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Outbound Sales Associate Jobs in Sun Prairie, WI

Customer Service Associate

Madison, WI · On-site

$14.50 - $20.25/hr

Customer Service Associate NOW is the right time to join our team!!! Do you want to apply your ... Are you comfortable making outbound calls to seek new or additional sales? * Do you have an ...

Customer Service Associate

Madison, WI · On-site

$14.50 - $20/hr

Under the direction of the Customer Service Manager, the Customer Service Associate will take ... Are you comfortable making outbound calls to seek new or additional sales? * Do you have an ...

Inside Sales Coordinator

Madison, WI · On-site

$40K - $54K/yr

Outbound and inbound calls * Developing Weekly call strategies * Assisting field sales team with ... Associate's degree in business or related * Experience and familiarity with distribution channels ...

Showing results 21-40

Outbound Sales Associate information

See Sun Prairie, WI salary details

$21.4K

$66.2K

$98.3K

How much do outbound sales associate jobs pay per year?

As of Aug 21, 2026, the average yearly pay for outbound sales associate in Sun Prairie, WI is $66,190.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,400.00 and $75,400.00 per year, depending on experience, location, and employer.

What is an outbound sales associate?

Outbound Sales Associates are professionals responsible for initiating contact with potential customers, typically by phone, email, or other communication channels, to promote and sell a company's products or services. Unlike inbound sales, which respond to customer inquiries, outbound sales associates proactively reach out to generate leads and close sales. Their duties often include identifying prospects, making cold calls, following up on leads, and maintaining detailed records of customer interactions. Strong communication and persuasion skills are essential for success in this role.

What are the key skills and qualifications needed to thrive as an outbound sales associate?

To thrive as an Outbound Sales Associate, you need strong communication, persuasion, and negotiation skills, often supported by a high school diploma or equivalent sales experience. Familiarity with CRM software, call center systems, and sales tracking tools is typically required. Resilience, adaptability, and a positive attitude are vital soft skills that help you handle rejection and build rapport with potential clients. These skills drive successful lead generation, customer acquisition, and achievement of sales targets in a competitive environment.

What are some common challenges faced by outbound sales associates and how can they be overcome?

Outbound Sales Associates often encounter challenges such as handling rejection, reaching decision-makers, and maintaining motivation during cold-calling campaigns. To overcome these, it's important to develop resilience, actively seek feedback, and continually refine your sales pitch. Collaborating with team members to share successful strategies and participating in regular training sessions can also help improve performance and confidence. Building a supportive environment and celebrating small wins can make the role more rewarding and sustainable.

What is the difference between Outbound Sales Associate vs Inside Sales Representative?

AspectOutbound Sales AssociateInside Sales Representative
Primary FocusProactively reaching out to potential clientsManaging inbound inquiries and follow-ups
Work EnvironmentTypically telephonic or digital outreach, often remoteOffice-based or remote, handling inbound leads
Required SkillsStrong communication, cold calling, persuasionCustomer service, relationship building, product knowledge
Common UsageSales prospecting and lead generationClosing sales from inbound leads and account management

While both roles involve sales activities, Outbound Sales Associates focus on proactively reaching out to potential clients through calls or emails, whereas Inside Sales Representatives primarily handle inbound inquiries and nurture existing leads. Understanding these differences helps in choosing the right career path or job search focus.

Is outbound sales a good job?

Outbound sales associates are responsible for reaching out to potential customers through calls or emails to generate sales. The role often involves strong communication skills, persistence, and the use of customer relationship management (CRM) tools. Compensation can include base salary and commissions, but job satisfaction depends on individual preferences and performance expectations.

What cities near Sun Prairie, WI are hiring for Outbound Sales Associate jobs?

Cities near Sun Prairie, WI with the most Outbound Sales Associate job openings:

Infographic showing various Outbound Sales Associate job openings in Sun Prairie, WI as of August 2026, with employment types broken down into 78% Full Time, 18% Part Time, 1% Temporary, and 3% Contract. Highlights an 82% Physical, 1% Hybrid, and 17% Remote job distribution, with an average salary of $66,190 per year, or $31.8 per hour.

Licensed Health & Life Insurance Financial Professional

Amerilife Group, LLC

Madison, WI • On-site

$150K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 days ago


AmeriLife rating

8.6

Company rating: 8.6 out of 10

Based on 11 frontline employees who took The Breakroom Quiz

90th of 311 rated insurance


Job description

Our Company

Explore how you can contribute at AmeriLife.

For over 50 years, AmeriLife has been a leader in the development, marketing and distribution of annuity, life and health insurance solutions for those planning for and living in retirement.

Associates get satisfaction from knowing they provide agents, marketers and carrier partners the support needed to succeed in a rapidly evolving industry.

Job Summary

Madison, WI (Onsite only - Madison WI - 5325 Wall St, Suite 2055, Madison, WI 53718)
Licensed Health and Life Insurance Financial Professional
Informed Choice Insurance Agency
About Us
Our mission is to educate our clients on the wide selection of local insurance plan options available and help them make informed decisions on which choice is right for them.
At Informed Choice, our services are no charge to our clients. This makes us uniquely different from other health and life insurance agents and companies because we're able to listen to our clients and give personalized recommendations for plans and coverage that work with our local providers and for our clients' specific needs.

Job Description

Perks and Benefits for Full-time Employees:

At Informed Choice we recognize how critical our team's hard work and dedication is in providing our clients with exceptional service. We are proud to offer our employees a competitive salary and benefits!

  • Competitive base salary with a bonus structure based on your new and renewal business
  • Fully company-funded healthcare coverage (medical, dental, and vision) for full-time employees
  • Complimentary life insurance, identity theft protection, and a 401(k) plan with matching contributions
  • Access to an Employee Assistance Program for added support
  • Optional voluntary benefits for extra peace of mind
  • Half-day Fridays from January through September, with full-day pay, to support work-life balance
  • Paid company holidays
  • Immediate access to paid time off, including sick leave
  • Opportunities for professional development to grow your skills and advance your career

Position Overview:
The Sales Associate role is a full-time, salaried position with sales incentives, paid time off and best-in-class company-paid benefits.The first-year salary is guaranteed with an uncapped incentive to market and sell the following products:

  • Medicare Plans
  • ACA - Individual Health, under 65
  • STM - Short-Term Medical
  • Travel Health Insurance
  • Dental
  • Vision
  • Long Term Care
  • Final Expense
  • Life Insurance
  • Ancillary - Hospital/Cancer plans
  • Fixed Annuities

Informed Choice provides inbound and outbound leads and cold calling is not required but highly encouraged to increase sales.Informed Choice has licenses in 3 states with a numerous number of (large and small) carriers to allow you to find the right fit for your client's needs.Our incentive program is uncapped with many agents earning above $150,000 per year. As a Sales Associate, you will be supported by Client Service Representatives to help you manage and sell to your clients.
Experience Required:

  • State license, health and life insurance; required
  • High school diploma or equivalent; required
  • BA in finance, business, economics, or a related field is a plus
  • Spanish speaking is a plus!

EEO Statement
Informed Choice Insurance Agency is proud to be an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We are committed to providing individuals with qualified disabilities reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. This policy applies to all employees and job applicants.

Pay Range:$50,000 - $150,000 per year

Office Address - Madison - 5325 Wall St, Suite 2055, Madison, WI 53718

What AmeriLife Offers

A comprehensive benefits package that includes PTO, medical, dental, vision, retirement savings, disability insurance, and life insurance.

Equal Employment Opportunity Statement

We are an Equal Opportunity Employer and value diversity at all levels of the organization. All employment decisions are made without regard to race, color, religion, creed, sex (including pregnancy, childbirth, breastfeeding, or related medical conditions), sexual orientation, gender identity or expression, age, national origin, ancestry, disability, genetic information, marital status, veteran or military status, or any other protected characteristic under applicable federal, state, or local law. We are committed to providing an inclusive, equitable, and respectful workplace where all employees can thrive.

Americans with Disabilities Act (ADA) Statement

We are committed to full compliance with the Americans with Disabilities Act (ADA) and all applicable state and local disability laws. Reasonable accommodations are available to qualified applicants and employees with disabilities throughout the application and employment process. Requests for accommodation will be handled confidentially. If you require assistance or accommodation during the application process, please contact us at HR@AmeriLife.com.

Pay Transparency Statement

We are committed to pay transparency and equity, in accordance with applicable federal, state, and local laws. Compensation for this role will be determined based on skills, qualifications, experience, and market factors. Where required by law, the pay range for this position will be disclosed in the job posting or provided upon request. Additional compensation information, such as benefits, bonuses, and commissions, will be provided as required by law. We do not discriminate or retaliate against employees or applicants for inquiring about, discussing, or disclosing their pay or the pay of another employee or applicant, as protected under applicable law. Pay ranges are available upon request.

Background Screening Statement

Employment offers are contingent upon the successful completion of a background screening, which may include employment verification, education verification, criminal history check, and other job-related inquiries, as permitted by law. All screenings are conducted in accordance with applicable federal, state, and local laws, and information collected will be kept confidential. If any adverse decision is made based on the results, applicants will be notified and given an opportunity to respond.


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