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Salesperson

Work from home Full-time role Hiring

Position Description Build relationships. Grow your business. Help shape how employers support their employees’ healthcare needs. Sterling Administration is looking for a self-motivated outside Salesperson in Florida who enjoys connecting with people and turning strong partnerships into new business. Your Opportunity Bring your broker relationships, consultative sales skills, and drive to grow to a role where you can make a direct impact on Sterling’s business. You’ll build and expand partnerships with brokers, agents, General Agents, and employer clients, introducing Sterling’s products to new audiences and owning your sales and revenue goals. You’ll combine personal connection with a technology-focused approach, helping partners navigate our online sales and renewal applications. What You’ll Do Own your sales goals and drive new business to meet or exceed annual targets set by leadership. Use our CRM and sales tools to turn leads into opportunities, track your outreach, and keep your pipeline accurate and actionable. Identify new business opportunities and guide clients from the sales process through onboarding and implementation. Build lasting broker relationships and expand your network to grow Sterling’s broker channel. Bring our products to life through demonstrations, training, and hands-on guidance for brokers and clients during initial implementation. Partner with internal teams to deliver smooth account setup and resolve client or partner concerns. Use sales forecasts and variance reports to identify opportunities, refine your approach, and build action plans that improve results. Represent Sterling’s vision and values in every client, broker, and partner interaction. Contribute to additional team and business needs as assigned. What You’ll Bring A bachelor’s degree in sales, marketing, or a related field is preferred. 3–5 years of directly relevant experience. Established relationships with consultants and brokers serving mid-market employers. Strong communication and interpersonal skills that help you connect with people and build productive partnerships. A collaborative approach and a willingness to contribute to shared team goals. Project management skills to keep opportunities, timelines, and client needs moving forward. An understanding of sales planning and reporting. Knowledge of your regional market and its business opportunities. Knowledge of the insurance or a related industry, including its products and services. Creativity in developing opportunities and finding ways to connect with clients and partners. A current health and life agent license is preferred.

What We Offer

Uncapped commission on eligible new-business revenue, subject to the terms of the commission plan. Health Insurance Vision Insurance Dental Insurance Life Insurance 401(k) with a safe harbor match Employee Stock Ownership Plan (ESOP)

Company Description

Sterling Administration is a nationwide benefits administration partner that helps employers, brokers, general agents, and employees navigate the complexities of employee benefits with clarity and confidence. Founded in 2004 and based in Oakland, California, Sterling has pioneered Health Savings Accounts (HSAs) and expanded into a full suite of services, including HRA, FSA, POP, COBRA, LSA, and FMLA administration, as well as expert compliance support. The organization combines user-friendly technology with responsive, personalized service to improve benefits management and strengthen client relationships. Sterling has been recognized as a top woman-owned business and a national Best Place to Work, with an office culture that emphasizes health, wellness, and collaboration, supported by remote staff across the country. Team members join a mission-driven company focused on empowering employers and consumers to better manage healthcare spending and resources.

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