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Insurance Sales Weekend Jobs in Illinois (NOW HIRING)

Freeway Insurance

Insurance Sales Manager

Rockford, IL

$16 - $19/hr

Excellent written and verbal communication skills Insurance Sales Insurance Agent Hiring Immediately Freeway Auto Insurance As permitted by applicable law and from time-to-time, Confie may use a ...

Freeway Insurance

Insurance Sales Manager

Woodstock, IL · On-site

$16 - $19/hr

Excellent written and verbal communication skills Insurance Sales Insurance Agent Hiring Immediately Freeway Auto Insurance As permitted by applicable law and from time-to-time, Confie may use a ...

Freeway Insurance

Insurance Sales Manager

Chicago, IL

$17 - $19/hr

Excellent written and verbal communication skills Insurance Sales Insurance Agent Hiring Immediately Freeway Auto Insurance As permitted by applicable law and from time-to-time, Confie may use a ...

Comparion Insurance Agency

$50K - $76K/yr

Sales - Comparion Description We are looking for an Insurance Sales Associate to join our team in our Orland Park, IL office. This is not a remote position. Must reside in the state of IL. We're ...

Carol Shaw Agency

Insurance Sales

Monmouth, IL · On-site

$60K - $75K/yr

Develop insurance quotes, make sales presentations, and close sales. * Develop ongoing networking relationships with Real Estate Agents, Mortgage Lenders, Title Companies, Auto Dealers, etc. * Share ...

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All JobsInsurance Sales JobsInsurance Sales Weekend JobsInsurance Sales Weekend Jobs in Illinois

Insurance Sales Weekend information

What is an insurance sales weekend job?

Insurance Sales Weekend jobs involve selling insurance policies—such as auto, health, life, or home insurance—primarily during weekends. These roles may suit individuals seeking part-time or flexible work schedules, such as students or those supplementing existing income. Weekend insurance sales agents engage with potential clients, assess their insurance needs, explain policy options, and help customers choose the best coverage. The role often includes a mix of phone, online, and in-person interactions, and may involve meeting sales targets or earning commission.

What are the key skills and qualifications needed to thrive as an insurance sales professional working weekends?

To thrive as an Insurance Sales professional on weekends, you need strong sales abilities, knowledge of insurance products, and typically a state-specific insurance license. Familiarity with CRM software, online quoting tools, and digital communication platforms is often required. Excellent interpersonal skills, self-motivation, and the ability to build trust quickly help you stand out in this customer-facing role. These skills ensure you can effectively engage clients, close sales, and maintain compliance in a competitive, time-sensitive environment.

What are some common challenges faced by insurance sales professionals working on weekends, and how can they be addressed?

Insurance sales professionals working on weekends often face challenges such as reaching decision-makers who may be unavailable or less willing to discuss policies outside regular business hours. However, weekends can also provide opportunities to connect with clients who are too busy during the week. Successful agents typically adapt by being flexible with their scheduling, offering virtual consultations, and focusing on relationship-building. Proactive communication and clear follow-ups are key strategies to overcome these challenges and maximize weekend productivity.

What is the difference between Insurance Sales Weekend vs Insurance Agent?

AspectInsurance Sales WeekendInsurance Agent
CertificationsOften no formal certifications required, but some knowledge of insurance products helpsRequires state licensing and certifications to sell insurance
Work EnvironmentTemporary, event-based, often part-time or seasonalFull-time or part-time, office or client-facing settings
Employer & Industry UsageUsed by insurance companies for promotional or sales eventsEmployed directly by insurance companies or agencies to sell policies
Search & Comparison IntentPeople looking for short-term sales opportunities or event-based rolesIndividuals seeking ongoing sales careers in insurance

Insurance Sales Weekend roles are typically short-term, event-based sales opportunities that may not require formal licensing, whereas Insurance Agents are licensed professionals who sell insurance policies on a regular basis. The roles differ mainly in duration, certification requirements, and employment structure, with Insurance Agents pursuing continuous careers in the industry.

Can I do insurance sales as a side hustle?

Insurance sales can often be pursued as a side hustle, as many agents work part-time or freelance to supplement their income. Success typically requires obtaining relevant licenses, such as a state insurance license, and managing flexible schedules to accommodate client appointments outside of full-time work hours.

Why do most insurance sales weekend agents quit?

Most insurance sales weekend agents quit due to the challenging nature of the job, which often involves high rejection rates, inconsistent income, and the need for strong sales skills. The part-time schedule and pressure to meet sales targets can also lead to burnout and turnover.

What are the most commonly searched types of Insurance Sales jobs in Illinois?

The most popular types of Insurance Sales jobs in Illinois are:

What cities in Illinois are hiring for Insurance Sales Weekend jobs?

Cities in Illinois with the most Insurance Sales Weekend job openings:

Insurance Sales Weekend jobs near you

Insurance Sales Representative

Elizabeth Robles Farmers Insurance

Des Plaines, IL • On-site

$40K - $65K/yr

Full-time

Dental, Vision, Life, PTO

Re-posted 9 days ago

Job description

Are You Ready to Build a Rewarding Career in Insurance Sales?

Join a dynamic and growing insurance agency in Mount Prospect, Illinois where your success is directly rewarded! We are looking for an ambitious Insurance Sales Representative to help individuals and businesses find the right insurance solutions. Whether you're an experienced producer or looking to grow in the industry, this role offers strong earning potential, ongoing training, and career advancement opportunities.

Acquire new clients to our insurance agency by selling Auto, Renters, Homeowners, Life and many other insurance products.

Candidates will receive outstanding training, mentorship from established, successful agency owners and the opportunity for ownership of their own agency with successful completion of the program


Come work with The EVA Insurance Agency!


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)

Work from Home

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Hands on Training

Mon-Fri Schedule

Career Growth Opportunities


Responsibilities
  • Offer products such as Home, Auto, Business, and Life Insurance
  • Develop insurance quotes, make sales presentations, and close sales
  • Understanding prospects' needs and identifying sales opportunities
  • Creating and maintaining a database of current and potential customers
  • Staying informed about competing products and services
  • Having a ton of fun while being part of a competitive team

Requirements

  • Must possess a state of Illinois Property/Casualty License
  • Must possess a state of Illinois Life/Health License
  • Possess an upbeat, positive, and enthusiastic attitude.
  • Create relationships with prospects and clientele.
  • Proficiency to multi-task, follow-thru, and follow-up.
  • Leadership
  • Excellent Communication/interpersonal skills.
  • Confident, self-starter who works well independently.
  • Driven and goal-oriented individual.
  • Ability to tactfully handle stressful and difficult situations.
  • Be capable of handling customer rejection.