B2B Account Executive (AI Training)

Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. Role Overview We are looking for experienced B2B Account Executives to support the training and evaluation of advanced AI systems. The role focuses on creating and reviewing realistic sales scenarios that test AI capabilities across discovery, qualification, solution selling, buyer engagement, proposal development, and deal progression. This opportunity is best suited to quota-carrying sales professionals with hands-on experience managing B2B opportunities, using modern CRM systems, and applying structured sales methodologies in real-world deal cycles. CONTRACT: Short-term contractor assignment, up to 9 weeks COMMITMENT: At least 4 hours per day and up to 40 hours per week, including 4 hours of PST overlap LOCATIONS: Remote from Canada, Brazil, Chile, Mexico, or Colombia PROCESS: 60min Online Test (MCQ, short tasks) Key Responsibilities Create expert-level B2B sales tasks and reference solutions based on realistic enterprise scenarios. Develop scenarios covering prospecting, discovery, qualification, solution positioning, and deal strategy. Evaluate account plans, opportunity strategies, negotiation approaches, and commercial recommendations. Review scenarios involving complex multi-stakeholder buying groups, including executives, technical teams, procurement, legal, and finance. Assess pipeline quality, forecasting assumptions, deal risks, and next-step strategies. Apply formal sales methodologies and established evaluation rubrics to project work. Review feedback from senior evaluators and refine outputs accordingly. Maintain consistent quality, realism, and commercial accuracy across assigned tasks. Contribute to calibration and quality-review cycles. At least 3 years of quota-carrying B2B Account Executive experience. Hands-on experience with CRM platforms such as Salesforce or HubSpot. Practical knowledge of sales methodologies such as MEDDPICC, SPIN Selling, Challenger, or equivalent. Experience conducting discovery, lead qualification, buyer engagement, and deal execution. Proven experience creating professional sales deliverables such as discovery plans, qualification frameworks, proposals, business cases, or deal strategies. Strong ability to assess buyer needs, customer pain points, deal risks, and next-step strategy. Bachelor’s degree or equivalent practical experience. Strong written English for realistic sales scenarios and structured evaluations.

Create and evaluate expert-level B2B sales scenarios to test and refine advanced AI systems. Develop comprehensive sales deliverables including discovery plans, qualification frameworks, and deal strategies while maintaining commercial accuracy.

Requires at least 3 years of quota-carrying B2B Account Executive experience and proficiency in modern CRM systems. Candidates must possess practical knowledge of formal sales methodologies and strong written English skills.

Identified from the job description. Confirm important requirements above.

• B2B Sales
• Account Management
• CRM
• Salesforce
• HubSpot
• MEDDPICC
• SPIN Selling
• Challenger Sales
• Lead Qualification
• Discovery
• Deal Strategy
• Pipeline Management
• Proposal Development
• Business Case Development
• Sales Methodologies
• AI System Evaluation
• Sales Prospecting
• AI Testing
• Business To Business
• Customer Relationship Management
• Procurement
• Finance
• Sales
• Forecasting
• Leadership
• Negotiation
• Software Engineering
• Solution Selling
• Written English
• HubSpot CRM
• Artificial Intelligence Infrastructure

• Sales
• Consulting
• Technology
• Software
• B2B Account Executive
• Business to Business (B2B) Account Executive
• Commercial Sales Representatives
• Advertising Sales Agents

Minimum education

Bachelor’s degree

Minimum experience

2+ years

Posting language

English

Working hours

40 hours per week

Location requirements

Country, Canada