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Entry-Level Insurance Sales Training Position

Remote / Online - Candidates ideally in
Baltimore, Anne Arundel County, Maryland, 21276, USA
Listing for: AMWINS USA
Apprenticeship/Internship, Remote/Work from Home position
Listed on 2026-03-01
Job specializations:
  • Sales
    Business Development, Sales Representative, Sales Development Rep/SDR
Salary/Wage Range or Industry Benchmark: 60000 - 70000 USD Yearly USD 60000.00 70000.00 YEAR
Job Description & How to Apply Below

Overview

At Amwins, we succeed together — and have a good time doing it. We know people don't leave companies. They leave cultures — which is why we work so hard on ours. At Amwins, we thrive on collaboration, not cutthroat competition. Our teams work together to help each other succeed, and we do right by our clients so they can do right by theirs.

Our commitment to diversity, equity and inclusion helps cultivate an open, welcoming workplace that reflects the communities we serve. You will have the opportunity to volunteer within Amwins through a wide range of committees and in your community through the Amwins Foundation and Summer of Service. Working at Amwins means you love what you do, how you do it and, ultimately, who you do it with.

Learn more about us at  We see you in Amwins blue!

50/50 Entry Level Sales Position – Wholesale Marketing Representative

This position is based our of our office in Baltimore, MD.

Position Summary

This role consists of a 24 month training and development program that will prepare the participant to become a sales professional. The focus of the training program will be increasing new submissions, quotes and premium through the promotion of retail web based and telephone quoting systems.

Essential Functions
  • Increase new submissions, quotes and premium by performing the following:
  • Conduct at least 20 meetings with customers (in person or via video) a week to demonstrate web and phone quoting capabilities and register new users in order to drive new business submissions in the door
  • Weekly reporting of sales meetings that occurred each week and the forecasting of meetings scheduled for the upcoming weeks
  • Timely follow up and continuous communication with customers/prospects to find out and take advantage of additional opportunities
  • Systematic prospecting and arranging meetings with potential new customers, and with customers that have not reached their potential
  • Identify and establish a relationship with the key contacts making sure we are doing business with the right people in each retail operation
  • Work with their team to review web activity to spot trends positive and negative and addressing these trends immediately
  • Establish an active relationship with Regional Sales Manager and regularly discuss strategy and tactics including sales issues, travel and follow up
  • Pursue continuing education and insurance designations/licenses as outlined in the training and development plan
    • This will require self-study.
Travel

This is not a work from home position. Candidates are expected to work in the agency. The job does not require overnight travel with the exception of annual training conferences in Pennsylvania. Participants may travel locally to meet with prospects and clients and to attend networking events. They will be encouraged to participate in associations and conferences to further their network and understanding of the industry.

Required

Education and Experience
  • College degree OR equivalent business experience preferred but not required
  • Candidates will be expected to pursue continuing education and insurance designations/licenses as outlined in the training and development plan
    • This will require self-study.
  • Strong communication and organizational skills, networking and relationship ability and ability to work independently in a fast paced environment
  • Remain flexible under the pressure of a heavy workload and critical deadlines
  • Open to coaching and continuous improvement

Pursuant to Maryland regulation, the compensation range for this position is as stated and includes eligibility for performance-based bonuses.

Maryland Pay Range: $60,000 USD - $70,000 USD

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