Head of Sales & Revenue Expansion

AI overview

Lead a dynamic sales organization driving growth and maximizing revenue through innovative AI-driven strategies and market 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 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

What You’ll Own

  • 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

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)

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

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

Benefits

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.

#LI-REMOTE

At Bizee powered by Incfile, we are driven by a simple yet powerful belief: entrepreneurship is the key to unlocking individual potential and driving positive change in the world. Since 2004, we have been empowering everyday people to turn their dreams into reality by providing the tools and resources they need to start and grow their businesses. Over a million entrepreneurs have trusted Bizee to guide them on their entrepreneurial journeys.As a company founded and cultivated by entrepreneurs, we understand the challenges and triumphs that come with pursuing one's passions. Our team is deeply passionate about supporting fellow entrepreneurs, and we are committed to providing the best possible services at the most affordable prices.We believe that our team members are our greatest asset. That's why we foster a supportive and growth-oriented environment where individuals can thrive. We offer competitive salaries, comprehensive health insurance, generous paid time off, and the flexibility of remote work for most roles. If you share our passion for empowering entrepreneurs and want to be part of a team that is revolutionizing the way businesses are formed and supported, we invite you to explore our current job openings. Together, we can make a lasting impact on the world of entrepreneurship.

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