Entry Level Insurance Agent - Remote

Position Type: Independent Contractor

Compensation: Commission-Only


Lead Options: Marketing-Generated Leads Available For Purchase

About The Cascarella Agency

At The Cascarella Agency, we help families protect their financial future while empowering motivated professionals to build long-term success. Our culture is results-driven, supportive, and growth-oriented—there’s no cap on what you can achieve here.

Position Overview

We’re seeking driven, self-motivated individuals to join our team as Remote Insurance Agents. In this role, you’ll work one-on-one with clients to provide life insurance and financial protection solutions tailored to their needs—all from the comfort of your home and on your own schedule.

What We Offer

  • 100% commission-based pay with unlimited earning potential

  • Optional access to TCPA-compliant, marketing-generated leads through our in-house team

  • Fully remote work with complete schedule flexibility

  • Comprehensive training, mentorship, and ongoing support

  • Clear advancement paths, including the opportunity to build and lead your own agency

  • Performance-based incentives, including bonuses, trips, and recognition programs

Ideal Candidate Profile

  • Must reside in the United States

  • 18+ years old and able to pass a background check

  • Active Life Insurance License or willingness to obtain one with our guidance

  • Self-motivated, coachable, and goal-oriented

  • Sales experience is a plus, but not required

Ready to Get Started?

If you’re looking to take your career into your own hands, work remotely, and build a meaningful career in the insurance industry, apply today. A member of our leadership team will reach out with next steps.

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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...