JobsFetch

Pet Insurance Sales Associate - Chicago, IL

Fetch · Chicago, IL · Shelters - On Site Sales

Posted Aug 25, 2026 · We last checked this listing on Sep 20, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

Behavioral

Walk me through a time you had to sell something face to face to someone who wasn't expecting to be sold to. What did you do in the first thirty seconds?

whether the candidate can handle cold, unscripted, in-person prospecting rather than relying on inbound or scheduled leads

Tell me about your experience working in an animal care role. What did a typical day look like and how did that prepare you to talk with pet parents about insurance?

whether the 3-5 years of animal care experience is real and translates into credibility with pet parents, not just a checkbox

This role expects you to work Friday through Sunday because that's when it's most lucrative. How do you feel about that schedule and how have you managed a non-traditional workweek before?

genuine willingness to accept the peak-hours schedule rather than discovering later it's a dealbreaker

Tell me about a time a partner or client relationship started rocky and you turned it around.

relationship-building skill with shelter staff, who are gatekeepers to the pet parents this role needs to reach

Tell me about a stretch where you didn't hit a sales goal. What happened and what did you change?

honesty about setbacks and whether they self-correct or make excuses

Tell me about a time you had to manage your own expenses or submit reports on a deadline without someone reminding you.

reliability on the administrative side of a mostly unsupervised, field-based role

Technical

How would you explain what makes Fetch's coverage different from a typical pet insurance plan to someone who's never thought about pet insurance before?

actual product knowledge and ability to communicate it simply, not memorized talking points

How do you keep track of prospects and follow-ups when you're moving between locations all day instead of sitting at a desk?

discipline around CRM data entry and administrative follow-through, which the posting flags as a real requirement

Where do you stand on getting a Property and Casualty license, and have you looked into what that process involves in Illinois?

whether the candidate has done basic homework and is genuinely ready to obtain licensing within 30 days

Situational

Say you're set up at a shelter partner location and it's a slow Saturday, foot traffic is low. What do you do with your time instead of just waiting at the table?

self-direction and hustle during unproductive stretches, since the role has no manager standing over the agent

A pet parent tells you they already have coverage through another provider and it's cheaper. How do you handle that conversation?

ability to sell against competitors on value rather than just price, and product knowledge of Fetch versus competitors

You notice a shelter partner seems less enthusiastic about having you on-site than they used to be. What would you do to figure out why and fix it?

proactive account management and reading a partner relationship before it becomes a lost placement

This job requires regional driving and some national air travel to shelters. What's your actual availability and comfort level with that kind of travel?

realistic fit with the travel demands before it becomes friction after hire

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The full job description

As published by Fetch.

<div class="content"> <div class="jobs-content"> <div id="careers-page-job"> <div class="job-content-header"> <div class="job-title-container"><strong>Position Overview</strong></div> </div> <div id="application-form-container" class="job-content-form"></div> <div class="job-content-body user-content"> <p><strong>About Fetch</strong></p> <p>At <a href="https://www.fetchpet.com/"><strong>Fetch</strong></a>, we’re dedicated to helping pets live their healthiest and happiest lives. Our comprehensive insurance coverage is designed with modern pet parents in mind, and we’re proud to support the animal shelter community. We believe in ensuring pets receive the best care possible and are committed to making that vision a reality every day.</p> <p>Fetch is a high-growth <a href="https://warburgpincus.com/"><strong>Warburg Pincus</strong></a> portfolio company with an expanding team of over 350 pet-loving employees working together to shape the future of pet health and wellness.</p> <p><strong>About the Industry</strong></p> <p>The pet insurance industry is more important than ever, offering peace of mind and financial protection for pet owners. The sector is expanding quickly, fueled by growing awareness of the need for accessible, high-quality veterinary care. With advances in veterinary medicine, pets now have access to the most effective treatments available, making pet insurance an essential component of modern pet care.</p> <p><em>P&amp;C License Preferred&nbsp;</em></p> <p>We’re hiring a<strong>&nbsp;Pet Insurance Sales Associate</strong> who thrives on movement, relationship-building, and making meaningful connections. This isn’t your typical desk job — you’ll be floating between our shelter partners in various locations, representing Fetch in person, and engaging pet parents face-to-face to share why Fetch’s coverage matters.&nbsp;</p> <p><strong>REQUIREMENTS</strong></p> <ul> <li>Representing Fetch as a confident, friendly, trusted advisor to sell pet insurance policies <strong>on-site </strong>to prospective pet parents at our partner location in the Chicago area</li> <li>Communicating competitive advantages of Fetch; demonstrating a deep understanding of Fetch and competitor pet health insurance products</li> <li>Turning prospects into loyal clients, raving fans, and repeat customers</li> <li>Accurately recording prospect and customer information in Fetch CRM</li> <li>Establishing productive, professional relationships with key personnel at our partner locations to assist in meeting performance objectives and partner expectations monthly</li> <li>Proactively assessing partner needs on an ongoing basis through onsite focus and follow-up meetings</li> <li>Collaborating with leadership to identify opportunities for new business</li> <li>Communicating with your peers via chat to identify challenges and successes</li> <li>Virtually attending monthly company meetings or check-ins as required</li> <li>Managing expense budget and submitting completed reports monthly</li> <li>Managing all administrative tasks and responsibilities relative to the partnership</li> <li>Living up to Fetch’s commitment to continuously exceed customer expectations</li> </ul> <p><strong>SKILLS</strong></p> <ul> <li>Ability to travel to various shelters across the country. Some travel may be regional and within driving distance, while other travel may be national and require air travel &nbsp;</li> <li>Ability to structure your work week during peak hours a must (Friday-Sunday) when it is most lucrative for the agent</li> <li>Active Property &amp; Casualty (P&amp;C) license or&nbsp;<em>willing to obtain a P&amp;C license at the expense of the Company within 30 days of employment (subject to state requirements)</em></li> <li>Proven self-starter with 3-5 years of in an animal care role</li> <li>Energized by being an industry pioneer</li> <li>Passion for prospecting new sales opportunities on a daily basis (must enjoy speaking with people face to face)</li> <li>Familiar with animal health or animal welfare a plus, but not required</li> <li>Ability to think and act independently within a fast-paced sales cycle</li> <li>Proven success in building relationships using a consultative, solution-focused approach</li> <li>Demonstrated customer service skills and the ability to understand Fetch's customers’ needs</li> <li>Must be willing to travel to various industry events as required</li> <li>Excellent verbal, interpersonal and written communication skills</li> <li>Excellent team player; proven ability to apply innovative ideas and critical thinking</li> </ul> <p><strong>Professional Traits</strong>&nbsp;that are not unique to this position, but necessary for Fetch employees:</p> <ul> <li>Exhibits excellent business judgment</li> <li>Positive attitude</li> <li>Sets the bar high for team standards&nbsp;</li> <li>Is action and results-oriented and self-reliant</li> </ul> <p><strong>Compensation</strong></p> <ul> <li>The pay range for this position is<strong> $55,000 - $100,000+</strong> on a full-time basis</li> <li>Along with base salary, your position may qualify for additional bonuses</li> <li>This position is eligible for the Company’s bonus plan(s)</li> <li>Up-to $5,000 relocation fee</li> </ul> <p><strong>Benefits &amp; Perks</strong></p> <p>At Fetch, we recognize the importance of work-life balance and prioritize our employees' mental health and well-being, ensuring everyone can flourish both professionally and personally. Not just pets, we want our employees to live their best lives too — here at Fetch, you have access to the valuable benefits listed below.&nbsp;</p> <ul> <li>Comprehensive Medical, dental, and vision plan for you and your family</li> <li>Health Savings Accounts (HSAs) and Flexible Spending Accounts (FSAs) are available&nbsp;</li> <li>Highly competitive 401(k) matching&nbsp;</li> <li>Generous 20-day PTO Policy, with rollover options. Earn an additional day of PTO each year on your anniversary with Fetch, for a maximum of 30 days</li> <li>Paid company (9) holidays, including (1) floating holiday</li> <li>Fetch Pet Insurance discount - up to 50% off, up to $1,000 savings/year</li> <li>Educational Assistance Program</li> <li>Fetch Discount Perks Program</li> <li>NYC Office Amenities: Pet-friendly environment, free lunch, snacks, and additional amenities; transit accessible</li> <li>Employee Referral Incentive</li> <li>Tuition Assistance</li> <li>Commuter Benefits</li> <li>Employee Assistance Program (EAP)</li> </ul> </div> </div> </div> </div> <div class="footer"> <div id="careers-page-footer" class="no-subscribe"> <div> <div id="copyright-links"></div> </div> </div> </div><div class="content-pay-transparency"><div class="pay-input"><div class="title">Pay Range</div><div class="pay-range"><span>$55,000</span><span class="divider">&mdash;</span><span>$100,000 USD</span></div></div></div><div class="content-conclusion"><p></p> <p><strong>Recruiting Fraud Alert</strong></p> <p>At Fetch, your personal information and online safety are paramount. Please be aware that only Fetch Recruiters and Hiring Managers will contact you regarding your application or background. All official communications from Fetch employees will originate from a fetchpet.com email address. You will never be asked for payments, financial details, or sensitive information like social security numbers by our Recruiters or Hiring Managers.</p> <p><br><br></p> <p><strong>EEO Statement</strong></p> <p><strong>Fetch is proud to be an equal opportunity employer.</strong></p> <p>We’re committed to building a workplace that reflects the diversity of pet parents everywhere—hiring and developing individuals from all backgrounds and experiences to strengthen our inclusive, collaborative culture. We welcome applications from all qualified candidates regardless of race, color, religion, national origin, sex, gender, age, marital status, appearance, sexual orientation, gender identity or expression, family responsibilities, disability, medical condition, student status, political affiliation, military or veteran status, citizenship, genetic information, or any other status protected by law. Fetch will provide reasonable accommodations for individuals with disabilities throughout the hiring process.&nbsp;</p> <p>If you need assistance or an accommodation to apply, please contact us at people@fetchpet.com</p> <p><br>Read our Privacy Notice for <a href="https://www.fetchpet.com/privacy-policy#Cali">California Residents</a></p> <p></p></div>

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