Insurance Sales Representative; D2D | Cycle

Insurance Sales Representative (D2D | Full Cycle)Overview

Jason Cassidy Insurance Agency Inc are seeking a highly motivated, results-driven Marketing & Advertising Sales Representative to join our growing team. This is a full-cycle, in-market, door-to-door sales role focused on generating new business, building strong client relationships, and delivering tailored marketing and advertising solutions within the insurance industry.

If you thrive in face-to-face environments, enjoy creating opportunities from the ground up, and want full ownership of your pipeline and income—this role is built for you.

• Prospect and generate new business through door-to-door outreach and in-market engagement

• Manage the entire sales cycle from lead generation to closing deals

• Educate potential clients on marketing and advertising solutions tailored to insurance products and services

• Build and maintain strong, long-term client relationships

• Conduct needs assessments and present customized proposals

• Track activity, pipeline, and performance metrics consistently

• Collaborate with internal teams to ensure successful campaign execution

• Identify and approach new prospects daily in assigned territories

• Deliver compelling sales presentations that drive conversion

• Negotiate and close deals efficiently

• Maintain a high level of activity (appointments, presentations, and follow-ups)

• Stay informed on industry trends, competitor offerings, and market conditions

• Represent the brand professionally in all client interactions

• Strong communication and interpersonal skills

• Confidence in face-to-face, door-to-door sales environments

• Self-motivated with a high level of discipline and accountability

• Ability to handle rejection and remain persistent

• Goal-oriented with a competitive mindset

• Excellent time management and organizational skills

• Adaptable and coachable

• Experience in marketing, advertising, or media sales (preferred but not required)

• Background in door-to-door or direct sales is a strong plus

• Familiarity with CRM systems and sales tracking tools

• Competitive commission structure with uncapped earning potential

• Performance-based bonuses and incentives

• Ongoing training, coaching, and professional development

• Opportunities for career advancement and leadership roles

• Flexible scheduling and territory ownership

• Full control over your pipeline and earning potential

• High-impact role with direct influence on business growth

• Supportive team environment with ongoing mentorship

• Opportunity to develop advanced sales and marketing expertise

• Field-based, door-to-door sales within assigned territory

• Independent work with regular team collaboration

• Fast-paced, performance-driven culture

• Driven to exceed targets and maximize earnings

• Comfortable working independently in the field

• Passionate about sales, marketing, and building client relationships

• Ready to take ownership of your success