Senior Sales Trainer and Coach - Remote

Overview

As a Senior Sales Trainer & Coach, you’ll elevate Custom Ink’s sales performance through expert coaching, structured development, and thoughtful collaboration.

In Short

• Workstyle: Remote
• Reports to: Director, Sales Enablement
• Travel Expectations: Up to 10% for facilitation, team planning, or in-market training
• 5–7 years of experience in sales coaching, sales enablement, or sales leadership
• Demonstrated success building coaching frameworks and training programs
• Strong interpersonal and communication skills
• Experience partnering across functions for aligned training programs
• Deliver consistent, hands-on training and coaching to sales teams
• Collaborate with curriculum partners on training content
• Provide increased coaching frequency to lower-performing team members

Requirements

• 5–7 years of experience in sales coaching, sales enablement, or sales leadership
• Familiarity with sales engagement platforms (e.g., Outreach, Salesforce)
• Strong interpersonal and communication skills
• A data-informed mindset with comfort tracking performance trends
• Experience building coaching frameworks and scorecards
• Ability to build trust across varying skill levels
• Experience in training execution across disparate acquisition teams
• Ability to deliver performance reports and coaching insights
• Strong focus on rep performance metrics improvement
• Experience in personalized coaching sessions

Benefits

• Generous Paid Time Off
• Comprehensive Health Coverage
• Access to virtual medical consultations and mental health services
• Family-friendly benefits including parental leave
• 401(k) retirement plan with company matching
• Access to training programs, certifications, and tuition assistance
• Commitment to diversity and inclusion in the workplace
• Flexible paid time off policies
• Employee wellness programs
• Equitable compensation and pay transparency