[Hiring] Senior Sales Coach & Trainer @Medlife

Role Description

This is not a traditional training role. We're looking for a hands-on sales coach who knows that the best way to improve sales performance is through practice, feedback, repetition, and real conversations. As our Senior Sales Coach & Trainer | Setter Program Lead, you will own MEDLIFE's 90-day Setter Training Program, directly coach and manage our Setters, and support the development of our wider sales organization.

• Own and continuously improve MEDLIFE's 90-day Setter Training Program.
• Assess new Setters and create individual development plans.
• Lead training sessions, skill drills, role-plays, and practical sales exercises.
• Directly manage and coach Setters through daily priorities, weekly 1:1s, and ongoing performance coaching.
• Review real sales calls using Gong, Avoma, or similar platforms.
• Identify recurring objections, communication gaps, and successful sales behaviors.
• Turn successful sales behaviors into practical scripts, lessons, role-plays, and coaching rubrics.
• Coach, practice, and retest until salespeople can consistently demonstrate the required skills.
• Train and coach the wider sales organization across New Business, College Portfolio, and High-School Portfolio teams.
• Partner with Sales Management and Sales Operations to improve training standards and sales processes.
• Help sales leaders become stronger coaches by calibrating scoring standards and coaching methodologies.
• Run a weekly practice cadence including team sessions, Setter clinics, and short weekday skill drills.
• Track coaching coverage, feedback turnaround, retesting, skill adoption, and commercial outcomes.
• Connect coaching efforts to metrics such as qualified meetings, accepted handoffs, and deposit conversion.

Qualifications

• 5+ years of experience in sales training, sales enablement, frontline sales coaching, or sales leadership.
• Strong hands-on experience training and coaching salespeople.
• Experience working with LATAM-based sales teams selling to customers in the U.S. and/or Canada.
• Proven ability to improve sales performance through coaching and practice.
• Fluent/native-level English, both written and spoken.
• Comfortable conducting training, role-plays, coaching sessions, and giving detailed feedback entirely in English.
• Strong understanding of sales conversations, objection handling, qualification, follow-up, and closing.
• Experience using HubSpot or another CRM and understanding sales pipelines, stages, follow-ups, and handoffs.
• Familiarity with Gong, Avoma, or similar conversation intelligence/call-coaching platforms.
• Strong remote facilitation and communication skills.
• Comfortable using data and performance metrics to identify coaching opportunities.
• A strong practice-first mindset: you're comfortable practicing the same conversation multiple times until the skill sticks.
• Bachelor's degree in Business, Psychology, Education, Communications, or a related field.

Requirements

• Experience training LATAM-based salespeople selling service-based products to U.S. or Canadian customers.
• Experience in education, travel, healthcare, professional services, or other considered/service-based purchases.
• Experience developing Sales Leaders or Team Leads as coaches.
• Experience building or improving sales training programs from the ground up.

Benefits

• 100% remote role.
• Full-time position with a Monday–Friday schedule.
• Competitive salary based on experience and responsibilities.
• Competitive benefits package.
• Birthday day off.
• Growth opportunities within a growing sales organization.
• The opportunity to build and improve MEDLIFE's sales coaching system.
• Meaningful, mission-driven work that helps connect students with communities around the world.