Regional Sales Director - Vet Channel (Great Lakes)

TrupanionChicago, IL
Remote

About The Position

Trupanion is seeking a strategic and results-driven sales leader to join us as Regional Sales Director – Vet Channel (Great Lakes Region). In this key role, you’ll lead the performance and growth of business-to-business partnerships across a multi-territory region, with a focus on increasing veterinary hospital engagement, same-store sales, and high-quality lead generation. Reporting to the VP of Veterinary Growth, you’ll collaborate closely with our Territory Partners (independent business consultants) and cross-functional teams to exceed ambitious growth targets in a rapidly scaling and ever-evolving market. This is a high-impact role ideal for a leader who thrives in a fast-paced, field-based role and is energized by coaching, influencing without authority, and building lasting business relationships.

Requirements

  • 5+ years in sales leadership, managing distributed teams or multi-region operations.
  • 5+ years of experience building B2B partnerships (veterinary industry preferred).
  • Proven track record of achieving or exceeding territory sales goals.
  • Familiarity with CRM systems (e.g., Dynamics), route planning tools (e.g., Portatour), and analytics platforms (e.g., Tableau).
  • Strong coaching and performance management experience.
  • Able to travel 70% across your assigned region.

Nice To Haves

  • Experience working with — or operating as, a small business owner or veterinary industry partner.
  • Familiarity with pet insurance or the veterinary ecosystem.
  • Passion for pets and alignment with Trupanion’ s vision, mission and values.

Responsibilities

  • Lead the execution of field strategy to drive revenue and partnership expansion within the assigned region.
  • Partner with Territory Partners to coach, support, and influence hospital staff and leadership to drive enrollment performance.
  • Build and maintain strong relationships across veterinary hospitals and internal teams.
  • Conduct frequent in-field visits (60–70% travel) to develop, coach, and evaluate regional opportunities.
  • Monitor performance data to identify trends, adjust strategies, and optimize sales effectiveness.
  • Lead strategic planning for territory goals and partnerships to maximize regional performance.
  • Track success through key metrics including hospital engagement, same-store sales, partner experience, and claims efficiency.
  • Collaborate with marketing, operations, and training teams to launch effective campaigns and tools.
  • Serve as the primary point of contact for Territory Partners, ensuring clear communication, timely information sharing, and actionable feedback.

Benefits

  • Full medical, dental, and vision benefits at no cost to the employee
  • Four weeks of paid time off
  • 9 paid float holidays
  • Five-week sabbatical after five years of employment
  • Free medical health insurance for your pet (1 dog or cat)
  • Paid time off to volunteer at nonprofit organizations
  • Free on-site gym
  • Free dog walking services for office pets during business hours
  • Free parking
  • Paid ORCA cards
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