Insurance Sales Agent
$24 - $26 per hourHSA Bank
At HSA Bank, we’re working toward a world where everyone is empowered to save for a healthy future. Our offerings in the healthcare savings space drive down healthcare costs, increase access, and assist with decision‑making for consumers, health plans, partners, and advisors. Are you ready to join us? The Individual Sales Agent is responsible for generating business through education, advisement, and enrollment of Webster consumers in plans such as Medicare Supplement, Medicare Advantage, ACA, Hospital Indemnity, Critical Illness, and other individual or family insurance products through outbound and inbound tele‑sales. This role reports to the Managing Director of Medicare Sales and requires the ability to discuss these plans in detail and then confidently make a recommendation to complete the enrollment while using the necessary tools such as softphones, quoting tools, and other web‑based items. What You Will Do Product Knowledge - Strong working knowledge of insurance products like Medicare Supplement, Medicare Advantage, Group Insurance, Individual and Family Plans, and Ancillary products. Sales Skill - Familiarity selling in DTC, B2B, and B2B2C setting. Presentation Skills - Create and present compelling demonstrations of services to prospective clients, highlighting benefits and value propositions. Ability to multi-task - IE navigate several computer screens while having a discussion with consumers. Sales Cycle Knowledge - Ability to educate, recommend, close, and service business through the entire sales life cycle. Documentation – Must be able to use internal tools like CRMs and quoting tools to document and track current and potential business for analysis and use by other organizational stakeholders. Skills And Abilities A desire to compete and comfort working on a commission‑based salary. Education Qualifications H.S. Diploma or General Education Degree (GED) required Bachelor’s Degree in Arts/Sciences (BA/BS) preferred Experience Qualifications 0-2 years Medicare or ACA focused sales role required 0-2 years Working with group health plans preferred 0-2 years Selling B2B or B2B2C required Licenses and Certifications Life and Health license with the ability to be licensed in other non‑resident states upon hire required The estimated salary range for this position is $24.00USD to $26.00USD. Actual salary may vary up or down depending on job‑related factors which may include knowledge, skills, experience, and location. In addition, this position is eligible for incentive compensation. Webster Financial Corporation and its subsidiaries ("Webster") are equal opportunity employers that are committed to sustaining an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, marital status, national origin, ancestry, citizenship, sex, sexual orientation, gender identity and/or expression, physical or mental disability, protected veteran status, or any other characteristic protected by law. #J-18808-Ljbffr
$50k - $175k
...partner agency within Symmetry Financial Group, our agents have access to industry leading insurance carriers, innovative technology, high quality lead programs... ...system for success. Whether you're experienced in sales or looking for a new career with unlimited earning...SuggestedFull timePart timeFor contractorsSummer work$56k - $65k
...Salary Range: USD $56000.00 - $65000.00 Job Category: Sales - Comparion Description Comparion Insurance Agency is hiring self-motivated, relationship-driven... ...created to transition former Liberty Mutual exclusive agents to an agency that delivers a unique value proposition...SuggestedFull timeWork at officeLocal areaRemote workFlexible hours- ...Overview Manage agency’s overall management, sales, and growth. Hire team and work with them to meet strategic business goals. Requirements Obtain Property and Casualty and Life insurance licenses. Ability to pass motor vehicle, financial/credit and criminal background...Suggested
- ...you’re looking for an exciting opportunity where you can change people’s lives and achieve financial success as an independent insurance agent, you’ve come to the right place. Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other....SuggestedFor contractors
- ...We’re looking for an experienced insurance professional to manage an established and active book of business. This book is positioned for... ...Financial products and services.COUNTRY Financial Insurance Agents have the opportunity and the autonomy to build a rewarding, financially...SuggestedContract workFor contractorsWork at office
- ...Comparion Insurance Agency is hiring self‑motivated, relationship‑driven professionals for a rewarding outside sales career. This role offers autonomy and flexibility to build your career, grow your earnings, and make a meaningful impact by helping protect individuals...Full timeWork at officeLocal areaRemote workFlexible hours
- ..., WI! Casualty Broker designs, markets, and implements complex insurance programs. Conduct strategic planning meetings with clients to discuss... ...type Employment type Full-time Job function Job function Sales, Consulting, and Analyst Industries Insurance Agencies and Brokerages...Full timeContract workInternshipRemote work
$75k
...take charge of your earning potential? At Platinum Supplemental Insurance, we’re looking for motivated individuals ready to learn, grow,... ...products and systems are your roadmap to becoming a top earner in sales. If you’re prepared to unlock your full potential, let us show...Flexible hoursNight shift- ...Retirement Plan Evenings Off Responsibilities Client Interaction: Respond to client inquiries, offer personalized insurance advice, and ensure customer satisfaction. Sales Calls: Initiate outbound sales calls to generate leads, educate clients, and secure new business...Afternoon shift
- ...take a risk. Challenge status quo. Try new ideas, learn from mistakes, and rally the team to raise the bar. Position Overview The Insurance Verification Representative (Registration Representative) supports the patient intake and billing processes by ensuring accurate and...Casual workSeasonal workWork at officeMonday to FridayFlexible hours
- ...Licensed Insurance Sales Agent Location(s): Milwaukee, Wisconsin Kemper is one of the nation's leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day...Full timeTemporary workImmediate startRelocation package
- ...leader. Protector of dreams. That's what makes an American Family Insurance Agent. It's a highly rewarding opportunity that allows you to create... ..., you'll be responsible for your agency's overall management, sales, and growth. You'll also hire your team and work with them to...For contractorsLocal area
- ...Insurance Agent Opportunity We're looking for an experienced insurance professional to manage an established and active book of business. This book is positioned for continued growth across the full line of COUNTRY Financial products and services. COUNTRY Financial...For contractorsWork at office
- ...leader. Protector of dreams. That's what makes an American Family Insurance Agent. It's a highly rewarding opportunity that allows you to create... ..., you'll be responsible for your agency's overall management, sales, and growth. You'll also hire your team and work with them to...For contractorsLocal area
- ...Crop Insurance Agent - Wisconsin Full-time Department Name: Sales Office Type: Remote Company Description Extraordinary opportunity. Exceptional experience. Sometimes in life, you find yourself in the right place, at the right time, looking at an opportunity...Full timeWork at officeRemote workFlexible hours
- American Family Insurance in Hales Corners, WI is seeking motivated individuals for the Insurance Agent position. In this role, you will manage your agency, sell insurance products, and build a team focused on achieving growth. The position offers unique financial opportunities...Local area
$2,500 per month
...Sales Representative This is a relationship driven sales role with long-term income... ...pipeline and book of business. $2,500 New Agent Ramp-up Incentive This supports your... ...career by helping customers find the right insurance and financial solutions. Build meaningful...Full timeTemporary workPart timeWork at officeLocal areaImmediate startMonday to FridayFlexible hoursShift work$20k - $70k
...We provide Auto, Home, Business, and Life insurance to help protect our clients, and their... ...available. Benefits for the Insurance Sales Representative: Very competitive compensation... ...Responsibilities for the Insurance Agent: Develop insurance quotes, make...Full timePart timeRemote work$1,000 per month
...Insurance Sales Agent - Customer Service Job Category: Sales Requisition Number: INSUR039071 Posted: July 8, 2026 Full-Time Milwaukee, WI 53204, USA Job Details Description Sign-On Bonus Opportunity of up to $1,000* Our Perks: Unlimited/Uncapped...Full timeImmediate startRelocation package$60k - $100k
...performance ~ Competitive salary ~ Dental insurance ~ Health insurance ~ Opportunity for... ...an experienced and licensed insurance sales professional with a passion for remote... ...as a staff member with Allstate Exclusive Agents, who are independent contractors. ® 2021...Full timeFor contractorsRemote workHome officeMonday to Friday- ...(k) matching Bonus based on performance Company parties Dental insurance Flexible schedule Health insurance Opportunity for advancement... ...development to stay current with industry changes and enhance sales skills. Target Achievement: Meet or exceed business development...Work from homeFlexible hours
$75k - $300k
...Rubin… Rubin Financial Group | Remote Sales | Commission-Based | Independent Contractor... ...the benefits and features of our life insurance products. Tailor your approach to meet each... ...years of experience training and developing agents, this is not our first rodeo ~ Licensed...Full timeFor contractorsRemote work$85k - $150k
...Be among the first 25 applicants USA Life Insurance Group, LLC provided pay range This range... ...: Are you ready to ignite your career in sales with passion and professionalism? We are... ...2x Get notified about new Life Insurance Agent jobs in Greater Milwaukee . Life/Health Insurance...Full timeRemote workFlexible hours- ...patient/hospital responsibility for authorizations and hospital billing, including all Federal and State regulations. Performs all insurance authorization of inpatient and outpatient services, by accurately collecting and analyzing clinical data in support of payor...
- ...Licensed Medicare Sales Agent ***Work Remotely in the comfort of your own home*** *Must have active health insurance license in the state that you reside* *You will be a captive agent* HealthPlanOne's mission is to help people find the right health insurance at the...Remote jobFlexible hoursAfternoon shift
- American Family Insurance Agency Staff in Hales Corners is looking for highly motivated individuals to become Insurance Agents. This role allows you to create financial stability while positively... ...your agency's operations, drive sales growth, and hire a team to meet your...
- The Bellante Agency, Inc in Hales Corners, WI is seeking an Insurance Sales/Advisor to join their team. This full-time position offers a competitive base salary along with commission, bonuses, and renewals. Responsibilities include reaching out to potential customers, building...Full timeFlexible hours
- Ourlivesmadison is seeking motivated individuals to become American Family Insurance Agents. This rewarding opportunity allows for the management of your agency’s operations, sales, and growth, while also hiring a team to achieve set goals. Applicants must have a strong...Local area
- ...Life Insurance Sales Agent Location(s): Milwaukee, Wisconsin Kemper is one of the nation's leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day....Temporary workTraineeship
- ...development ROLE DESCRIPTION Bob Vitt - State Farm Agent is seeking a qualified and empathetic professional for the role of Life/Health Insurance Position - State Farm Agent Team Member.... ...and explain complex insurance products. Sales experience, preferably in insurance....
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Insurance Sales Agent. Be the first to apply!
- insurance specialist Milwaukee, WI
- licensed health insurance agent Milwaukee, WI
- life insurance specialist Milwaukee, WI
- health insurance sales representative Milwaukee, WI
- insurance associate Milwaukee, WI
- life and health insurance agents Milwaukee, WI
- insurance broker Milwaukee, WI
- health insurance specialist Milwaukee, WI
- licensed health insurance agent work from home Milwaukee, WI
- healthcare insurance specialist Milwaukee, WI



