Regional Sales Representative Jobs in Maryland
Regional Sales Representative jobs in Maryland are open across Baltimore, Frederick, and Rockville and other Maryland metros, with employers like NFP, T. Rowe Price, and Simplot Company hiring at every experience level. Find a role that fits below and apply directly.
Find JobsOverview
Showing 5 of 25+ Regional Sales Representative jobs











INTRODUCTION
AmTrust Financial Services is seeking a Regional Sales Manager responsible for the marketing and sales of Workers Comp, BOP, Commercial package, and other specialty lines coverages to independent agencies. We are looking for a collaborative Sales Leader with strong communication skills and the ability to read, analyze and champion for our strategic initiatives and goals. Consistently delivers on AmTrust revenue goals and demonstrates a vision for sales success within our framework of corporate values.
This is an outside sales position, which may require extensive travel throughout the territory of Maryland and other states as necessary.
Responsibilities:
- Sets appointments and conducts face-to-face meetings with independent insurance agencies and brokers throughout the assigned territory.
- Executes territory marketing strategy to drive new business premium growth.
- Works closely with underwriting to monitor and follow-up on new business submissions and quoted accounts.
- Completes weekly agency visit reports.
- Actively participates in weekly sales calls, quarterly and annual sales team meetings.
- Performs on specific monthly, quarterly, and annual sales goals and revenue objectives.
- Trains agents on our products and underwriting appetite.
- Trains agents on use of online quoting and account management systems.
- Maintains an understanding of all AmTrust products, services and solutions and initiates discussions with other business units as appropriate.
- Develops an annual Business Development Strategy for the assigned territory.
- Exhibits knowledge of competitor products and capabilities along with general market trends.
BASIC QUALIFICATIONS:
- Demonstrate integrity and professionalism.
- Independent self-starter and ability to work remotely.
- Knowledge of the commercial P&C insurance industry, its products and services.
- Ability to drive results by identifying and resolving issues within scope of responsibility.
- Advanced communication skills.
- Knowledge of selling insurance products through intermediaries and distributors.
- Knowledge of Microsoft Office Suite and other business-related software.
EDUCATION & EXPERIENCE:
- 3+ years of insurance sales, marketing or related field equivalent.
- 4 year college degree or business equivalent.
- Insurance designations a plus.
The expected salary range for this role is $76,600-$140,000/year. Please note that the salary information shown above is a general guideline only. Salaries are based upon a wide range of factors considered in making the compensation decision, including, but not limited to, candidate skills, experience, education and training, the scope and responsibilities of the role, as well as market and business considerations.
WHAT WE OFFER:
AmTrust Financial Services offers a competitive compensation package and excellent career advancement opportunities. Our benefits include: Medical & Dental Plans, Life Insurance, including eligible spouses & children, Health Care Flexible Spending, Dependent Care, 401k Savings Plans, Paid Time Off.
AmTrust strives to create a diverse and inclusive culture where thoughts and ideas of all employees are appreciated and respected. This concept encompasses but is not limited to human differences with regard to race, ethnicity, gender, sexual orientation, culture, religion or disabilities.
AmTrust values excellence and recognizes that by embracing the diverse backgrounds, skills, and perspectives of its workforce, it will sustain a competitive advantage and remain an employer of choice. We see diversity as more than just policies and practices. It is an integral part of who we are as a company, how we operate and how we see our future.
See All 25 Regional Sales Representative Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
Find JobsRegional Sales Representative Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Regional Sales Representative Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring
- NFP6

- T. Rowe Price4

- Simplot Company2

- AmTrust Financial1

- Black Duck Software1

Top Industries Hiring
- Insurance8
- Investment & Asset Management4
- Agriculture & Farming2
- Biotechnology & Pharmaceuticals2
- Technology & Software2
What Maryland Employers Look For
The qualifications that appear most often in regional sales representative jobs across Maryland.
- Two or more years of B2B or territory sales experience in a relevant industry
- Demonstrated ability to meet or exceed assigned sales quotas consistently
- Proficiency with CRM platforms such as Salesforce or HubSpot for pipeline management
- Valid driver's license and willingness to travel regularly within an assigned territory
- Bachelor's degree in business, marketing, or a related field preferred
- Strong skills in prospecting, needs assessment, and solution-based sales presentations
Regional Sales Representative Jobs in Maryland: Frequently Asked Questions
How many regional sales representative jobs are there in Maryland?
There are 25+ regional sales representative openings in Maryland on Migrate Mate as of June 2026, with the most roles in Baltimore, Frederick, and Rockville. New positions post regularly as employers across Maryland hire.
How much do regional sales representatives make in Maryland?
Regional sales representatives in Maryland earn a median of about $73,080 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $44,170 for the lowest 10% to over $135,160 for the top 10%. Pay rises with experience, specialty, and employer.
Which Maryland cities have the most regional sales representative jobs?
Baltimore, Frederick, and Rockville have the most regional sales representative openings in Maryland right now, with additional roles spread across smaller metros statewide.
Which companies hire regional sales representatives in Maryland?
Employers hiring regional sales representatives in Maryland include NFP, T. Rowe Price, and Simplot Company, based on current listings on Migrate Mate as of June 2026.
Are there remote regional sales representative jobs in Maryland?
Yes. About 72% of regional sales representative openings tied to Maryland are remote or hybrid as of June 2026. The rest are on-site roles based in Maryland metros.
How do I apply for regional sales representative jobs in Maryland?
You can apply to regional sales representative jobs in Maryland directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Maryland location, then apply to each one that fits.
See All 25 Regional Sales Representative Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
Find Jobs