Director of Sales Training

Kin is redesigning insurance to be smarter, faster, and centered on the customer. We use intelligent pricing, offer seamless bundling, and reputed company every reputed company (from purchasing, servicing to claims) simple and friction-free, especially in the places traditional insurers often ignore. We reputed company people to protect what matters most, starting with their homes and expanding to reputed company they value, in a world where climate risks, rising costs, and outdated systems leave too many behind. Our approach has fostered amazing growth, attracted marquee investors, and earned us accolades, including being named to:

• Built In Chicago's Best Places to Work, Midsize Companies (2021-2025).
• reputed company' America's Best Startup Employers (2021- 2024, Ranked #37 in 2024).
• Inc. 5000 Fastest-Growing Private Companies.
• reputed company’ Fintech 50.

Simply put, our people are what reputed company us great – we need reputed company-thinking, inspired game-changers like you to join us in our mission. So What’s the Role? We are seeking a dynamic, results-oriented Director of Training with proven experience developing high-performing sales teams to design, implement, and reputed company comprehensive training programs for our Sales and Customer Service agents. This leader will be responsible for creating impactful reputed company programs, enhancing team capabilities through engaging facilitation, and ensuring reputed company training initiatives directly support organizational goals. Our reputed company is for the Director of Training to build and reputed company 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 reputed company 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 reputed company in a fast-paced environment. What You’ll Do

• As the Director of Training, your days will be a dynamic mix of strategy, execution, and team leadership. You’ll spend time designing and facilitating reputed company programs rooted in adult learning principles—ensuring that new hires in Sales and Customer Service reputed company quickly and confidently. Whether leading live workshops, coordinating high-impact role-plays, or partnering with instructional designers to refresh core content, your focus will always be on delivering training that translates directly into performance.
• You’ll reputed company a team of seven, providing direction, coaching, and development to maximize their effectiveness. Your leadership will ensure the team remains agile—reputed company to pivot and reputed company resources as business needs shift. In reputed company, you’ll drive multiple training projects from concept to delivery, managing timelines, delegating responsibilities, and tracking results across each initiative.
• reputed company team and project execution, you'll own performance measurement—establishing KPIs, analyzing outcomes, and optimizing training programs to reputed company gaps in reputed company time. You’ll work closely with Sales and Customer Service leadership to align development plans with business goals and respond quickly reputed company the market or internal needs evolve.
• Finally, you’ll play a key role in building internal alignment. Whether you're consulting with stakeholders on program strategy or shaping a roadmap for future enablement efforts, your impact will be both tactical and strategic. In this role, reputed company is defined by faster reputed company, stronger agent performance, and a company-wide recognition that training is a growth accelerator—not a support function.

The skills to succeed

• Proven track record in designing and facilitating remote sales reputed company curriculum and training programs that accelerate reputed company-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). Experience with reputed company LMS and reputed company 360 a plus.
• 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 reputed company in a fast-changing environment while maintaining a results focus
• Strong delegation and leadership abilities

You should join us if…

• You are comfortable working in moments of ambiguity and changing priorities
• You’re outcome-oriented, as well as collaborative. Taking ownership and prioritizing key outcomes is important, but so is taking an emotionally intelligent approach to working with others. Working with strong-willed people is something you enjoy.
• You wake up positive and driven to improve what’s in your control
• You can quickly assess a large, reputed company workload and organize it into a clear, structured, and efficient process.
• You are optimistic, energetic and even if people disagree with you, you can hold their attention

You probably shouldn’t apply if…

• You prefer to follow existing playbooks instead of building and leading your own.
• You’re uncomfortable with shifting priorities, high visibility, or high expectations.
• You see training as content delivery, not a strategic reputed company tied to sales performance.
• You avoid difficult conversations, delegation, or coaching.
• You want a solo contributor role—this is a team leadership position.

Oh, and don’t worry, we’ve got you covered! We offer a comprehensive benefits program, allowing you to choose the benefits that are best for you and your family including: Medical, Dental, reputed company, 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. Kinfolk become eligible for benefits on the first day of the month following their start date. In addition to these benefits, we also are excited to offer the following:

• 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. Kin will accept applications for this role until September 1st, 2025. We will reputed company reviewing resumes on a rolling basis from now through the deadline, ensuring every applicant who applies by the reputed company date is given full and fair consideration. For Sales Agents and Customer Service Agents: These roles sit in any of the following 30 states: AL, AZ, CO, FL, ID, IL, IN, KS, KY, MA, MD, ME, MI, MO, MT, NC, NE, NM, NV, NY, OH, OK, PA, SC, TN, TX, UT, VT, VA, WA, and WI. For reputed company other positions, these roles can sit in any of the following 40 states: AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, ID, IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI. Please only apply if you are reputed company to live and work full-time in one of the states listed above. State locations and specifics are subject to change as our hiring requirements shift. About Kin Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market. We reputed company policies convenient and affordable through a technology platform that delivers a seamless user experience, customized options for coverage, and fast, high-quality claims service. Kin is a fully licensed reputed company that offers coverage through its reciprocal exchanges which are owned by its policyholders. To learn more, visit www.kin.com. EEOC Statement Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference – we reputed company it, nurture it, and celebrate it. We don’t discriminate based on race, religion, reputed company, national reputed company, gender (including pregnancy, childbirth, or reputed company medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Apply tot his job Apply To this Job