Sales Representative (Insurance)

Location: On-site in Tampa, Florida, with other locations in South Carolina, Virginia, Georgia, and North Carolina; up to 60% travel throughout the assigned territory is required.

Base compensation: $80,000–$100,000 per year.

Company

Wholesure, a division of hirify.global, is a specialty and wholesale insurance platform providing market access, expertise, and insurance solutions.

What you will do

• Develop, maintain, and grow relationships with independent insurance agencies to drive profitable new business.
• Conduct at least 15 in-person agency visits per week and serve as the primary field representative for the assigned territory.
• Identify, recruit, appoint, and support the onboarding of new agency partners within their first 30 days.
• Collaborate with division directors, underwriters, brokers, and internal marketing to identify cross-selling opportunities and coordinate meetings, presentations, and strategy discussions.
• Represent Wholesure at conferences, trade shows, networking events, webinars, training sessions, and association meetings.
• Track agency activity and pipeline data in CRM systems, communicate market intelligence, and meet territory production, growth, and engagement goals.

Requirements

• Proven ability to build, maintain, and grow professional business relationships, with strong interpersonal, presentation, negotiation, verbal, and written communication skills.
• Strong organizational and time-management skills, with the ability to manage multiple priorities in a fast-paced, goal-oriented environment.
• Ability to work independently with minimal supervision while collaborating across departments.
• Strong business acumen, entrepreneurial mindset, sense of ownership, and ability to analyze market trends and identify business development opportunities.
• Proficiency in Microsoft Office and CRM platforms.
• Ability to travel throughout the assigned territory; up to 60% travel is required.
• Bachelor’s degree in Business, Marketing, Insurance, or a related field preferred, or an equivalent combination of education and relevant business experience.
• Previous experience in insurance sales, business development, agency management, territory management, or a related field preferred.
• Active Property & Casualty insurance license preferred, or the ability to obtain one within six months of employment.
• Ability to network, influence, independently manage a sales territory, and consistently achieve business objectives.

Culture & Benefits

• On-site presence is expected to support collaboration, team leadership, and cross-functional partnership.
• Comprehensive medical, dental, vision, life, disability, fertility, wellness, and paid sick-time benefits.
• Paid time off and holidays, an Employee Assistance Program, and a Calm app subscription.
• Immediate 401(k) vesting, HSA and FSA options, commuter benefits, and employee discounts.
• Paid maternity and paternity leave, including for adoptive parents, plus legal plan and pet insurance options.
• Continuing education, professional development, and applicable insurance designations are part of the training and development program.

Hiring process

• Final candidates must complete post-offer verification processes related to the role and applicable laws.