Hybrid
Remote
E-Commerce
himalayas
About this role
Jerry is the #1 rated app for car owners. We help over 5 million people save money on insurance, repairs, and loans—all in one place. Since 2019, we’ve become one of the fastest-growing tech companies in the U.S.We are looking for Remote Inbound Sales Agents who come from top-tier retail/service backgrounds like the Apple Store, Chick-Fil-A, Trader Joe’s or Costco.
We are hyper-focused on unreasonable hospitality and are looking for ambitious individuals who are friendly, hard-working, and are incredibly service-oriented.This role may be a fit for you if: You know that people don’t just come to a place for the product, they come for the experience.
You know how to make a customer feel welcome, taken care of, and will go above and beyond to give them an incredible experience. You’ve excelled in your retail job but are looking to transition into a long-term career with serious growth potential You’re self-motivated and would enjoy a remote environment.
This role can be done 100% remotely (goodbye, sore feet at the end of a long day!) You thrive in a fast-paced & tech-focused environment: you’re used to handling several things at once while staying friendly. We’ll give you the best tools and tech to make that easy.
What you’ll actually do:
Go through (paid) training and insurance licensing (note: you must pass your licensing exam to legally sell insurance) Guide engaged users through the insurance purchasing process. There’s no cold-calling, these people have already started their insurance search in our app Simplify the Process: Help customers compare 55+ different insurance companies to find the one that fits their budget.
Solve Problems: Listen to a customer’s concerns and find a solution that makes them feel confident in their choice. Close the Deal: Help customers finalize their new policy right then and there. What’s in it for you? Pay: $19.00 - $21.00 per hour plus uncapped commission. *Our most successful team members typically earn $100,000+ per year. We P
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Uncapped
OTE
$0k (range: $0k–$0k)
Ramp Period
Not mentioned — clarify timeline
Selling Motion
Prospecting
Inbound-Led
Marketing-generated leads and demo requests
Buyer Persona
Individual / End-User
Bottom-up adoption, user-level selling
Requirements at a Glance
Typical Day — Sales Rep
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
No ceiling on earnings
Location flexibility
E-Commerce — Interview Intel
Typical Sales Cycle
14–60 days (SMB merchants) · 2–6 months (enterprise retail)
Common Buyer Objections
- "Platform migration is too risky mid-season"
- "Our current solution is "good enough""
- "Need to see ROI within first quarter"
- "Integration with our fulfillment stack"
Key Industry Metrics
Hot Topics to Reference
- • Social commerce and TikTok Shop
- • AI-powered personalization
- • Headless commerce architecture
- • Same-day delivery expectations
Use these insights to speak the buyer's language in interviews.
Tags
Why are you interested in this role?
Template questionWhat motivates you in a sales environment?
Template questionHow do you handle rejection?
Template questionThis remote sales associate - retail/service backgrounds welcome! position with Jerry offers an opportunity to develop your sales career in a competitive market.
Revenue targets may be tied to merchant onboarding or GMV growth.
This remote-friendly role provides geographic flexibility while maintaining access to a e-commerce market.
The compensation range of $0k–$0k OTE suggests a standard package for this market segment.
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