AI Business Unit Leader - Sadie Enterprise

About Sadie Enterprise

Sadie Enterprise is transforming how large, complex organizations communicate at scale. Leveraging internally built AI voice technology, Sadie delivers intelligent, two-way voice conversations that go far beyond traditional engagement tools. Purpose-built for enterprise environments, our platform helps organizations cut through operational complexity—gathering deep insights, understanding sentiment, and delivering real-time, actionable intelligence across large and distributed audiences. Our mission is to help enterprise leaders make smarter, faster decisions by truly understanding the voice of their people.

The Role

We're seeking a bold, entrepreneurial AI Business Unit Leader to lead Sadie Enterprise from the ground up. This is a rare opportunity to shape strategy, validate product-market fit, and scale a high-growth AI voice venture within a complex enterprise landscape—with full autonomy and real ownership.

If you're energized by AI, enterprise sales cycles, and want the freedom to build something truly meaningful for large organizations—this could be your moment.

What Your Day Will Look Like

Business Leadership

• Oversee day-to-day operations and strategy of Sadie Enterprise within Fluent's AI portfolio
• Develop and execute a growth-focused roadmap tailored to large, complex enterprise clients
• Translate vision into action—own P&L, go-to-market strategy, and org design

Operational Excellence

• Design scalable workflows for enterprise onboarding, support, and internal systems
• Define and monitor KPIs across key functions for performance optimization
• Systematize repeatable processes while maintaining startup agility

AI Product & Technology Leadership

• Leverage and help evolve Sadie's internally built AI voice technology for enterprise use cases
• Rapidly validate ideas—ideally capable of leading or overseeing a PoC in weeks
• Collaborate with AI engineers and enterprise users to shape impactful, scalable solutions
• Drive commercialization of AI voice technology in real-world enterprise environments

Team Building & Execution

• Hire, lead, and inspire a team that shares your passion for execution and innovation
• Cultivate a culture of ownership, learning, and speed
• Build the foundation of a scalable enterprise business—lean, fast, and bold

Customer & Market Insights

• Run customer discovery with enterprise stakeholders to inform product and business direction
• Monitor market trends and the competitive enterprise AI landscape to stay ahead of the curve

About You

• You're entrepreneurial at your core—you've built, sold, or scaled something from zero to one (or one to ten)
• You understand the nuances of selling into and serving large, complex organizations
• You're hungry, young-at-heart, and thrive on ownership and autonomy
• You may have a background in top-tier consulting, enterprise SaaS, or founder-led ventures
• You execute fast—done is better than perfect
• You see ambiguity as fuel—not a blocker
• You have a real passion for AI and its commercial applications in the enterprise
• You don't need hand-holding—you lead the charge and make things happen

Qualifications

• Entrepreneurial or startup background highly preferred
• Experience navigating complex enterprise sales cycles and stakeholder environments
• Deep curiosity or working knowledge of AI/ML technologies, particularly voice or conversational AI
• Proven leadership in a high-growth or early-stage environment
• Bachelor's degree in Business, AI, Engineering, or related field (preferred)
• Legally authorized to work in Canada
• Fluent in English (written and spoken)

Why Join Us?

• Build from scratch: Lead and scale an AI voice business targeting the enterprise market
• Full ownership: Autonomy to shape vision, team, and trajectory
• Cutting-edge domain: Work at the frontier of enterprise AI voice innovation
• Entrepreneurial upside: Competitive comp, growth-based incentives, potential equity
• Supportive ecosystem: Backed by Valsoft's resources and long-term commitment

Join Us

Help us scale incredible software companies — without losing their entrepreneurial edge. At Fluent, and Valsoft, you’ll make a real impact from Day 1.

We use AI-powered tools (including transcription and automated note-taking) as part of our interview process to support a consistent and thorough candidate experience.

Fluent Software Group is committed to building diverse, equitable, and inclusive teams. We welcome applications from candidates of all backgrounds, identities, and experiences, and all qualified applicants will be considered without regard to race, gender, age, disability, religion, sexual orientation, or any other protected characteristic.

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