Chatbot Sales Specialist

Chatbot Sales Specialist

We're looking for a Chatbot Sales Specialist to lead growth for Insider's Support Agent product - our AI-driven conversational platform that powers intelligent customer interactions at scale. This is a hybrid role: You'll act as the Account Executive (AE) for new business acquisition, driving the full sales cycle from prospecting to close. You'll also operate as an overlay specialist with Account Directors (ADs) to expand Chatbot adoption within existing accounts. You'll combine strong hunting instincts, solution selling expertise, and deep product knowledge to unlock the full potential of Insider's Chatbot offering in the market.

Key Responsibilities

• Own end-to-end sales cycle for new logo acquisition for the Chatbot (Support Agent) product.
• Build and manage a strong pipeline through prospecting, outbound, and industry mapping.
• Conduct product demos, craft tailored proposals, and lead negotiations to close deals.
• Collaborate with marketing to run targeted campaigns and events to generate leads.
• Partner with Account Directors to identify, prioritize, and close cross-sell/upsell opportunities within existing customers.
• Bring deep product expertise to customer conversations, driving incremental value realization and adoption.
• Work closely with Solution Consultants (SolCons) on multi-product or enterprise-wide opportunities.
• Partner with Product and Marketing to refine regional messaging and competitive positioning.
• Provide continuous market feedback on emerging Chatbot trends, competitive landscape, and customer needs.

Qualifications

• 3+ years of SaaS or enterprise sales experience, ideally in CX, AI, or conversational platforms.
• Demonstrated success in both new business acquisition and expansion selling.
• Deep understanding of chatbots, automation workflows, or support agent platforms.
• Ability to articulate business value to senior executives and technical stakeholders alike.
• Proven hunter mindset, self-driven, and able to manage complex deal cycles independently.
• Fluent in English; regional language proficiency is a plus.

While we are conquering the world, we are offering you:

• Attainment of Chatbot-specific quota (both new business and cross-sell).
• Growth in Chatbot adoption within existing enterprise accounts.
• Contribution to regional pipeline generation, quality, and win rate.
• Compensation: Base salary + commission tied to Support Agent ACV attainment.
• Direct quota credit for new business and overlay quota credit for expansion deals.
• High-impact variable structure rewarding full ownership of pipeline and execution.

We provide equal opportunity in a zero-discrimination workplace and not just welcome but also embrace everyone without regard to sex, race, color, nationality, religion, gender identity, sexual orientation, disability status, citizenship, or marital status.