Head of Sales & Revenue Expansion

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.

What You’ll Own

• 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

What You’ll Do

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)

Enable Intelligence-Led Selling

• 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.

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

What Success Looks Like

• Sustained net-new ARR growth with improved predictability
• Faster pipeline velocity and stronger pipeline coverage
• Higher subscription mix with healthy expansion and retention economics
• Accurate forecasting and clear visibility into revenue drivers
• Strong alignment between Sales, Growth, Product, and Customer Success
• A sales organization that executes with clarity, speed, and accountability

What You’ll Bring

• 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

Disclaimer:

Bizee is an Equal Opportunity Employer; employment with Bizee is governed on the basis of merit, competence and qualifications and will not be influenced in any manner by race, color, religion, gender, national origin/ethnicity, veteran status, disability status, age, sexual orientation, gender identity, marital status, mental or physical disability or any other legally protected status.

The compensation offered to the successful applicant may vary based on factors including experience, skills, education, location, and other job-related reasons.

This employer participates in E-verify and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S.

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