Senior Principal Sales Enablement Leader – Remote

Keyfactor; United States; Remote; USD 120,000 - 170,000; Full time

Benefits offered by this job

Comprehensive benefits

Paid parental leave

Remote work options

Job summary

Keyfactor is seeking a Sr. Principal Sales Training Manager to lead hands-on training, onboarding, and ongoing enablement for global sales teams.

The role partners with sellers and leaders to ensure adoption of Value Selling and MEDDICC, with a focus on onboarding new hires through field readiness and productivity. The position emphasizes live coaching, Gong review, and targeted reinforcement to improve discovery, executive engagement, and multi-threaded opportunity execution.

Qualifications

• 8+ years of experience in B2B enterprise software, cybersecurity, sales, or sales enablement.
• Strong working knowledge of Value Selling and MEDDICC.
• Experience coaching enterprise sellers in complex sales cycles.
• Ability to translate technical concepts into business value for customers.
• Excellent facilitation and communication skills.

Responsibilities

• Onboarding & Ramp: execute onboarding programs for new sales hires and track milestones.
• Value Selling & MEDDICC Execution: reinforce methodologies throughout the sales cycle and coach on business value conversations.
• Field Coaching & Insights: observe live calls, Gong recordings, and field engagement to provide timely coaching.
• Travel up to 40% as required.
• Identify gaps and share insights with Enablement and Sales Leadership to drive reinforced performance.

Skills

Value Selling

MEDDICC

Field coaching

Enterprise sales

Tech-to-Business fluency

Facilitation

Analytical skills

Coaching

Cross-functional collaboration

CRM proficiency

Tools

CRM

Conversation Intelligence

LMS/Enablement platforms

AI-powered sales tools

Job description

Keyfactor is seeking a Sr. Principal Sales Training Manager to lead hands-on training, onboarding, and ongoing enablement for global sales teams.

The role partners with sellers and leaders to ensure adoption of Value Selling and MEDDICC, with a focus on onboarding new hires through field readiness and productivity. The position emphasizes live coaching, Gong review, and targeted reinforcement to improve discovery, executive engagement, and multi-threaded opportunity execution.