Remote Benefits Sales Executive Jobs
Remote Benefits Sales Executive jobs are open across the US at companies hiring remotely, from entry-level roles at remote-first startups to senior roles on large distributed teams, with employers like HUB International, Pacific Life, and Alliant Insurance Services hiring right now. Find a role that fits below and apply directly.
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Showing 5 of 116+ Remote Benefits Sales Executive jobs
INTRODUCTION
Looking for a place that values your unique talents? Discover Stryker's award-winning culture.
We are proud to offer you our total rewards package which includes bonuses, healthcare, insurance benefits, retirement programs, wellness programs, as well as service and performance awards – not to mention various social and recreational activities, all of which are location specific.
JOB DESCRIPTION
We are excited to be named one of the World’s Best Workplaces by Fortune Magazine! We are proud to offer you 12 paid holidays annually.
Make a meaningful impact by shaping how employees experience their benefits every day. In this role, you will lead strategy and execution for key health and welfare programs, ensuring they are competitive, compliant, and aligned to business priorities. You’ll collaborate across teams to drive innovation, improve outcomes, and deliver high-value benefits at scale.
What You Will Do
- Evaluate market trends, benchmarking data, utilization, and plan performance to recommend program changes that improve value, compliance, and cost effectiveness.
- Ensure compliance with applicable federal, state, and local benefits regulations, including ERISA, HIPAA, ACA/PPACA, Section 125, and COBRA.
- Develop employee benefit communications, enrollment materials, and plan change communications to improve understanding and participation.
- Manage vendor relationships, including service delivery, performance reviews, escalations, service-level agreements (SLAs), and continuous improvement plans.
- Lead Request for Proposal (RFP) processes for assigned plans, including bid analysis, and contract evaluations in partnership with Procurement, Legal, and other internal/external teams.
- Support benefit integrations for acquisitions, mergers, divestitures or other organizational changes, including compliant transition planning and implementation.
- Monitor program costs, budget performance, risk factors, and vendor results to identify trends and improvement opportunities.
- Present annual program recommendations and execute approved plan changes with cross-functional partners including HR Operations, Payroll, Legal, and Finance.
- Research escalated benefit issues, policy questions, and plan administration matters and provide guidance to internal stakeholders.
BASIC QUALIFICATIONS
Required
- Bachelor’s degree or equivalent 6+ years of additional work experience
- 8+ years of work experience including experience in health and welfare benefits plan design and strategy
- Previous HR or role-related experience
PREFERRED QUALIFICATIONS
- 4+ years business-facing HR, HR COE, HR Operations, or role-related experience
- 8+ years' experience supporting health and welfare benefits plan design and strategy
- Experience in multiple HR disciplines or client groups
- Experience in health and welfare benefits plan design and strategy
- CEBS certification or similar training
Candidates should ideally be based in the Eastern or Central Time Zone to align with team collaboration and business hours.
Posted Date: 06/25/2026
This role will be posted for a minimum of 3 days.
United States of America Pay Ranges:
- USN: $102,600 - $171,000 USD Annual
- US5: $107,700 - $179,600 USD Annual
- US10: $112,900 - $188,100 USD Annual
- US15: $118,000 - $196,600 USD Annual
- US20: $123,100 - $205,200 USD Annual
- US30: $133,400 - $222,300 USD Annual
View the U.S. work location and transparency guide to find the pay range for your location.
Health benefits include: Medical and prescription drug insurance, dental insurance, vision insurance, critical illness insurance, accident insurance, hospital indemnity insurance, personalized healthcare support, wellbeing program and tobacco cessation program. Financial benefits include: Health Savings Account (HSA), Flexible Spending Accounts (FSAs), 401(k) plan, Employee Stock Purchase Plan (ESPP), basic life and AD&D insurance, and short-term disability insurance.
Stryker offers innovative products and services in MedSurg, Neurotechnology, Orthopaedics and Spine that help improve patient and healthcare outcomes. Alongside its customers around the world, Stryker impacts more than 150 million patients annually. Depending on customer requirements employees and new hires in sales and field roles that require access to customer accounts as a function of the job may be required to obtain various vaccinations as an essential function of their role.
INTRODUCTION
Looking for a place that values your unique talents? Discover Stryker's award-winning culture.
We are proud to offer you our total rewards package which includes bonuses, healthcare, insurance benefits, retirement programs, wellness programs, as well as service and performance awards – not to mention various social and recreational activities, all of which are location specific.
JOB DESCRIPTION
We are excited to be named one of the World’s Best Workplaces by Fortune Magazine! We are proud to offer you 12 paid holidays annually.
Make a meaningful impact by shaping how employees experience their benefits every day. In this role, you will lead strategy and execution for key health and welfare programs, ensuring they are competitive, compliant, and aligned to business priorities. You’ll collaborate across teams to drive innovation, improve outcomes, and deliver high-value benefits at scale.
What You Will Do
- Evaluate market trends, benchmarking data, utilization, and plan performance to recommend program changes that improve value, compliance, and cost effectiveness.
- Ensure compliance with applicable federal, state, and local benefits regulations, including ERISA, HIPAA, ACA/PPACA, Section 125, and COBRA.
- Develop employee benefit communications, enrollment materials, and plan change communications to improve understanding and participation.
- Manage vendor relationships, including service delivery, performance reviews, escalations, service-level agreements (SLAs), and continuous improvement plans.
- Lead Request for Proposal (RFP) processes for assigned plans, including bid analysis, and contract evaluations in partnership with Procurement, Legal, and other internal/external teams.
- Support benefit integrations for acquisitions, mergers, divestitures or other organizational changes, including compliant transition planning and implementation.
- Monitor program costs, budget performance, risk factors, and vendor results to identify trends and improvement opportunities.
- Present annual program recommendations and execute approved plan changes with cross-functional partners including HR Operations, Payroll, Legal, and Finance.
- Research escalated benefit issues, policy questions, and plan administration matters and provide guidance to internal stakeholders.
BASIC QUALIFICATIONS
Required
- Bachelor’s degree or equivalent 6+ years of additional work experience
- 8+ years of work experience including experience in health and welfare benefits plan design and strategy
- Previous HR or role-related experience
PREFERRED QUALIFICATIONS
- 4+ years business-facing HR, HR COE, HR Operations, or role-related experience
- 8+ years' experience supporting health and welfare benefits plan design and strategy
- Experience in multiple HR disciplines or client groups
- Experience in health and welfare benefits plan design and strategy
- CEBS certification or similar training
Candidates should ideally be based in the Eastern or Central Time Zone to align with team collaboration and business hours.
Posted Date: 06/25/2026
This role will be posted for a minimum of 3 days.
United States of America Pay Ranges:
- USN: $102,600 - $171,000 USD Annual
- US5: $107,700 - $179,600 USD Annual
- US10: $112,900 - $188,100 USD Annual
- US15: $118,000 - $196,600 USD Annual
- US20: $123,100 - $205,200 USD Annual
- US30: $133,400 - $222,300 USD Annual
View the U.S. work location and transparency guide to find the pay range for your location.
Health benefits include: Medical and prescription drug insurance, dental insurance, vision insurance, critical illness insurance, accident insurance, hospital indemnity insurance, personalized healthcare support, wellbeing program and tobacco cessation program. Financial benefits include: Health Savings Account (HSA), Flexible Spending Accounts (FSAs), 401(k) plan, Employee Stock Purchase Plan (ESPP), basic life and AD&D insurance, and short-term disability insurance.
Stryker offers innovative products and services in MedSurg, Neurotechnology, Orthopaedics and Spine that help improve patient and healthcare outcomes. Alongside its customers around the world, Stryker impacts more than 150 million patients annually. Depending on customer requirements employees and new hires in sales and field roles that require access to customer accounts as a function of the job may be required to obtain various vaccinations as an essential function of their role.
See All 116+ Remote Benefits Sales Executive Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsRemote Benefits Sales Executive Job Market
Who's Hiring
- HUB International15
- Pacific Life12
- Alliant Insurance Services9
- WTW5
- Deloitte5
Top Industries Hiring
- Insurance57
- Consulting & Professional Services15
- Investment & Asset Management10
- Accounting & Auditing7
- Technology & Software7
What Employers Look For
The qualifications that appear most often in remote benefits sales executive jobs.
- Active life and health insurance license in the state of employment
- Proven experience selling group benefits, including medical, dental, and vision plans
- Familiarity with benefits administration platforms such as Workday, Benefitfocus, or PlanSource
- Strong consultative selling skills with experience managing a pipeline of employer-group accounts
- Bachelor's degree in business, finance, human resources, or a related field
- Working knowledge of ERISA compliance, ACA requirements, and Section 125 plan rules
Tips for Your Remote Benefits Sales Executive Job Search
Quantify Your Book of Business
Hiring managers in benefits sales want to see revenue numbers, not just job duties. Replace vague language with specifics: total premiums managed, renewal retention rates, and new group accounts closed each year. This is what separates your resume from every other applicant's.
Earn Your Life and Health License First
Most benefits sales executive postings list an active life and health insurance license as a hard requirement, not a nice-to-have. If you don't hold one yet, start your state's pre-licensing course before applying so you can honestly list it as in progress.
Apply Early to Roles That Fit
Migrate Mate lists benefits sales executive openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Target Openings by Carrier vs Broker
Carrier-side roles emphasize product knowledge and quota attainment, while broker and consulting positions reward multi-carrier expertise and client advisory skills. Decide which environment matches your background before applying so your cover letter speaks directly to that employer's priorities.
Prep a Needs Analysis Walkthrough for Interviews
Benefits sales interviews frequently include a mock discovery call or needs analysis exercise. Practice walking an interviewer through a group enrollment scenario, including plan design trade-offs, cost-sharing structures, and how you handle pushback from a CFO or HR director.
Negotiate With Renewal Metrics, Not Just Offers Won
When discussing compensation, bring renewal retention data alongside new business numbers. Benefits sales roles are valued on long-term client relationships, and a high renewal rate signals you're worth a stronger base or higher commission tier to most hiring managers.
Remote Benefits Sales Executive Jobs: Frequently Asked Questions
How do I get a remote benefits sales executive job?
Target companies that already run distributed teams, since they hire remotely by default and know how to onboard someone they never meet in person. Remote benefits sales executive employers screen hard for self-direction and clear written communication on top of the core skills, so show evidence you can own work without someone over your shoulder. Apply to the openings above that match your experience.
Which companies hire remote benefits sales executives?
Companies hiring remote benefits sales executives include HUB International, Pacific Life, and Alliant Insurance Services, based on current remote listings on Migrate Mate as of June 2026. Remote-first firms and large companies running distributed teams post the most remote benefits sales executive roles.
Can you get a remote benefits sales executive job with no experience?
Yes, but it is harder than an on-site role, because remote work expects you to operate independently from the start. Entry-level remote benefits sales executive openings do exist, especially at remote-first companies, and a portfolio of real work helps more than a long resume. Applying broadly to the roles that fit improves your odds.
Do you need a degree for remote benefits sales executive jobs?
Not always. Many employers hire remote benefits sales executives on demonstrated skills and prior work rather than a specific degree, though some larger companies still prefer one. Showing relevant results matters more than a credential for most remote benefits sales executive roles.
Which industries hire the most remote benefits sales executives?
Most remote benefits sales executive openings sit in Insurance, Consulting & Professional Services, and Investment & Asset Management, per current remote listings on Migrate Mate as of June 2026. These sectors run distributed teams and hire benefits sales executives remotely most consistently.
See All 116+ Remote Benefits Sales Executive Jobs
Find roles that match your experience and apply in just a few clicks.
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