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Evening Insurance Sales Jobs in Springfield, MA (NOW HIRING)

Empire Today LLC

Outside Sales Representative

Hartford, CT · On-site

$50K - $70K/yr

Access to Direct Seller Perks including medical, dental, vision, and life insurance options,* and ... Availability for evening & weekend appointments * Direct Seller Contract * Delivery of excellent ...

Empire Today

Outside Sales Representative

Hartford, CT

$50K - $70K/yr

Access to Direct Seller Perks including medical, dental, vision, and life insurance options,* and ... Availability for evening & weekend appointments * Direct Seller Contract * Delivery of excellent ...

Erie Home

Residential Sales Consultant

Bloomfield, CT

$125K - $250K/yr

W-2 Employee Benefits: medical, dental, vision, life insurance, & 401k with company match ... Midday, evening, & weekend availability * Valid driver's license, reliable transportation with auto ...

Erie Home

Outside Sales Representative

Bloomfield, CT · On-site

$125K - $250K/yr

W-2 Employee Benefits: medical, dental, vision, life insurance, & 401k with company match ... Midday, evening, & weekend availability * Valid driver's license, reliable transportation with auto ...

Fish Window Cleaning

Sales person

Windsor Locks, CT · On-site

$18 - $25/hr

We work no evening hours, weekends or holidays! If this sounds like a good fit for you, apply to ... You need reliable transportation, proof of insurance, and a valid driver's license to be considered ...

Erie Home

In Home Sales Representative

Bloomfield, CT

$125K - $250K/yr

W-2 Employee Benefits: medical, dental, vision, life insurance, & 401k with company match ... Midday, evening, & weekend availability * Valid driver's license, reliable transportation with auto ...

Gap

Retail Sales Associate - Holyoke

Holyoke, MA

$15 - $16/hr

Agreeable to work a flexible schedule to meet the needs of the business, including holiday, evening ... Medical, dental, vision and life insurance.* * See more of the benefits we offer. *For eligible ...

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Showing results 1-20

All JobsEvening Insurance Sales JobsEvening Insurance Sales Jobs in Springfield, MA

Evening Insurance Sales information

See Springfield, MA salary details

$27.9K

$45.5K

$64.3K

How much do evening insurance sales jobs pay per year?

As of Aug 4, 2026, the average yearly pay for evening insurance sales in Springfield, MA is $45,502.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,900.00 and $51,300.00 per year, depending on experience, location, and employer.

What is the difference between Evening Insurance Sales vs Day Insurance Sales?

AspectEvening Insurance SalesDay Insurance Sales
Work HoursPrimarily evenings and weekendsStandard daytime hours, typically 9am-5pm
Work EnvironmentOffice or remote, with flexible hoursOffice-based, regular business hours
Required CredentialsInsurance license, sales experienceInsurance license, sales experience
Industry UsageCommon in retail and direct sales settings

Both Evening Insurance Sales and Day Insurance Sales require similar credentials and industry knowledge. The main difference lies in work hours and environment, with evening roles offering flexibility for those who prefer or need to work outside traditional hours. Understanding these differences can help job seekers choose the schedule that best fits their lifestyle.

What are the most commonly searched types of Insurance Sales jobs in Springfield, MA? The most popular types of Insurance Sales jobs in Springfield, MA are:
What are popular job titles related to Evening Insurance Sales jobs in Springfield, MA? For Evening Insurance Sales jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Evening Insurance Sales jobs in Springfield, MA look for? The top searched job categories for Evening Insurance Sales jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Evening Insurance Sales jobs? Cities near Springfield, MA with the most Evening Insurance Sales job openings:
Evening Insurance Sales jobs near you

Risk Advisor, Large Commercial Lines

Smith Brothers Insurance

Glastonbury, CT • On-site

Full-time

Medical, Dental, Retirement, PTO

Re-posted 22 days ago

Job description

Work Arrangement: This full-time role follows an in-office schedule, with an expectation of working on-site in Glastonbury, CT, with limited flexibility as needed.
The Risk Advisor, Large Commercial Lines, is responsible for generating new business and expanding client relationships within the property & casualty commercial marketplace. This role focuses on identifying and cultivating large, complex accounts, delivering strategic risk solutions, and partnering with internal resources to provide a superior client experience. The Risk Advisor drives revenue growth through proactive prospecting, strong market expertise, and a consultative sales approach tailored to sophisticated commercial clients.
Responsibilities
  • Build and manage a pipeline of large commercial prospects through proactive outreach, networking, and market engagement to achieve sales goals.
  • Develop tailored risk strategies and insurance solutions for complex commercial clients.
  • Collect detailed risk and underwriting information including survey data and loss history.
  • Lead the sales process from prospecting to close, including presentations, proposals, and negotiation.
  • Strengthen relationships with carriers and underwriting partners to secure competitive program options.
  • Participation in Sales Team Meetings, workshops, and events expected.
  • Maintain complete, accurate, and timely CRM entries to ensure full visibility and accountability throughout the sales process.
  • Collaborate with internal teams, carrier marketing, service, risk management, claims, and specialty practices, etc. to deliver an exceptional client experience.
  • Develop cross lead opportunities for other products within Smith Brothers.
  • Maintain strong knowledge of market trends, industry risks, and coverage innovations within large commercial P&C.
  • Stay informed and help resolve any client issues when needed.
  • Expand and retain a profitable book of business through ongoing client relationship management.
  • Actively participate in renewal strategy and client review meetings to support strong retention and ensure clients remain protected, satisfied, and committed year over year.
  • Represent the agency at industry events, associations, and networking opportunities to drive brand presence and lead generation.
  • Build and maintain strong relationships with all stakeholders.
  • Stay current on industry trends, products, and regulatory changes.
  • Follow department and agency defined processes, procedures, and workflows.
  • Use the agency management system for daily work, documentation, and tasks, while following agency processes, confidentiality standards, and quality expectations.
  • Take on projects and other work as assigned.
  • Participate in ongoing development.
  • Use Microsoft Office, business tools, and AI solutions (e.g., Copilot, ChatGPT) to work efficiently.
  • Collaborate with team members, provide backup support, and uphold the agency's purpose, values, and culture.
  • Demonstrate alignment with our purpose, values, and culture.

Desired Skills
  • Ability to meet goals and objectives.
  • Strong analytical skills and structured problem solving approach.
  • Excellent communication, collaboration, interpersonal, and conflict resolution skills.
  • Strong organization and time management skills.
  • Ability to influence across levels and build trust with diverse stakeholders.
  • Ability to manage multiple priorities in a fast-paced environment.
  • Strong MS Office skills, with experience working in agency management systems, benefits administration tools, and carrier platforms.
  • Proficiency with AI tools, AI-assisted workflows, and ability to learn new/future technologies and tools.
  • Committed to continuous learning and professional development.
  • Collaborative team player who contributes to a positive team culture through actions and behaviors.
  • Self-motivated, strong work ethic, adaptable, and resilient.
  • Team player who consistently defaults to good.

Qualifications
  • 3 - 5+ years of large P & C insurance experience in a sales focused role, at independent agency preferred.
  • Bachelor's degree in business, finance, risk management, or related field preferred; high school diploma or equivalent required.
  • Active Property & Casualty Insurance license in good standing.
  • Prior experience in prospecting, building a pipeline, and closing new business.
  • Experience working with carriers, underwriting, carrier marketing, coverage placement, and service teams.
  • Knowledge of risk management, insurance products, market dynamics, and consultative sales processes.

General Working Conditions
  • Dynamic environment with frequent communication via in person, video, and phone.
  • Offsite client, network, and prospect meetings require non-standard normal working hours - expect evening events and travel as normal course of business.
  • Ability to view computer monitors for extended periods of time.
  • Culture rooted in collaboration, integrity, trust, respect, creativity, and fun.

Qualifying positions will also be eligible for comprehensive benefits, such as participation in family medical and dental insurance programs, 401K plan, PTO, licensing, and continuing education reimbursement.
Must be authorized to work in the United States on a full-time basis without Company sponsorship.
Smith Brothers Insurance, LLC is an equal opportunity employer. All qualified applicants will receive consideration without regard to race, color, religion, gender, affectional or sexual orientation, gender identity or expression, national origin, ancestry, nationality, age, disability, marital or domestic partnership or Civil Union status, pregnancy, family medical history or genetic information, atypical cellular or blood trait, military service or any other status protected by law.
This job description is only a summary of the typical functions of the job, not an exhaustive or comprehensive list of all possible responsibilities, tasks, and duties. Duties, responsibilities, and activities may change at any time with or without notice, based on business needs. This description does not constitute a contract of employment, and we reserve the right to revise the job description and/or require other tasks be performed as circumstances change.
About Smith Brothers
Smith Brothers Insurance is a Top 100 National Broker with over 50 years of being independently operated. We are multi-disciplined with expertise in Commercial Lines, Personal Lines, Employee Benefits, Surety, Group Retirement Plans including 401(k) and 403(b) Plans, Risk Management, and Financial Services.

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