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The Benefits Boss

Remote Jobs

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

4 open rolesLatest: Jul 16, 2026, 7:32 AM UTC
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4 Jobs

Sales

The Benefits Boss

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

Sales2 days ago

Role Description You’ve probably seen job posts promising six figures—then handing you a login and a script that doesn’t convert. This is different. Our agents closed over 2,100 health insurance policies in the last 10 months. That level of production comes from a system that actually works—and a team that knows how to execute it. This is NOT for you if: - You need constant supervision to stay productive - You’re looking for a side hustle - You’re uncomfortable with performance-based income This IS for you if: - You know you’re capable of more than your current income reflects - You’re coachable and willing to follow a proven system - You want to build a real, long-term income stream What You Get From Day One: - Structured training program (no prior insurance sales experience required) - Live mentorship from active, producing leaders - Proven sales process built from thousands of real client interactions - CRM and full tech stack provided - Supportive, team-driven culture focused on growth and consistency Compensation: - 100% commission + performance bonuses (no cap) Typical Earnings: - Month 1: $2,000–$4,000 - Month 3: $5,000–$8,000/month for consistent agents - Top performers: $100K+ annually - High achievers: $200K+ Your results are directly tied to your activity and consistency. What Sets Top Earners Apart: The highest earners don’t just work provided leads—they build referral networks. We train you how to turn every client interaction into multiple opportunities. Next Step: Apply now to receive a personal invitation to our next live virtual info session. You’ll see the full model, hear from current agents, and decide if it’s the right fit—no pressure. Qualifications - Active Life or Health Insurance License (or currently working toward one) - Computer, headset, and reliable internet - Full-time availability - 30–60 days of financial runway for ramp-up Benefits - Flexible schedule - Work Location: Remote

United States
$55K - $88K / year

Health Insurance Agent

The Benefits Boss

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

Insurance2 days ago

Role Description Let’s be honest—most insurance agencies won’t say this: The majority of new agents quit within 90 days. Not because they can’t sell—but because they weren’t given a real system, real support, or a clear picture of what it takes to succeed early on. We give you all three. This is NOT for you if: - You need a guaranteed paycheck regardless of performance - You want to “test the waters” without fully committing - You’re not open to daily coaching and accountability This IS for you if: - You’re tired of your income being capped - You want to build a book of business that pays you long-term - You’re ready to bet on yourself within a proven system What We Provide: - Warm leads (no cold starting from scratch) - Fully built CRM and proven sales process - Scripts refined from 2,100+ closed policies - Hands-on, daily coaching and support - Step-by-step onboarding so you always know what to do next - Full-Time | 1099 Independent Contractor - Commission based uncapped income - You bring the license—we provide the system. What You Can Earn: - $40K–$80K typical first-year range for consistent agents - $100K+ for those who stay disciplined and build referrals - Top performers exceed $200K These are real results from our current team—not projections. What the First 90 Days Look Like: - Month 1: Learn the system and build momentum - Month 2: Develop consistency and close more deals - Month 3: Confident producers start controlling their income Qualifications - Active Life or Health Insurance License (at least one state) - Computer, headset, and reliable internet - Financial runway during ramp-up Requirements - Candidates under immediate financial pressure typically struggle early. We want you set up to succeed. Benefits - Flexible schedule - Work Location: Remote Company Description Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

United States
$40K - $80K / year

Independent Sales Associate

The Benefits Boss

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

Sales2 days ago

Role Description Are you ready to take control of your career, work from anywhere, and make a real impact helping individuals and families protect what matters most? The Benefits Boss is on the lookout for driven, positive, and self-motivated professionals to join our growing team as Independent Sales Associates! We specialize in empowering people with better health, life, and supplemental benefits—tailored to their unique needs. If you’re passionate about people, love the thrill of sales, and want to work in a supportive, energetic environment where your success is in your hands—we want to hear from you. What You’ll Do: - Connect with high-intent prospects virtually and guide them through options that actually make a difference - Build long-term relationships based on trust, transparency, and value - Manage your own pipeline and schedule - Embrace training and mentorship designed to help you level up fast - Stay committed to a full-time schedule, giving your clients and your success the attention they deserve Qualifications - Active health insurance license—It is recommended that you hold licensing in at least one State; however, we provide support to help you get more in other States. - Tech-savvy with proficiency in digital communication tools and CRM systems. - A self-starter with a professional work ethic and commitment to a full-time schedule - Sales experience is a plus—but a great attitude and strong work ethic matter more Requirements - Processor: Intel Core i5 or higher - Memory (RAM): Minimum: 16 GB, Preferred: 32 GB - Connectivity: Direct Ethernet connection required, USB dongle required - Flexible schedule - Work Location: Remote Benefits - 1099 all Commission + Performance Bonus. No cap on what you can earn! - Fully remote – Work from your home office, a coffee shop, or wherever you thrive - Proven system & mentorship – We’ll set you up for success from day one - Freedom & flexibility – Grow at your pace, and take charge of your income

United States
$105K - $115K / year

Licensed Health Insurance Agent

The Benefits Boss

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you’ll see the numbers, hear from current agents, and decide if this is the right fit.

Insurance10 days ago

Role Description We are seeking licensed Health Insurance Agents to assist clients with insurance coverage options through phone and virtual communication. This role focuses on client education, policy guidance, and maintaining compliance standards. Agents will work remotely and receive access to training and support resources. Key Responsibilities - Communicate with prospective clients via phone and online platforms - Provide information about health and life insurance coverage options - Assist clients with policy selection and enrollment processes - Maintain accurate client records and follow-up activities - Follow company and regulatory compliance requirements - Participate in training and team meetings Qualifications - Active Health or Life Insurance License required with at least 1 State License - Sales or customer service experience preferred - Strong communication skills - Basic computer proficiency - Ability to work independently in a remote environment Requirements - Compensation is based on performance and production - 1099 position - You can still apply if you have no state license but in order for you to proceed to training you must have at least your resident state license Benefits - Flexible schedule - Remote work environment - Training and development support - Professional growth opportunities

United States
Job Closed