Cleveland Agency Group
1099 Commission Only | Remote | Performance-Based Earnings | Training & Growth Opportunities
Cleveland Agency Group is seeking motivated, relationship-focused individuals to join our growing team as Insurance Sales Representatives.
If you enjoy helping people, building trust, and guiding clients through important financial decisions, this opportunity offers the chance to develop valuable professional skills while building a rewarding career in insurance sales.
Whether you have previous sales experience or a strong background in customer service, business development, or client relations, you'll have the opportunity to grow in a supportive, performance-driven environment where your effort and commitment are recognized.
Fully remote opportunity with flexibility and independence
Performance-based earning potential
Ongoing training, coaching, and professional development
Supportive team environment focused on growth and success
Opportunity to build long-term client relationships
Develop valuable sales, communication, and business skills
Clear path for personal and professional advancement
Work with a team dedicated to helping clients protect what matters most
As an Insurance Sales Representative, you will manage the entire client journey—from initial outreach and relationship building to enrollment and ongoing client support.
You will connect with prospective clients through phone and virtual meetings, learn about their needs, educate them on available solutions, and guide them through the decision-making process with professionalism and care.
This role is ideal for individuals who enjoy building relationships, solving problems, and creating positive client experiences while working toward meaningful goals.
Connect with prospective clients through phone calls and virtual meetings
Build trust through professional and meaningful conversations
Establish strong relationships with clients and prospects
Create a positive and engaging client experience
Conduct thorough discovery conversations to understand client needs and goals
Educate clients on available insurance solutions
Present recommendations based on each client's unique situation
Help clients make informed decisions with confidence
Manage the sales process from initial contact through enrollment
Maintain consistent communication with prospects and clients
Follow up on opportunities and client inquiries
Guide clients through the application and enrollment process
Ensure a smooth and professional experience throughout the sales journey
Maintain an organized pipeline of opportunities
Track activities, follow-ups, and client interactions using CRM tools
Maintain accurate and detailed records
Consistently manage priorities and sales activities
Work closely with internal teams to support client success
Participate in training and development opportunities
Stay informed on products, services, and industry updates
Continuously improve communication and sales skills
This role offers strong performance-based earning potential. Top performers can expect to earn between $80,000 and $150,000 annually , with opportunities for increased earnings based on performance, consistency, and client growth.
Insurance license is required
Strong communication and interpersonal skills
Professional and customer-focused approach
Ability to build rapport and establish trust quickly
Strong organizational and time-management skills
Ability to work independently in a remote environment
Self-motivated, goal-oriented, and dependable
Comfortable using phone, video conferencing, CRM systems, and digital communication tools
Confidence communicating with new people
Active listening and problem-solving abilities
Resilience and persistence when facing challenges
Coachability and a willingness to learn
Professionalism and integrity
Consistency, accountability, and follow-through
A genuine desire to help clients find the right solutions
Cleveland Agency Group is a leader in the insurance industry, dedicated to providing exceptional service and tailored solutions to our clients. We foster a supportive and growth-oriented environment where sales professionals can thrive, develop their skills, and achieve meaningful career growth.
Join a team that values relationships, professionalism, and helping clients make informed decisions about their future.
Full-Time | Remote
Enjoy the flexibility of working remotely while receiving ongoing support, training, and collaboration from a dedicated team.
If you're looking for an opportunity to build valuable professional skills, develop meaningful client relationships, and grow your income through performance, we'd love to hear from you.
Apply today and discover what a rewarding career with Cleveland Agency Group can look like.
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