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Senior Associate, Senior Sales Representative

June 19, 2026

Location Designation: Fully Remote Group Benefit Solutions delivers comprehensive insurance and absence management solutions for mid-sized and large companies. Our work fosters a healthier, happier, and more secure workforce, contributing to New York Life’s legacy of being there when we’re needed most. Here, you'll design, implement, and support these solutions directly impacting employees’ lives. At our core, we provide financial security and peace of mind to people through our absence, accident, disability, voluntary benefits, and life insurance solutions. Click here to learn more about Group Benefits solutions. Role Overview The Senior Sales Representative role is a key part of our New York Life Group Benefit Solutions distribution organization that focuses on growth of the organization by developing highly productive producer relationships, selling new business, and assisting with the persistency of our inforce clients. The Senior Sales Representative role sells group insurance products, including Life, Accident, Disability (STD and LTD), Absence Management, and Supplemental Health (Accident, Critical Illness, and Hospital Indemnity) solutions to middle market (50-5000 lives) clients. In addition, the Senior Sales Representative is responsible for partnering with other Field Office roles to drive proactive growth (upselling and cross selling) and the profitable retention of lnforce Clients. We are seeking a candidate who is a self-starter who likes building relationships and driving profitable sales results in a fast-paced environment. <ul><li> Strong preference for candidates located in the Detroit Metro area or Southeast Michigan. There are flexible working arrangements available with office space throughout Michigan. ** </li></ul>What You'll Do <ul><li> Develop strong business relationships with brokers and consultants in your assigned area to drive quote activity and new business.</li><li> Collaborate with internal and external partners to identify and secure growth opportunities, ensuring smooth implementation.</li><li> Handle routine to moderately complex issues with a proactive and assertive approach.</li><li> Build and maintain relationships across different departments within the organization.</li><li> Independently and collaboratively achieve goals and objectives.</li><li> Manage multiple tasks efficiently, prioritizing as needed.</li><li> Serve as a knowledgeable local market resource on insurance products and industry changes.</li><li> Ensure an exceptional experience for clients and brokers.</li><li> Maintain an acceptable driving record.</li><li> Drive new business through sourcing RFPs, working with underwriting, and delivering proposals.</li><li> Meet or exceed annual business targets for new business premiums and case counts.</li><li> Maintain consistent broker outreach and quote activity.</li><li> Develop and sustain strong broker and consultant relationships.</li><li> Oversee the sales process for Life, Accident, Disability, Absence Management, and Supplemental Health products.</li><li> Work with service partners to optimize upselling opportunities and achieve retention goals.</li><li> Participate in renewals, including underwriting negotiations and presentations.</li><li> Attend industry events to expand knowledge and relationships.</li><li> Maintain compliance tracking as needed.</li><li> Engage in training and mentor new hires.</li><li> Contribute to special projects and suggest process improvements.</li><li> Operate in a way that supports team and individual success.</li><li> Uphold honesty and respect in all interactions.</li><li> Communicate effectively to enhance productivity and relationships. </li></ul>What You'll Bring <ul><li> Strong verbal and written communication, presentation, and interpersonal skills.</li><li> Preferably 5+ years of experience in sales or a related field.</li><li> A BA/BS degree is preferred.</li><li> Experience in Life, Accident, Disability, and Leave is an advantage.</li><li> A valid driver's license is required.</li><li> Life and Health Insurance licenses are preferred; or ability to obtain these licenses within 90 days of hire.</li><li> Proficiency in MS Office.</li><li> Ability to effectively use and present online tools and technology.</li><li> Strong negotiation and influencing skills.</li><li> Excellent active listening skills and exceptional communication abilities.</li><li> Ability to travel domestically, with overnight stays up to 40% of the time. </li></ul>Colorado Statement It is recommended that all qualified candidates apply to this posting as soon as possible. Residents of Colorado are hereby notified that the deadline to apply is two weeks from the Posting Date listed above. Pay Transparency Salary range: $200,000 + (base plus sales incentive) Overtime eligible: Exempt Discretionary bonus eligible: No Sales bonus eligible: Yes Actual base salary will be determined based on several factors but not limited to individual’s experience, skills, qualifications, and job location. Additionally, employees are eligible for an annual discretionary bonus. In addition to base salary, employees may also be eligible to participate in an incentive program. Actual base salary within that range will be determined by several components including but not limited to the individual's experience, skills, qualifications, and job location. In addition to base salary, employees may also be eligible to participate in an incentive program. Our Benefits We provide a full package of benefits for employees – and have unique offerings for a modern workforce, including leave programs, adoption assistance, and student loan repayment programs. Based on feedback from our employees, we continue to refine and add benefits to our offering, so that you can flourish both inside and outside of work. Click here to discover more about our comprehensive benefit options or visit our NYL Benefits Site. Our Diversity Promise We believe in a diverse workforce because it is our mission to advocate for the financial security and success of people in every community. This is why diversity, equity, and inclusion (DEI) are guiding principles that are embedded in our brand and our culture. Click here to learn more about how we have been recognized for our leadership. Recognized as one of Fortune’s World’s Most Admired Companies, New York Life is committed to improving local communities through a culture of employee giving and volunteerism, supported by the Foundation. We're proud that due to our mutuality, we operate in the best interests of our policy owners. To learn more about career opportunities at New York Life, please visit the Careers page of www.NewYorkLife.com. Job Requisition ID: 93920 #GBS

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...