Senior Go-To-Market Live Trainer (AI)

TL;DR

Senior Go-To-Market Live Trainer (AI): Delivering instructor-led and virtual sales training programs for new and experienced sellers with an accent on MEDDPICC, Value Selling, live facilitation, and measurable revenue outcomes. Focus on building scalable Train the Trainer programs, coaching frontline managers, applying AI-powered roleplay and conversation intelligence, and aligning training priorities with ramp time, pipeline generation, and quota attainment.

Location: Remote within the United States; based in Durham, North Carolina. Domestic and international travel is required for sales kick-offs, regional summits, and in-person training events.

Company

hirify.global provides an AI-powered cloud compliance platform that connects tax technology with business transactions worldwide.

What you will do

• Facilitate instructor-led and virtual instructor-led onboarding, upskilling, methodology, product, pricing, forecasting, and outbound sales training.
• Lead roleplays, deal coaching, and scenario-based practice using MEDDPICC and Value Selling to improve field execution.
• Design and facilitate Train the Trainer programs, certify internal facilitators, and maintain delivery standards.
• Deliver coaching programs for frontline sales managers and partner with sales leadership on performance priorities.
• Facilitate sales kick-offs, regional summits, bootcamps, and other strategic enablement events.
• Use seller performance metrics, feedback, and field observations to improve curricula and connect training to business outcomes.

Requirements

• Bachelor's degree in business, communications, education, learning and development, organizational development, or a related field, or equivalent professional experience.
• 4–7+ years of experience in B2B revenue enablement, sales training, or quota-carrying sales.
• Proven experience facilitating both instructor-led and virtual instructor-led training for sales professionals.
• Fluency in a recognized B2B sales methodology such as MEDDPICC, Value Selling, Challenger, or MEDDIC.
• Experience delivering certification programs, Train the Trainer programs, coaching, and large-scale sales events.
• Ability to interpret performance data and willingness to travel domestically and internationally.

Nice to have

• Direct experience with MEDDPICC or Value Selling and quota-carrying B2B sales teams.
• Experience training SDR, BDR, or outbound AE prospecting and pipeline-generation motions.
• Experience with AI-powered enablement tools such as Hyperbound and Gong.
• Familiarity with Highspot, WorkRamp, or equivalent enablement and LMS platforms.
• Certifications in adult learning, facilitation, or sales enablement.

Culture & Benefits

• AI is embedded in workflows, decision-making, and products.
• Compensation package with paid time off, paid parental leave, and potential bonuses.
• Location-dependent medical, life, and disability insurance.
• Inclusive culture supported by employee resource groups and executive sponsorship.