Regional Sales Director - Vet Channel (Great Lakes)

Trupanion•Detroit, IL
•Hybrid

About The Position

Trupanion is seeking a strategic, results-driven sales leader to lead the performance and growth of business-to-business partnerships across the Great Lakes region. The role focuses on increasing veterinary hospital engagement, same-store sales, and high-quality lead generation. The Regional Sales Director reports to the VP of Veterinary Growth and works closely with Territory Partners (independent business consultants) and cross-functional teams to achieve growth targets in a rapidly scaling market. This is a high-impact, field-based leadership role involving frequent travel, coaching, influencing without direct authority, and building lasting business relationships. The position is based in the Great Lakes region near a major airport, with an expected travel commitment of approximately 70% (about 15 days per month).

Requirements

  • At least 5 years of sales leadership experience managing distributed teams or multi-region operations.
  • At least 5 years of experience building B2B partnerships; veterinary industry experience is preferred.
  • Proven track record of achieving or exceeding territory sales goals.
  • Familiarity with CRM systems such as Dynamics, route planning tools such as Portatour, and analytics platforms such as Tableau.
  • Strong coaching and performance management experience.
  • Ability to travel 70% across the assigned region.
  • Authorized to work for any employer in the U.S.; the company cannot sponsor or take over sponsorship of an employment visa.

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 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 improve enrollment performance.
  • Build and maintain strong relationships across veterinary hospitals and internal teams.
  • Conduct frequent in-field visits to develop, coach, and evaluate regional opportunities.
  • Monitor performance data to identify trends, adjust strategies, and improve sales effectiveness.
  • Lead strategic planning for territory goals and partnerships to maximize regional performance.
  • Track performance using 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 and 9 paid float holidays.
  • Five-week sabbatical after five years of employment.
  • Pet-friendly office environment.
  • Free medical health insurance for one dog or cat.
  • Paid time off to volunteer at nonprofit organizations.
  • Eligible employees may receive monthly bonuses.
  • Restricted Stock Units granted to new team members, vesting over four years.
  • Seattle office amenities include a free on-site gym, free dog walking services for office pets during business hours, free parking, and paid ORCA cards.
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