Leadership Development Manager

Trupanion is a leading provider of medical insurance for cats and dogs in North America. Our mission is to help loving, responsible pet owners budget and care for their pets. At Trupanion, we offer a collaborative, casual, and pet-friendly environment where everyone is encouraged to be themselves. 

At Trupanion, we believe great leaders build cultures that deliver exceptional outcomes for team members, members, and pets. We’re seeking a highly collaborative, data-driven Leadership Development Manager to design, deliver, and continuously improve leadership development experiences that strengthen leadership capability at every level.  

This role will build Trupanion’s leadership and talent pipeline through programs and experiences that support leaders from first-time managers to senior executives. In addition to leadership development, this role will support succession planning and high-potential talent development to ensure Trupanion has the leadership capability needed to achieve its long-term strategy. Reporting to the Senior Director of Talent Management, this role partners closely with People Operations to build scalable programs and foster a culture where leaders thrive, teams succeed, and talent grows.   
 
This position is open to candidates in the Seattle, WA area. You will have a hybrid remote/in-office schedule where you will work from our casual, pet-friendly office at least 3 days a week. 
 

Responsibilities: 

Leadership Development and Program Design

• Own the end-to-end lifecycle of leadership programs, including design, implementation, delivery, evaluation, and continuous improvement. 
• Facilitate leadership training, team-building, and open enrolment sessions. 
• Create engaging learning experiences using a variety of delivery methods, including instructor-led training, digital learning, workshops, onboarding, coaching, assessments, and targeted development initiatives. 
• Provide coaching and guidance to help leaders build capabilities in communication, coaching, accountability, and leadership. 
• Strengthen leaders’ change capabilities so they can successfully navigate growth, transformation, and ambiguity.  
• Ensure leadership development program reinforces Trupanion’s Team DNA and leadership expectations. 

Program Management and Operations

• Oversee leadership development programs from planning through execution, ensuring strong stakeholder alignment and delivery. 
• Strengthen Trupanion’s leadership pipeline by identifying and developing high-potential talent and creating development opportunities that address leadership capability gaps and future workforce needs.  
• Partner across the business to support talent reviews, internal mobility, career advancement, and succession planning. 
• Utilize leadership assessments, feedback tools, and development frameworks to increase leader self-awareness and effectiveness.  
• Facilitate 360-degree feedback processes and leadership assessments. 
• Stay current on industry trends, emerging leadership practices, learning technologies, and AI-enabled solutions to continuously improve leadership experience.  

Analytics, Measurement and Insights

• Establish success measures and evaluate program effectiveness through data, analytics, participant feedback, and business outcomes.  
• Utilize people insights, engagement survey data, talent metrics, and learning analytics to develop needs.  
• Develop dashboards and executive-ready reporting that demonstrate program impact and drive decision-making. 
• Track and report on leadership effectiveness, engagement, retention, succession readiness, and internal program outcomes. 

Qualifications: 

• 8+ years of experience in leadership development, talent development, talent management, organizational development, or learning and development fields. 
• 5+ years of demonstrated experience designing and leadership programs across multiple leadership levels.  
• Advanced degree or relevant certifications, e.g. ICF Coaching Certification, Leadership assessment certifications (Hogan, HBDI, DiSC, EQi) are preferred. 

Skills: 

• Deep understanding of leadership development, talent management, succession planning, and organizational effectiveness.  
• Strong facilitation, presentation, and executive communication skills.  
• Experience managing complex, cross-functional initiatives and organizational change efforts.  
• Ability to influence and build trusted relationships across all levels of the organization.  
• Data-driven mindset with the ability to translate insights into actionable business recommendations. 
• Strong consulting and stakeholder management skills.  
• Ability to navigate ambiguity and drive execution in a fast-changing environment.  
• Experience with learning management systems and learning technologies.  
• Passion for developing leaders and building high-performing work cultures. 

Compensation: 

• The base salary range for this position is $100,000 - $110,000 on a full-time schedule. 
• Along with base compensation, Trupanion employees are currently eligible for monthly bonuses. 
• We want all employees to be invested in Trupanion’s success, so we grant Restricted Stock Units to all new team members. Our new hire grants vest over 4 years.  

#LI-HYBRID

Benefits and Perks:

• Full medical, dental, and vision benefits at no cost to the employee
• Four weeks of paid time off and 9 paid float holidays (you can decide which days are most important to you!)
• Five-week sabbatical after five years of employment
• Open, casual, pet-friendly, and fun office environment
• Free medical health insurance for your pet (1 dog or cat)
• Paid time off to volunteer at nonprofit organizations
• Seattle Office Amenities: Free on-site gym, free dog walking services for office pets during business hours, free parking, and paid ORCA cards.

For more information about Trupanion, visit https://trupanion.com/about

Learn more about how Trupanion has revolutionized our industry and the reimbursement model: https://www.youtube.com/watch?v=vdWZ4KHiPTQ

Trupanion is an equal-opportunity employer and embraces diversity. We are committed to building a team that represents a variety of backgrounds, abilities, perspectives, and skills.

We will ensure that individuals are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment. Please contact us to request accommodations.

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.