Enterprise Sales Representative

Insight Global · Lewisburg, TN

Full-timeSalesPosted This week
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Job description(tap to read)

Sales Director, Enterprise Software | Insurance & Benefits Location: Remote | United States – travel for client face time Employment Type: Full Time W2 Employee of Client Industry: Enterprise SaaS,L&AH Compensation: $160K-$180K base + $350K-$380K OTE, accelerators possible We are seeking an experienced enterprise sales professional to drive new business growth within the insurance and benefits market. This is a true new-logo role for a seller who can create opportunities, build senior-level relationships, and navigate complex enterprise sales from initial outreach through close. The ideal candidate combines strong enterprise software sales experience with familiarity across insurance, InsurTech, Life, Annuity & Health, P&C, benefits, or related markets. Deep insurance expertise is helpful but not required. More important is the ability to understand a customer's challenges, ask the right questions, and connect technology solutions to meaningful business outcomes. What You'll Do • Develop and execute a strategy to identify and win new enterprise customers. • Independently generate pipeline through prospecting, networking, relationship building, and account development. • Lead complex, consultative sales cycles from initial discovery through negotiation and close. • Build relationships with senior business, technology, and operational leaders. • Uncover customer challenges and develop solution-oriented business cases rather than leading with a product catalog. • Navigate large, multi-stakeholder opportunities that may involve lengthy buying cycles and significant technology implementations. • Partner with internal product, technical, marketing, and leadership teams throughout the sales process. • Identify opportunities to expand relationships and introduce additional solutions within strategic accounts. • What We're Looking For • 6+ years of successful enterprise software, SaaS, or technology sales experience. • Demonstrated success winning net-new enterprise business and generating your own pipeline. • Experience selling complex, high-value solutions with multiple decision-makers and extended sales cycles. • Familiarity with insurance, InsurTech, employee benefits, or technology supporting highly regulated industries. • Strong discovery and consultative selling skills with the ability to translate business problems into technology solutions. • Proven ability to build credibility with senior and executive-level stakeholders. • Experience with structured enterprise sales methodologies such as MEDDPICC, Challenger, Gap Selling, or similar approaches is a plus. Ideal Background Candidates may come from insurance technology or from broader enterprise software organizations where they have sold complex solutions into large insurance carriers, benefits organizations, or multinational employers. We're particularly interested in hunters who are comfortable creating opportunities from the ground up, rather than relying primarily on inbound leads or established accounts.

Customer Service Enrollment Specialist - Remote

American Income Life - Giddens Organization · Slaton, TX

Benefits Representative 100% Virtual • 65,000-80,000 • 40 Hours per Week • Actively hiring Crafting Brighter Futures for Families At the forefront of specialized financial services, we help families safeguard their assets and promises a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of Globe Life, embodying our values and commitment. Primary Responsibilities: • Engage with clients to understand their financial goals and concerns. • Present tailored solutions to safeguard their assets effectively. • Maintain a pulse on the industry, ensuring you offer the best and most updated advice. • Foster relationships and ensure our clients always have someone they can turn to. Why Us? • Remote Work: Enjoy the flexibility of a full-time remote role. • Unlimited Earning Potential: Your dedication determines your earnings. • Company Culture: We're relaxed, high-energy, and treat every member like family. • Grow with Us: Dive into continuous learning and development opportunities. Application Process: 1. Submit Your Application: A hiring manager will review your application & resume and get back to you within 24 hours. 2. Schedule Company Overview: Select applicants will be contacted to schedule a position overview, detailing everything you need to know about the job details and your responsibilities. This 20-30 minute session is typically* done virtually for your convenience. 3. Interact with Us: During the overview, you'll have the chance to chat with our team members and ask any questions. Following the overview you'll be prompted to complete a brief assessment to gauge your understanding and compatibility with the position.

RemoteFull-timeFinancial Services - Insurance
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Benefits Specialist - Remote (Virtual)

American Income Life - Giddens Organization · Abilene, TX

Benefits Representative 100% Virtual • 65,000-80,000 • 40 Hours per Week • Actively hiring Crafting Brighter Futures for Families At the forefront of specialized financial services, we help families safeguard their assets and promises a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of Globe Life, embodying our values and commitment. Primary Responsibilities: • Engage with clients to understand their financial goals and concerns. • Present tailored solutions to safeguard their assets effectively. • Maintain a pulse on the industry, ensuring you offer the best and most updated advice. • Foster relationships and ensure our clients always have someone they can turn to. Why Us? • Remote Work: Enjoy the flexibility of a full-time remote role. • Unlimited Earning Potential: Your dedication determines your earnings. • Company Culture: We're relaxed, high-energy, and treat every member like family. • Grow with Us: Dive into continuous learning and development opportunities. Application Process: 1. Submit Your Application: A hiring manager will review your application & resume and get back to you within 24 hours. 2. Schedule Company Overview: Select applicants will be contacted to schedule a position overview, detailing everything you need to know about the job details and your responsibilities. This 20-30 minute session is typically* done virtually for your convenience. 3. Interact with Us: During the overview, you'll have the chance to chat with our team members and ask any questions. Following the overview you'll be prompted to complete a brief assessment to gauge your understanding and compatibility with the position.

RemoteFull-timeFinancial Services - Insurance
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Call Center Rep Work From Home

American Income Life - Giddens Organization · Slaton, TX

Benefits Representative 100% Virtual • 65,000-80,000 • 40 Hours per Week • Actively hiring Crafting Brighter Futures for Families At the forefront of specialized financial services, we help families safeguard their assets and promises a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of Globe Life, embodying our values and commitment. Primary Responsibilities: • Engage with clients to understand their financial goals and concerns. • Present tailored solutions to safeguard their assets effectively. • Maintain a pulse on the industry, ensuring you offer the best and most updated advice. • Foster relationships and ensure our clients always have someone they can turn to. Why Us? • Remote Work: Enjoy the flexibility of a full-time remote role. • Unlimited Earning Potential: Your dedication determines your earnings. • Company Culture: We're relaxed, high-energy, and treat every member like family. • Grow with Us: Dive into continuous learning and development opportunities. Application Process: 1. Submit Your Application: A hiring manager will review your application & resume and get back to you within 24 hours. 2. Schedule Company Overview: Select applicants will be contacted to schedule a position overview, detailing everything you need to know about the job details and your responsibilities. This 20-30 minute session is typically* done virtually for your convenience. 3. Interact with Us: During the overview, you'll have the chance to chat with our team members and ask any questions. Following the overview you'll be prompted to complete a brief assessment to gauge your understanding and compatibility with the position.

RemoteFull-timeFinancial Services - Insurance
Apply →

Remote Benefits Specialist

American Income Life - Giddens Organization · Abilene, TX

Benefits Representative 100% Virtual • 65,000-80,000 • 40 Hours per Week • Actively hiring Crafting Brighter Futures for Families At the forefront of specialized financial services, we help families safeguard their assets and promises a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of Globe Life, embodying our values and commitment. Primary Responsibilities: • Engage with clients to understand their financial goals and concerns. • Present tailored solutions to safeguard their assets effectively. • Maintain a pulse on the industry, ensuring you offer the best and most updated advice. • Foster relationships and ensure our clients always have someone they can turn to. Why Us? • Remote Work: Enjoy the flexibility of a full-time remote role. • Unlimited Earning Potential: Your dedication determines your earnings. • Company Culture: We're relaxed, high-energy, and treat every member like family. • Grow with Us: Dive into continuous learning and development opportunities. Application Process: 1. Submit Your Application: A hiring manager will review your application & resume and get back to you within 24 hours. 2. Schedule Company Overview: Select applicants will be contacted to schedule a position overview, detailing everything you need to know about the job details and your responsibilities. This 20-30 minute session is typically* done virtually for your convenience. 3. Interact with Us: During the overview, you'll have the chance to chat with our team members and ask any questions. Following the overview you'll be prompted to complete a brief assessment to gauge your understanding and compatibility with the position.

RemoteFull-timeFinancial Services - Insurance
Apply →