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Outside Sale Representative Jobs in Springfield, MA

Parksite

Outside Sales Rep

Springfield, MA · On-site

$90K - $100K/yr

JOB SUMMARY The Outside Sales Representative (OSR) is responsible for profitably growing Atlantic Plywood's sales through disciplined territory management, strategic selling, and a relentless focus ...

TIMEPROOFUSA

Outside Sales Representative

Hartford, CT

$150K - $320K/yr

...   As an Outside Sales Representative, you'll run pre-set, qualified appointments, educate ... and close the sale. * Partner with your Sales Manager and team for ongoing coaching, joint ...

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All JobsOutside Sale Representative JobsOutside Sale Representative Jobs in Springfield, MA

Outside Sale Representative information

See Springfield, MA salary details

$29.9K

$77.8K

$164.9K

How much do outside sale representative jobs pay per year?

As of Aug 9, 2026, the average yearly pay for outside sale representative in Springfield, MA is $77,769.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,300.00 and $89,700.00 per year, depending on experience, location, and employer.

What is an outside sale representative?

Outside Sales Representatives are professionals who sell products or services by meeting potential and existing clients face-to-face, typically outside of a traditional office setting. They are responsible for generating leads, building relationships, presenting sales pitches, and closing deals in person. Their roles often require travel within a designated territory and the ability to work independently. Strong communication and negotiation skills are essential, as well as in-depth knowledge of the products or services they sell.

What is the difference between Outside Sale Representative vs Inside Sales Representative?

AspectOutside Sale RepresentativeInside Sales Representative
CredentialsSales experience, sometimes industry-specific certificationsSales experience, often similar certifications
Work EnvironmentTraveling to client locations, field-basedOffice or remote, phone and online communication
Employer & Industry UsageCommon in manufacturing, wholesale, B2B salesCommon in tech, retail, service industries
Search & Comparison IntentPeople comparing field sales rolesPeople exploring inside sales careers

Outside Sale Representatives primarily travel to meet clients face-to-face, focusing on building relationships in the field. Inside Sales Representatives work mainly from the office or remotely, handling sales via phone or online. Both roles require strong sales skills and industry knowledge, but differ in work environment and daily activities.

What are some common challenges faced by outside sale representatives, and how can they be overcome?

Outside Sales Representatives often encounter challenges such as building rapport with new clients, managing a variable schedule, and meeting sales targets in competitive markets. Success in this role requires persistence, excellent time management, and adaptability to different customer needs. Leveraging CRM tools, maintaining a consistent follow-up routine, and continuously seeking product knowledge can help overcome these obstacles. Additionally, collaborating closely with internal teams for support and insights can enhance overall performance and client satisfaction.

What are the key skills and qualifications needed to thrive as an outside sale representative, and why are they important?

To thrive as an Outside Sales Representative, you need strong sales acumen, persuasive communication, and a proven record of meeting targets, typically supported by a high school diploma or bachelor's degree in business or a related field. Familiarity with CRM software, sales analytics tools, and mobile communication platforms is often required. Self-motivation, resilience, and relationship-building skills help differentiate top performers in this role. These abilities enable representatives to build lasting client relationships, effectively manage territories, and drive consistent revenue growth.
What are popular job titles related to Outside Sale Representative jobs in Springfield, MA? For Outside Sale Representative jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Outside Sale Representative jobs in Springfield, MA look for? The top searched job categories for Outside Sale Representative jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Outside Sale Representative jobs? Cities near Springfield, MA with the most Outside Sale Representative job openings:
Outside Sale Representative jobs near you
Infographic showing various Outside Sale Representative job openings in Springfield, MA as of August 2026, with employment types broken down into 89% Full Time, 9% Part Time, and 2% Contract. Highlights an 66% Physical, 1% Hybrid, and 33% Remote job distribution, with an average salary of $77,769 per year, or $37.4 per hour.

Outside Sales Representatives

Rustman Agency

Glastonbury, CT • On-site

Full-time

Medical, Life

Re-posted 10 days ago

Job description

Join a Mission with Meaning - Help Families Secure Their Future
The Rustman Agency is expanding and actively seeking driven Outside Sales Representatives to help protect families with personalized life insurance solutions. In this role, you will meet with clients virtually, in their homes, or in your local community to assess their needs and recommend the right coverage.
This opportunity is ideal for self-starters who are motivated by building relationships, creating their own schedule, and earning without limits.
Key Responsibilities
Meet with qualified leads in person, virtually, or in-home
Conduct needs-based assessments and recommend appropriate insurance solutions
Build long-term relationships based on trust, service, and integrity
Maintain and manage your sales pipeline with consistent follow-up
Represent The Rustman Agency professionally within your community and assigned territory
Achieve or exceed monthly sales goals
What We Offer
Qualified leads and marketing support
Performance incentives
Flexible schedule with remote autonomy
Ongoing professional training and mentorship
Defined career path toward leadership and agency development
What We're Looking For
Strong communication and interpersonal skills
Experience in outside sales, direct sales, or other client-facing roles preferred
Self-motivated, goal-driven, and coachable professionals
Life and Health Insurance license, or willingness to obtain one quickly
A desire to make an impact in your community through meaningful service
Make a difference while building a rewarding and flexible career. Join The Rustman Agency and be part of a team that helps families gain financial peace of mind through integrity, service, and results.
Apply today to take the next step in your professional journey.
Department Sales Department Locations CT, Glastonbury

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