Insurance Sales Representative

This is a fully remote position, open to applicants in United States.

📋 Description

• Drive new business, enhance revenue growth, and encourage customer adoption within EasyPost’s Parcel Insurance division.

• Take ownership of a sales quota and achieve or surpass revenue and new business objectives.

• Formulate and implement territory and account strategies aimed at acquiring new Parcel Insurance clients.

• Identify, target, and engage high-potential accounts within selected industries and market segments.

• Establish relationships with decision-makers and key influencers in both prospective and existing accounts.

• Advise customers by understanding their shipping volumes, loss exposure, insurance needs, and overall business goals.

• Conduct thorough account research and discovery to pinpoint pain points, insurance deficiencies, and shipment protection opportunities.

• Articulate the value proposition, capabilities, and competitive advantages of Parcel Insurance solutions.

• Lead sales presentations, product demonstrations, discovery meetings, and commercial discussions.

• Develop and maintain an accurate sales pipeline through outbound prospecting, networking, referrals, and inbound leads.

• Oversee the complete sales cycle from prospecting and qualification through negotiation, closing, and handoff.

• Negotiate pricing, contracts, and commercial terms effectively.

• Collaborate with Sales, Product, Operations, and Insurance teams to ensure successful customer implementation.

• Maintain records of account, opportunity, activity, and forecast information in Salesforce or other CRM systems.

• Keep an eye on market trends, competitor behavior, and customer requirements to identify growth opportunities.

• Provide feedback to Insurance and Product leadership regarding product strategy, positioning, and go-to-market initiatives.

• Cultivate long-term customer relationships and promote insurance adoption within existing accounts.

• Stay up-to-date on parcel insurance products, market dynamics, regulations, and competitive offerings.

⛳️ Requirements

• High school diploma or equivalent required; bachelor’s degree is preferred.

• 5+ years of B2B sales experience, showcasing a proven record of meeting or exceeding sales quotas.

• Direct experience in selling parcel insurance, shipping insurance, freight insurance, cargo insurance, or a closely related insurance product is strongly preferred or required.

• Experience selling to businesses with significant parcel or shipping volumes, ideally within e-commerce, logistics, retail, fulfillment, or shipping technology.

• Proven track record in managing the entire sales cycle, from prospecting and discovery through negotiation and closing.

• Strong comprehension of the parcel/shipping insurance market, customer needs, and competitive landscape.

• Demonstrated ability to sell complex or consultative solutions, translating technical or industry-specific concepts into clear business value.

• Exceptional prospecting, negotiation, presentation, and closing skills.

• Excellent verbal and written communication skills, capable of engaging effectively with operational and executive-level stakeholders.

• Strong relationship-building abilities, establishing credibility and trust with customers.

• Self-motivated, highly organized, and comfortable working independently in a fast-paced, growth-oriented environment.

• Proficiency in Salesforce or comparable CRM and sales technology.

• Occasional walking and lifting; must be capable of lifting 15 pounds at any time.

• Travel required: 10%-20%.

• Must be authorized and based in the United States.

🏝️ Benefits

• Comprehensive medical, dental, vision, and life insurance.

• Competitive compensation package and equity.

• Monthly work from home stipend of $50.

• Flexible work schedule and paid time off.

• Collaborative culture with a supportive team.

• Unlimited growth opportunities.

• Opportunity to make significant contributions at a rapidly growing company.

• Opportunity to impact a product that helps ship millions of packages daily.