Outside Sales Representative

Swift Public Adjusters
Outside Sales Representative — Madison, WI
Upper Midwest Market | Remote with In-Person Client Outreach Position Overview
Swift Public Adjusters is seeking an Outside Sales Representative to sell our services to current and prospective clients in the Madison, WI market. This remote position requires in-person client outreach and relationship building across the Greater Madison region. The ideal candidate brings proven sales experience, exceptional multitasking abilities, and systematic follow-up skills — and excels at negotiation and building lasting client relationships.

Compensation

• 30–60 day probationary period
• Starting draw against commission: $50,000–$65,000 annually
• Uncapped commission potential
• Seasoned professionals average $150,000–$250,000 annually
• Business expenses covered

Key Responsibilities
Client Development & Networking

• Build and maintain a network of sources to generate qualified sales leads
• Identify customer needs and pain points through direct engagement
• Align service solutions with customer challenges
• Ensure client satisfaction through transparent communication and proactive support
• Maintain ongoing relationships with current and former customers

Reporting & Analytics

• Prepare daily activity reports documenting calls, sales, lost opportunities, and critical issues
• Provide territorial sales forecasts and market analysis as requested

Partnership Development

• Conduct educational meetings with referral partners about our services
• Evaluate claims submitted by referral partners to determine business viability

Direct Sales Execution

• Meet with residential and commercial property owners to present service solutions
• Deliver presentations to diverse audiences and groups
• Use phone and email outreach to gather prospect information and qualify leads

Strategic Planning

• Design and implement education and sales strategies for prospects and referral partners
• Establish measurable sales objectives and performance targets
• Recommend improvements to sales methodologies and processes

Qualifications
Required

• Bachelor's degree in Business, Marketing, or related field OR five years of relevant sales experience
• Excellent interpersonal and customer service skills
• Strong organizational skills and attention to detail
• Analytical and problem-solving abilities
• Ability to thrive in fast-paced environments
• Proficient with Microsoft Office Suite
• Public Adjusting License required (must obtain within 1 month of hiring if not currently licensed)

Preferred

• Knowledge of insurance claims and processes
• Construction industry experience
• Cold calling experience
• Multi-family property management and property owner connections
• Existing referral networks in the Madison market
• Comfortable working on roofs for property inspections

  About Swift Public Adjusters
Swift Public Adjusters helps policyholders nationwide navigate and settle insurance claims. We offer a flexible work culture that supports work-life balance and professional growth.

Benefits

• Comprehensive health, dental, and vision insurance
• Short-term and long-term disability coverage
• 401(k) retirement plan
• Flexible scheduling and time off
• Referral bonuses
• Professional development opportunities including industry organization memberships and specialized training