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Canada
Remote only
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for an Account Executive — Voice and Video Contributor based in Canada.
Put your B2B sales expertise to work helping train and evaluate the next generation of artificial intelligence systems.
In this remote freelance role, you will participate in paid, recorded conversations with other sales professionals who have similar experience.
You will discuss sales strategies, analyze challenging deal scenarios, and explain the reasoning behind your commercial decisions.
Topics will include opportunity qualification, stakeholder management, pricing, negotiation, and closing techniques.
Through thoughtful debate and practical examples, you will help assess how AI systems understand real-world sales situations.
This opportunity is ideal for experienced account executives who enjoy strategic discussions, critical thinking, and exchanging professional insights.
As an Account Executive — Voice and Video Contributor, you will participate in recorded discussions designed to help train and evaluate AI systems' understanding of B2B sales processes. Your responsibilities will include:
Discuss sales discovery, opportunity qualification, stakeholder management, pricing, negotiation, and deal closing.
Analyze realistic sales situations, including stalled opportunities, competitive evaluations, and buyers requesting substantial discounts.
Explain and defend recommended sales strategies using professional experience, clear reasoning, and practical examples.
Challenge other participants' assumptions, ask probing questions, and respond constructively to objections.
Explore alternative approaches as new information emerges and evaluate the potential trade-offs of different decisions.
Engage in unscripted, two-way conversations that demonstrate practical sales judgment and strategic thinking.
Use fictional or anonymized examples to protect confidential business information.
Contribute to paid, recorded sessions that support AI training and evaluation under agreed recording and licensing terms.
Requirements:
The ideal candidate has hands-on B2B sales experience and can clearly explain the reasoning behind commercial decisions. Strong conversational skills, practical judgment, and the ability to engage constructively with differing viewpoints are essential. Key requirements include:
Professional experience as an account executive or in a comparable B2B sales role.
Practical experience managing substantive buyer conversations and progressing sales opportunities.
Understanding of sales discovery, qualification, stakeholder management, pricing, negotiation, and closing.
Fluency in spoken communication in the language required for the session.
Ability to articulate sales strategies, justify recommendations, and explain the rationale behind decisions.
Strong analytical and critical-thinking skills, with the ability to assess complex deal situations.
Confidence in respectfully challenging assumptions, asking questions, and responding to counterarguments.
Comfort participating in unscripted discussions and exchanging ideas with another sales professional.
Access to a quiet recording environment, reliable internet, a clear microphone, and a webcam.
Willingness to appear on video with your face visible and without filters or background blur.
Professional acting experience is not required; sales expertise and conversational ability are the priorities.
Benefits:
Hourly compensation: $40–$100 per hour, with the applicable rate communicated before accepting an assignment.
Paid participation: Selected applicants can participate in paid, recorded professional conversations following an initial screening.
Remote work: Complete assignments remotely.
Flexible engagement: Expected time commitment and availability requirements are shared before accepting an assignment.
Professional knowledge sharing: Exchange insights and debate practical sales strategies with professionals who have similar backgrounds.
AI innovation: Help train and evaluate AI systems by contributing real-world sales expertise.
Transparent recording terms: Recording usage and licensing conditions are provided before accepting an assignment.
Independent contractor arrangement: Employee benefits such as health insurance and paid time off are not specified.
