Head of Sales & Revenue Expansion

Bizee•Houston, TX

22d•Remote

About The Position

About Bizee 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 combines automation, intelligence, and human expertise to proactively surface value, guide decision-making, and help small businesses grow with confidence. In this model, sales is not about volume or pressure , it is about showing up at the right moment to create clarity, momentum, and durable value. The Role The Head of Sales & Revenue Expansion is responsible for designing and leading Bizee’s assisted revenue engine, guiding customers from first dollar through expansion and long-term growth. This role owns ARR, expansion revenue, and Net Revenue Retention (NRR) across all sales-assisted motions. You will build a sales organization that works in concert with Bizee’s AI-powered platform, lifecycle automation, and partner ecosystem, engaging where human judgment meaningfully increases confidence, adoption, and lifetime value. This is not a traditional “close-and-move-on” sales role. It is a commercial leadership role focused on building a scalable, durable revenue system that compounds over time.

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: Sales-assisted ARR across transactional and subscription entry points, Commercial assisted conversion, Professional and partner channels, Expansion and upsell revenue, Assisted conversion across direct, partner-, and affiliate-sourced demand, Subscription mix, expansion revenue, and retention-aligned acquisition
Sales playbooks for attach, bundling, and expansion
Forecasting rigor, pipeline health, and revenue predictability
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)
Partner with Product, Platform, Lifecycle, and Data teams to operationalize behavior-driven insights and signals that guide sales engagement.
Set goals, incentives, and accountability tied to ARR, expansion, and retention.
Ensure sales focuses on high-impact moments, not volume-based outreach.
Continuously refine when and how sales engages based on conversion, expansion, and retention outcomes.
Translate platform insight into clear sales playbooks, expansion and attach motions, practical talk tracks grounded in customer value.
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
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