Director of Sales Training

Kin Insurance

1d

About The Position

We are seeking a dynamic, results-oriented Director of Training with proven experience developing high-performing sales teams to design, implement, and oversee comprehensive training programs for our Sales and Customer Service agents. This leader will be responsible for creating impactful onboarding programs, enhancing team capabilities through engaging facilitation, and ensuring all training initiatives directly support organizational goals. Our vision is for the Director of Training to build and lead a department that consistently produces the strongest sales agents in the insurance industry. While insurance experience is not required, a demonstrated track record of training agents to close sales effectively is essential. The ideal candidate is a master facilitator, an exceptional project manager, and a strategic thinker who can pivot quickly, delegate effectively, and thrive in a fast-paced environment.

Requirements

• Proven track record in designing and facilitating remote sales onboarding curriculum and training programs that accelerate ramp-up and drive strong Sales performance.
• 7+ years of experience in training and development, including at least 3 years in a Director-level role
• Experience managing a Learning Management System (LMS).
• Strong project management skills with the ability to manage timelines, resources, and competing priorities
• Exceptional facilitation, communication, and presentation skills
• Proven ability to gather insights from subject matter experts and translating them into effective learning experiences.
• Ability to thrive in a fast-changing environment while maintaining a results focus
• Strong delegation and leadership abilities

Nice To Haves

• Experience with Workday LMS and Rise 360 a plus.

Responsibilities

• Design and facilitate onboarding programs rooted in adult learning principles—ensuring that new hires in Sales and Customer Service ramp quickly and confidently.
• Lead live workshops, coordinate high-impact role-plays, or partner with instructional designers to refresh core content, your focus will always be on delivering training that translates directly into performance.
• Oversee a team of seven, providing direction, coaching, and development to maximize their effectiveness.
• Drive multiple training projects from concept to delivery, managing timelines, delegating responsibilities, and tracking results across each initiative.
• Own performance measurement—establishing KPIs, analyzing outcomes, and optimizing training programs to close gaps in real time.
• Work closely with Sales and Customer Service leadership to align development plans with business goals and respond quickly when the market or internal needs evolve.
• Consult with stakeholders on program strategy or shaping a roadmap for future enablement efforts, your impact will be both tactical and strategic.

Benefits

• Medical, Dental, Vision, Life Insurance, Short and Long Term Disability Insurance options, Employee Assistance Program, as well as elective voluntary benefits such as accident insurance, hospital indemnity, critical illness, legal assistance, and pet insurance.
• Competitive salary and company equity through Restricted Stock Units (RSUs), granted as part of our standard compensation package and based on role and level.
• 401K with company match of up to 4% of eligible earnings
• Flexible PTO for exempt employees (employees typically take 15-20 days annually), along with 8 company-observed holidays
• A paid parental leave program that provides 100% salary continuation of up to 14 weeks for birthing parents and 8 weeks for non-birthing parents
• Continuing education and professional development opportunities
• This role is eligible to earn additional compensation annually through participation in our Kin Leadership Incentive Plan.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees