Director, Readiness & Customer Education

Ladders; United States; Remote; USD 208,000 - 299,000; Full time

Benefits offered by this job

Health & dental

PTO & sick leave

Disability insurance

Life insurance

401k plan

Job summary

Ladders is seeking a Director, Readiness & Customer Education to lead onboarding, enablement, and development programs that help employees ramp faster and perform at a higher level. The role blends sales enablement, learning and development, and employee experience with a focus on measurable business impact.

You will partner with Sales Ops, GTM leadership, and executives to connect training investments to productivity, accountability, and growth. Location: Remote - US based candidates only.

Qualifications

• 7+ years in sales enablement, SaaS environments with 5,000+ employees.
• Passion for onboarding and employee experience, with culture and performance impact.
• Experience building accountability systems for large-scale projects.

Responsibilities

• Define metrics like time-to-productivity and ramp-to-quota.
• Collaborate with Sales Ops to connect training to outcomes.
• Report progress to executives and justify resources.

Skills

Sales enablement

Onboarding

Employee experience

Leadership / people mgmt

AI tools

Tools

AI-powered enablement tools

Job description

For our client, we are seeking a Director, Readiness & Customer Education to join the team of a leader in the Enterprise Technology space.

This leader will own the strategy and execution of onboarding, enablement, and development programs that help employees and teams ramp faster and perform at a higher level. The role blends sales enablement, learning and development, and employee experience with a strong focus on measurable business impact. You will partner closely with Sales Ops, GTM leadership, and executives to connect training investments to productivity, accountability, and growth.

Location: Remote - US based candidates only, no visa sponsorship available

Compensation: $208,000 - $299,000 annually

Responsibilities

• Define key performance metrics such as time-to-productivity and ramp-to-quota for GTM enablement
• Collaborate with Sales Ops and leadership to connect training programs to business outcomes
• Regularly report progress to executives and justify resource needs when necessary
• Build a unified internship program with a consistent experience across GTM functions
• Iterate on onboarding training tailored to specific role and regional needs
• Formalize a clear support path from onboarding to full productivity over the initial months
• Expand bridge programs that prepare top performers for advanced roles

Qualifications

• 7+ years of experience in sales enablement, particularly in fast-growing SaaS companies with 5,000+ employees
• Genuine passion for onboarding and employee experience, with a view of career transitions as key to culture and performance
• Proven track record in building accountability systems for large-scale projects
• Experience managing people managers on a similarly sized team
• Hands-on experience with AI-powered enablement tools and a builder mindset
• Fluent in established sales methodologies and able to align them with proprietary methods
• Experience implementing formal measurement frameworks in training programs

Benefits

• Health, pharmacy, optical, and dental care benefits
• Paid time off and sick leave
• Short-term and long-term disability coverage
• Life insurance
• 401k contribution

Our client is an equal opportunity employer. We encourage you to apply even if you don't meet every qualification- your background could be exactly what this team needs.