judgment with decisions anchored in metrics

Responsibilities

  • End-to-end sales strategy, execution, and performance
  • ARR growth across:
  • Micro-SMB self-serve and assisted motions
  • Commercial assisted conversion
  • Professional and partner channels
  • Pipeline creation, velocity, coverage, and forecast accuracy
  • Subscription mix, expansion revenue, and retention-aligned acquisition
  • Sales org structure, hiring, coaching, and performance management
  • Tight alignment with RevOps on systems, data, tooling, and analytics
  • Build the Revenue System
  • Design segmentation, routing, and coverage models across Micro-SMB, commercial, and professional partner channels
  • Define sales motions that optimize ARR growth, conversion efficiency, and LTV
  • Partner with Finance and Product on pricing, packaging, and discounting guardrails
  • Establish a clear sales operating cadence (pipeline reviews, forecasting, QBRs)
  • Lead and Scale the Team
  • Hire, develop, and lead a high-performing sales organization
  • Set goals, incentives, and accountability tied to ARR, expansion, and retention
  • Create a culture of ownership, urgency, and continuous improvement
  • Drive Growth Execution
  • Own pipeline generation, conversion rates, deal velocity, and close performance
  • Increase ARR per customer through expansion, cross-sell, upsell and retention motions
  • Identify friction and leakage across the funnel and remove it cross-functionally
  • Translate frontline insights into product, growth, and lifecycle improvements
  • Enable AI-Driven Selling
  • Deploy AI tools to improve lead scoring, prioritization, and qualification
  • Use AI-assisted coaching, call reviews, and revenue intelligence
  • Improve forecast accuracy and pipeline visibility using AI-enabled insights
  • Ensure the sales org is proficient in AI-assisted workflows and tools
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