Customer Strategist - Digital Quoting

Other Jobs To Apply

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination: Progress.

As a customer strategist supporting digital quoting, you’ll help shape the experience that enables insurance agents to receive fast, accurate quotes on the platforms they already use for our Commercial Auto product.

Working at the intersection of customer experience, data, and technology, you will deliver the strategy for the end-to-end third-party Auto quoting experience — from Progressive data collection and rate display on partner platforms, through API integration, to a seamless quote-to-sale hand-off. You will use quantitative and qualitative data to identify experience gaps, translate insights into clear, prioritized recommendations, and influence solutions that improve the quote-to-sale journey and drive high-value quote volume. In this role, you will also align cross-functional partners across IT, Analytics & Data Science, and Third-Party Vendor Management to bring solutions to life while helping shape the roadmap for expansion into new partners and emerging technologies.

This is a remote position with occasional travel to an office for meetings and/or training.

Must-have Qualifications

  • A minimum of eight years of related professional work experience (e.g., definition and delivery of products through digital, voice, and agent channel experiences).
  • {OR} Bachelor's degree or higher and a minimum of five years of related professional work experience (e.g., definition and delivery of products through digital, voice, and agent channel experiences).
Preferred Skills
  • Experience evaluating insurance agency workflows, comparative raters, agency management systems, or third-party distribution platforms.
  • Ability to connect the dots between user experience, data, and technology while tying them to business outcomes.
  • Comfortable with ambiguity and skilled at using data and customer insights to identify gaps and shape solutions that address real user needs.
  • Ability to bring people together, welcome diverse perspectives, and thrive in a highly technical, collaborative environment.
  • Experience using and applying AI to solve real business problems.
  • Experience in Property & Casualty insurance, with commercial lines experience desired
Compensation
  • $81,400 - $131,200/year depending on position level and experience
  • Gainshare annual cash incentive payment up to 30% of your eligible earnings based on company performance
Benefits
  • 401(k) with dollar-for-dollar company match up to 6%
  • Medical, dental & vision, including free preventative care
  • Wellness & mental health programs
  • Health care flexible spending accounts, health savings accounts, & life insurance
  • Paid time off, including volunteer time off
  • Paid & unpaid sick leave where applicable, as well as short & long-term disability
  • Parental & family leave; military leave & pay
  • Diverse, inclusive & welcoming culture with Employee Resource Groups
  • Career development & tuition assistance
  • Onsite gym & healthcare at large locations
Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.

For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://careers.progressive.com/pages/how-we-hire-faq-job-scams/

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

Other Jobs To Apply

STORE MANAGER CANDIDATE IN HOT SPRINGS AR

STORE MANAGER CANDIDATE IN HOT SPRINGS AR

Remote Hospice Triage RN PT 3:30p-11p + rotating Sat & Sun 7:30a-4p CST

Remote Hospice Triage RN PT 3:30p-11p + rotating Sat & Sun 7:30a-4p CST

Offshore Welder

Health Coach RN - remote (PA/NJ/DE)

-Remote Opportunity for Beginners | Entry-Level | Start Immediately

Evening/Weekend Inbound Warehouse Associate(Jacksonville)

United Airlines Reservations Representative (Remote)

Software Development Engineer, Amazon DSP, Amazon Ad Exchange

Physical Therapist/Physical Therapist Assistant - Telehealth MSK Care

Delivery Driver Amazon DSP (Starting PAY $22.75 Full Time w/ FULL Benefits Plus Tuition Assistance)

Compact RN Care Coach - Remote | High Performance Role

Delta Airlines Remote Customer Support - Work From Your Own Home

Remote Customer Service - Starts at 19/hour (No Degree Needed)

Area Manager Intern - Summer 2027 (California), University Recruiting

Part Time Warehouse Associate - Loader

Remote Pharmacy Tech: Patient Intake & Data Entry

Amazon Package Delivery Driver - Earn $17.00 - $25.00/hr

Machine Operator - All Levels (Entry/Skilled/Advanced)

Remote LTC Pharmacy Data Entry Technician

Warehouse Specialist (Part Time)

Aircraft Seat Assembler

Experienced English (US) Proofreaders (iGaming)

Warehouse Operator

United Airlines Reservations Representative (Remote)

United Airlines Reservations Representative (Remote)

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T2811) - Part-time

amazon work from home $15+/ Hour (Sign on Bonus!)!

Remote Hospital-at-Home RN | Telehealth Care Coordinator

Data Entry Clerk Work From Home - Part Time Focus Group Panelists

[Remote-Position] Overnight Remote Work Become a Remote Live

Urgently Hiring: Work At Home: Customer Experience: $15

Data Entry Specialist - Work From Home

Delta Remote Careers: Airlines Jobs With Work-From-Home Opportunities - Part Time

IT Systems Engineer Lead

Amazon Fulfillment Associate

Earn Extra Cash:Fulfillment Center-Logistics Associate(Centreville)

Stay-at-Home Moms 21–39: Help bless a family - Prior Birth Required Paid $50K-$85K - Now Hiring

Delivery Driver Amazon DSP 2225hr Incentives

Summer Nurse Extern 2027 — Mentored Clinical Practice

Membership Clerk - Full-time / Part-time

Delivery Driver | BROOKLYN | HIRING NOW!

Product Tester (Work From Home) – Keep Free Products + Weekly Pay

Warehouse Non-equipment Picker | $17.50/hr + Shift Differentials | Pick It. Pack It. Petco.

Work From Home Customer Support Agent – Flexible Schedule

Compassionate In-Home Caregiver (Part-Time, Flexible Schedule)

Remote Front Desk Receptionist

Senior Commercial Program Underwriter - Remote

Overnight Warehouse Associate - Sort & Reset