Territory Sales Representative

Acrisure•Chicago, IL

5d•$75,000 - $100,000•Onsite

About The Position

Wholesure Inc., a division of Acrisure, is looking for an experienced Sales Representative to support our Midwest Region. This role is responsible for developing and managing agency relationships, driving profitable new business growth, expanding our agency footprint, and serving as the primary field representative within the assigned territory. The ideal candidate is a strategic sales professional who thrives on building long-term partnerships, identifying market opportunities, and representing the Wholesure brand in the field.

Requirements

Highly motivated, results-oriented sales professional with a strong desire for long-term success.
Proven ability to build, maintain, and grow professional business relationships.
Strong interpersonal, presentation, negotiation, and communication skills.
Excellent organizational and time management skills with the ability to manage multiple priorities.
Self-starter who works effectively with minimal supervision while collaborating across departments.
Strong business acumen with an entrepreneurial mindset and sense of ownership.
Ability to analyze market trends and identify business development opportunities.
Proficient in Microsoft Office and CRM platforms.
Comfortable working in a fast-paced, goal-oriented environment.
Strong verbal and written communication skills.
Must possess a valid driver's license and be able to travel independently throughout the assigned territory.
Ability to travel throughout the assigned territory; up to 60% travel is required.

Nice To Haves

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 within six months of employment).
Candidates are expected to pursue continuing education, professional development, and applicable insurance designations as part of the company's training and development program.
Demonstrated ability to network, influence, and independently manage a sales territory while consistently achieving business objectives.

Responsibilities

Develop, maintain, and strengthen relationships with independent insurance agencies throughout the assigned Midwest territory to drive profitable new business production.
Conduct a minimum of 15 in-person agency visits per week to cultivate relationships, identify opportunities, and provide ongoing support.
Identify, recruit, and appoint qualified new agency partners to expand market presence within the territory.
Support the onboarding of newly appointed agencies, partnering with the Internal Marketing Team to ensure successful onboarding within the first 30 days.
Collaborate with Division Directors, Underwriters, Brokers, and Internal Marketing to identify cross-selling opportunities and maximize agency production.
Coordinate meetings, presentations, and strategy discussions between agency partners and internal business leaders.
Promote and increase participation in company webinars, training sessions, and educational events.
Represent Wholesure at industry conferences, trade shows, networking events, and association meetings to strengthen brand awareness and cultivate new business opportunities.
Gather and communicate market intelligence, competitive insights, and agency feedback to leadership to support strategic business decisions.
Maintain accurate documentation of agency interactions, sales activity, and pipeline management within CRM systems.
Meet or exceed assigned territory production, growth, and agency engagement goals.