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Insurance Sales Weekend Jobs in Wisconsin (NOW HIRING)

Platinum Supplemental Insurance, Inc.

$75K/yr

Weekends Off : A Monday-Thursday work schedule means you get every weekend free for family time or ... in sales. About Platinum Platinum Supplemental Insurance specializes in helping individuals ...

Platinum Supplemental Insurance, Inc.

$75K/yr

Weekends Off : A Monday-Thursday work schedule means you get every weekend free for family time or ... in sales. About Platinum Platinum Supplemental Insurance specializes in helping individuals ...

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All JobsInsurance Sales JobsInsurance Sales Weekend JobsInsurance Sales Weekend Jobs in Wisconsin

Insurance Sales Weekend information

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.

Can I sell insurance on weekends?

Insurance sales jobs often offer flexible schedules, and many agents sell policies on weekends to accommodate clients' availability. However, specific working hours depend on the employer, licensing requirements, and whether the role involves in-person or remote sales. It is common for insurance agents to work outside traditional weekday hours, including weekends, especially during busy periods or for client convenience.

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 dedicating flexible hours to client meetings and sales activities.

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.

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.

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 job dissatisfaction.

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 most commonly searched types of Insurance Sales jobs in Wisconsin? The most popular types of Insurance Sales jobs in Wisconsin are:
What cities in Wisconsin are hiring for Insurance Sales Weekend jobs? Cities in Wisconsin with the most Insurance Sales Weekend job openings:
Insurance Sales Weekend jobs near you

Insurance Sales Agent

Rural Mutual Insurance - Hidden Valleys

Richland Center, WI • On-site

Full-time

Posted 2 days ago

New

Job description

Description
Insurance Agent
Stop Climbing Someone Else's Ladder.
Build Something Meaningful.
You've developed skills that make a difference: building trust, leading under pressure, staying disciplined when things get hard, and showing up for the people counting on you.
Rural Mutual Insurance is looking for people who are ready to put those skills to work in a business they can grow and be proud of, in Richland Center and the surrounding communities.
Who Thrives Here
Insurance experience is valued but not required. Success in this role comes from the ability to build relationships, earn trust, stay organized, and serve others.
Many of our successful agents have backgrounds in:
  • Insurance and financial services
  • Military service, law enforcement, fire service, and emergency response
  • Education, coaching, and school administration
  • Community banking, mortgage lending, and agricultural finance
  • Small business ownership, contracting, and farm operations
  • Hospitality, retail management, and customer service leadership
  • Business development, account management, and professional sales
  • Healthcare, nonprofit leadership, and community organizations
  • Early-career professionals in business, agriculture, finance, communications, or related fields

If you've spent your career helping people, solving problems, leading teams, serving your community, or building relationships, you may already have the foundation to succeed. We'll provide the training, licensing support, and coaching to help you build the rest.
The Opportunity
As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking over your shoulder. It is an opportunity with structure, support, and a clear path to long-term growth.
What building your career looks like:
  • Develop relationships with individuals, families, farmers, and business owners
  • Identify customer risks and match them with the right insurance solutions
  • Build referral networks with local professionals, lenders, and community leaders
  • Participate in community organizations and local events
  • Create and execute a business plan with support from your manager
  • Grow a book of business that generates long-term, recurring revenue

Compensation and Growth
Financed Agents receive a base salary, commissions, and bonus opportunities. Starting salaries are typically around $48,000 annually. Total first-year earnings for agents meeting performance expectations generally range between $75,000 and $85,000, though actual earnings vary based on production and business results. As Financed Agents transition into Career Agent roles, income continues to grow through new business production and retention.
The financing model exists for a reason: it gives you the runway to build relationships the right way, without the pressure of needing to close a sale in week one. Your income grows as your business grows.
Agents who commit to the process and invest in their community see significant income growth in years two and three as referrals build, renewals compound, and their reputation takes hold.
Why Rural Mutual
Rural Mutual has served Wisconsin exclusively for more than 90 years. That singular focus is not a limitation. It is a competitive advantage.
It means:
  • Local underwriting decisions made by people who know Wisconsin
  • Deep credibility with the farming, small business, and rural communities you will serve
  • A trusted brand that opens doors in communities where reputation is everything
  • Commercial and farm product depth that creates real opportunity beyond personal lines

What we provide to set you up for success:
  • Comprehensive licensing support and pre-licensing training
  • Structured onboarding and a clearly defined ramp period
  • One-on-one coaching from an experienced manager
  • Marketing resources, tools, and ongoing development programs
  • Access to underwriting professionals who work alongside you
  • A community of agents across Wisconsin invested in each other's success

What It Takes to Succeed Here
Agents who are most successful in this role tend to be:
  • Driven by relationships, not transactions
  • Comfortable with accountability and honest about your performance
  • Active in your community or eager to become a recognized part of it
  • Resilient enough to keep going when the first month is harder than you expected
  • Forward-thinking enough to treat this like the business it is, not a job
  • Coachable enough to follow a proven system while it is still new to you

This is not the right fit if you are looking for a predictable routine, a capped salary, or a role where showing up is enough. The ceiling here is high, but so is the standard.
Ready to Build Something Meaningful?
If you have read this far and something feels familiar, that recognition is worth paying attention to.
We are building a team of agents across Wisconsin who are serious about serving their communities and building businesses they are proud of. If that is you, we want to talk.
Rural Mutual Insurance Company | Together We Keep Wisconsin Strong
Rural Mutual Insurance is proud to be an Equal Opportunity Employer. We are committed to creating an inclusive environment and welcome candidates of all backgrounds, experiences, and perspectives.
Responsibilities
• Cultivate and maintain strong relationships with clients, ensuring their insurance needs are met with personalized solutions.
• Identify potential risks for clients and recommend appropriate insurance products to safeguard their assets.
• Develop and implement a strategic business plan to grow your client base and achieve sales targets.
• Engage with local communities by participating in events and organizations to build a network of referrals.
• Collaborate with underwriting professionals to tailor insurance packages that align with client requirements.
• Provide exceptional customer service by promptly addressing inquiries and resolving any issues that arise.
• Stay informed about industry trends and product updates to offer clients the most current and relevant advice.
Qualifications
$45

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