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Customer Support Representative (Employee Health Insurance)
Job Details
At SimplyInsured we are on a mission to eliminate fear in health insurance.
Health insurance is complicated, expensive, and really important – so it tends to create fear for most people; our goal is to reduce that fear as much as possible.Â
We specifically work with small business owners who have the enormous task of purchasing the right type of insurance for their employees and their families. With more than 20,000 customers and several major partnerships, including NetSuite, Toast ,and Square, we’re growing quickly and disrupting this convoluted and confusing industry by making it more transparent and fully accessible to everyone. We got our start in the Y-Combinator incubator, and have been funded by top-tier investors at Polaris Partners, Bessemer Venture Partners, New York Life Ventures and AltaIR Capital.Â
Job Summary:Â
In this role, you will be a member of a high-performing team providing service for SimplyInsured customers. This role will help our customers via chat, phone, and email and serve as a trusted representative of the SimplyInsured brand carrying out the mission of eliminating fear from health insurance.Â
Must be available to work 8:30am -5pm CST Monday-Friday. Â
What you’ll do:
- Assist potential customers with navigating our online insurance shopping experience and obtaining quotes for their company’s health insurance options.Â
- Work with existing customers to answer and resolve basic administrative and billing questions. Your main goal will be to ensure that customer inquiries are responded to quickly and thoroughly. You will contribute daily to the Support team’s mission to delight our customers and help eliminate the fear of purchasing and using health insurance.Â
- In this role, you’ll use multiple communication channels, including phone, chat, and email, to communicate with customers and our support ticketing software to document customer interactions. You should be passionate about helping customers and love working in a start-up environment. Being on our customer service team’s front lines means you’ll have unique insight and access to our customers’ issues. You will be empowered to propose process and product solutions to improve our customer experience.Â
What you’ll bring:
- 1-2 years of experience in customer service or sales role
- Highly productive with good multitasking skills
- Passion for helping people – especially when it comes to their health
- Able to work in a high-volume contact center environment
- Familiarity working with support ticketing and/or support CRM software tools
- Fantastic oral and written communication skills
- Strong desire to help small businesses and their employees navigate health insurance questions
What we offer:
- “Take what you need” time off plan
- 100% Medical, Dental, and Vision Insurance coverage options for employee and dependents
- Fully RemoteÂ
- A values-based culture that invests in employee success
Compensation:
The base salary range for this position is $15.00 per hour
Our Culture:
We value radical transparency, feedback, bias to action, growth, and an obligation to dissent. Every opinion is respected, we hold each other to extremely high standards, we’re driven by the diversity in our backgrounds, and unified by 100% alignment on our mission. Research shows that candidates from underrepresented backgrounds often don’t apply for roles if they don’t meet all the criteria. We strongly encourage you to apply if you’re interested; we’d love to learn how you can amplify our team with your unique experience!
We are an equal-opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
#LI-Remote
**SimplyInsured is hiring only in the United States at this time**
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APPLY HERE: Customer Support Representative (Employee Health Insurance)
Build Resume for $1 Join Extra Leads Club for $1*March Start* Inbound Sales Center Insurance Agent, Personal Lines
Job Details
We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.         Â
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This posting is for candidates who do not possess a Personal Lines (PL) or Property & Casualty (P&C) Producer’s License. If you already have this license, please apply to the licensed opportunity posting.
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LICENSING REQUIREMENTS: Â To be considered for this role, candidates must be able to obtain a Personal Lines Insurance License during the licensing training timeframe.
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LICENSING TRAINING: Paid pre-licensing training is available for candidates residing in select states. Due to state-specific scheduling constraints, candidates residing in Alabama, Georgia, Illinois, Mississippi, North Carolina, or South Carolina are required to obtain their resident license independently prior to being considered for employment.
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The Hartford Insurance, founded in 1810, is a well-established insurance company and an exclusive provider of Home and Auto Insurance for AARP members since 1984.
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At The Hartford, we are guided by integrity and a strong ethical foundation. We put the customer at the center of everything we do and foster a collaborative, communicative, and continuously improving work environment.
ROLE OVERVIEW
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Personal Insurance Auto and Home Agents will be responsible for:
- Providing comprehensive insurance solutions
- Evaluating risk
- Confidently asking for the sale while overcoming objections
WORK SCHEDULE
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This role can have a Hybrid or Remote work schedule. Â
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Candidates who live near one of our office locations (Hartford, CT | San Antonio, TX) will have the expectation of working in an office 3 days a week (Tuesday through Thursday).   
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Candidates who do not live near an office will have a remote work schedule, with the expectation of coming into an office as business needs arise.Â
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Training Program:
- Start Date: 3/23/2026
- Duration: 16 weeks (apx. End date is 6/26)
- Please note that time off during training is not accommodated.
Training Hours: Mon-Fri 9:30-6 pm Eastern
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Post-Training Hours: Mon-Fri 11:30-8 pm local time, every other Saturday 9:30-6 pm Eastern. For the weeks you work on Saturday you will receive Wednesday off.
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COMPENSATION
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The hourly rate for this position is $23.
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We are a metric driven, pay-for-performance, award-winning sales organization. There is potential to earn lucrative rewards, including monthly, quarterly, and annual pay-outs along with sales incentives and contests. Average monthly earnings are $500+, with top monthly earners exceeding $2000.
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There is an opportunity to earn up to a 10% shift differential for the schedule, post-training.
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QUALIFICATIONS:
- 2 + years of recent sales experience and comfort with negotiating and overcoming objections
- Sales experience in Insurance, Retail, Banking, highly preferred; Inbound sales experience a plus.
- Ability to adapt and thrive in a fast-paced environment, handling an average of 30-40 inbound calls per day
- Capability to maintain all state licenses and terminate prior carrier relationships as applicable.
- Strong ability to work both independently and as part of a team.
- This is a customer-facing role requiring your full attention. Â A distraction-free environment is essential.
- High speed broadband cable internet service with minimum upload/download speeds of 100MB download/10MB upload.  Your Internet provider-supplied device must be hard-wired to the Hartford-issued router and/or computer. To check your internet speeds, visit http://www.speedtest.net from your personal computer.
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Compensation
The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:
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$42,800 – $64,200
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Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age
APPLY HERE: *March Start* Inbound Sales Center Insurance Agent, Personal Lines
