Outside Insurance Sales — Flexible, High‑Earning Potential

Comparion Insurance Agency; Milwaukee (WI); Hybrid; USD 60,000 - 90,000; Full time

Benefits offered by this job

Health insurance

401(k) match

Paid time off

Paid training

Licensing support

Hybrid/remote work

Job summary

Comparion Insurance Agency is hiring self-motivated, relationship-driven professionals for a rewarding outside sales career. This role offers autonomy to build your career and grow earnings while helping protect individuals and families with auto, home, life, and specialty insurance.

Backed by a Fortune 100 company, you’ll receive hands-on training, licensing support, and team collaboration to succeed. Enjoy a flexible, hybrid office/field/remote work arrangement and a supportive culture.

Qualifications

• Day One Skills & Traits: You are self-motivated, accountable, reliable and professional.
• Relationship-focused with ability to build long-term trust and discuss options clearly.
• Outgoing persona, comfortable talking with people and explaining insurance options.
• Tech-savvy and able to learn digital tools with ease.
• Calm under pressure in a fast-paced, customer-focused environment.

Responsibilities

• Sell auto, home, life, and related insurance products using a consultative approach.
• Build and maintain a book of business through referrals, networking, and community engagement.
• Identify prospects using established lead methods and outreach.
• Document customer interactions accurately and handle sensitive information with integrity.
• Use sales technology and multi-carrier platforms to tailor insurance solutions.
• Participate in training, coaching, and performance incentives to improve results.

Skills

Self-motivated

Relationship-focused

Outgoing

Tech savvy

Calm under pressure

Reliable

Professional

Trustworthy

Tools

Insurance sales technology

Relationship management tools

Multi-carrier platforms

Job description

Comparion Insurance Agency is hiring self-motivated, relationship-driven professionals for a rewarding outside sales career. This role offers autonomy to build your career and grow earnings while helping protect individuals and families with auto, home, life, and specialty insurance.

Backed by a Fortune 100 company, you’ll receive hands-on training, licensing support, and team collaboration to succeed. Enjoy a flexible, hybrid office/field/remote work arrangement and a supportive culture.