Artificial Intelligence (AI), Artificial Intelligence (AI) Agents, Business Operations, Coaching, Communication Skills, Exceeded Sales Goal, Forecasting, Leadership, Marketing/Promotional Messaging, Product Demonstration, Product Marketing, Production Systems, Regulatory Compliance, Sales, Sales Closing Skills, Sales Cycle, Sales Support, Security Compliance, Software as a Service (SaaS), Team Lead/Manager, Technical Sales
LOCATION
Chicago, IL
POSTED
30+ days ago
About Bellagent
Bellagent is an enterprise-level AI agent platform built to automate everyday business operations with zero-touch integrations that connect instantly to more than 1,300 applications. Launched in 2025 by Proactifi Inc., and headquartered in Chicago, the platform is built for practicality with industry-leading compliance and security standards, enabling organizations to deploy AI agents without friction from day one.
Bellagent’s mission to make powerful, enterprise-level AI practical and accessible is helping businesses of all sizes operate smarter, serve customers better and compete in an AI-driven economy.
Role Overview
We’re hiring a Sales Director (Player-Coach) who is an elite individual contributor today and a future sales leader tomorrow. This role is ideal for someone who has led a sales team before—or is currently a team lead—and wants to step into a position with real ownership, influence, and a clear path to full leadership.
This role will carry an individual quota while also taking on leadership responsibilities, with the opportunity to shape Bellagent's sales process from the ground up and work directly alongside the CEO & Founder on revenue strategy.
Responsibilities
Own and close new business opportunities across a mix of deal sizes, from mid-market through enterprise
Run discovery and demos with multiple stakeholders, including operators and executives
Close inbound opportunities and consistently create new pipeline through outbound work
Build deal strategy for more complex buying processes and longer sales cycles
Work closely with product and marketing to tighten messaging and improve how we sell
Keep pipeline, forecasting, and deal execution clean as volume increases
Help ramp and support new sales hires as the team grows
Requirements
At least 5 years of closing experience in SaaS or technical sales
A consistent track record of hitting or exceeding quota in real, production sales environments
Experience selling into longer, more complex deal cycles
Prior experience serving as a sales team lead, with responsibility for guiding other reps.
Someone who understands how to motivate and grow a team
Strong communication skills and comfort selling to senior stakeholders
Comfortable working in a fast-moving environment where things evolve quickly
Bonus if you have had experience formally working at an AI company