Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 48 days ago

Regional Sales Director - Vet Channel (Great Lakes)

Trupanion34 open roles

Pay
$105,000 – $135,000 a year
Where
Chicago, IL, United States
Work mode
On site
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowRegional Sales Director - Vet Channel (Great Lakes)Trupanion · Chicago, IL, United States

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Trupanion's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

8.2% of postings close within 7 days. Measured by our own scanner across the market. Trupanion postings stay open a median of 5 days.

Share of postings closed within
  1. 1.8%1 day
  2. 3.6%3 days
  3. 8.2%7 days
  4. 15.2%14 days
  5. 34.0%30 days
This job: posted 48 days ago

Trupanion median: 5 days open

The posting

Company Description

Trupanion is a leader in medical insurance for cats and dogs, on a mission to help loving, responsible pet owners’ budget and care for their pets. We’re transforming the pet healthcare experience by working closely with veterinary practices to deliver value, transparency, and peace of mind.

At Trupanion, we’re more than insurance—we’re a mission-driven tech company focused on helping pets live longer, healthier lives. We foster a collaborative, inclusive, and nimble environment where team members are empowered to think creatively, grow professionally, and make an impact.

Learn more about how Trupanion pays veterinarians directly here: Watch on YouTube

Job Description

We’re 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.

Location: Great Lakes Region near major airport (eg. ORD, MDW, IND, DTW, MSP)

Travel Requirement: 70% (approx. 15 days/month)

What You’ll Do:

  • 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.

Who You Are:

  • Strategic Leader: You set goals, manage performance, and inspire others to achieve results.
  • Data-Driven: Comfortable interpreting dashboards to identify trends and shape sales strategies.
  • Influential Coach: Adept at mentoring others without direct authority and driven by shared success.
  • Relationship-Oriented: Builds trust quickly and sustains long-term, value-based partnerships.
  • High-Energy Executor: Thrives in a fast-moving, field-based role with regular travel and autonomy.

What You Bring:

  • 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.

Preferred Qualifications:

  • 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.

Compensation:

  • The pay range for this position is $105,000 - $135,000, on a full-time schedule.
  • Along with base salary, Trupanion employees may be 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.

Additional Information

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.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Trupanion's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Trupanion's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Trupanion's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.