Commercial Insurance Sales Representative | Base + Commission | Hybrid

Job Description

Job Description

This is not an entry-level sales role.

At Cobble Insurance, our commercial sales team works directly with business owners to design coverage strategies that protect what they’ve built. This role is built for someone who wants to grow into a high-level producer and build a long-term book of business.

We are looking for someone who wants to be great at sales—not just good.

This is a performance-driven role with a longer sales cycle, higher deal values, and significant income potential. While we provide training and support, top performers in this role take ownership of their pipeline and consistently generate their own opportunities.

Compensation:

$55,000–$75,000 base salary + uncapped commission

First-year earnings typically range from $90,000–$140,000+, with long-term income potential well into six figures

Your base salary supports you during ramp-up. As your production grows, your income shifts toward commission, allowing for substantial long-term earnings.

Hybrid Work Schedule:

This role begins in-office for onboarding and training (first 90–120 days).

After ramp-up, team members earn a hybrid schedule based on performance, typically working 2–3 days per week from home.

Flexibility increases as production and pipeline stabilize.

Responsibilities

• Prospect and develop new commercial insurance opportunities through outbound activity, referrals, and networking
• Build relationships with business owners and key decision-makers
• Analyze risk and recommend appropriate coverage strategies
• Prepare and present quotes and proposals
• Manage and grow a consistent pipeline of qualified prospects
• Work with carriers and internal team to structure accounts
• Close new business and build a long-term book of business

Requirements

• Prior sales experience required (insurance experience strongly preferred)
• Experience working with business clients or in a B2B environment is a plus
• Strong communication and relationship-building skills
• Comfortable with outbound prospecting and pipeline development
• Ability to manage a longer sales cycle with multiple touchpoints
• Competitive mindset with a strong desire to grow income and production
• Coachable and open to feedback
• Self-motivated with strong work ethic and follow-through
• Organized with the ability to manage pipeline and activity

We’re willing to invest in the right person who wants to build a long-term career in commercial insurance.

Benefits
Paid Time Off (PTO)###Work from Home###Flexible Schedule###Health Insurance###Dental Insurance###Life Insurance###Parental Leave###Hands on Training###Mon-Fri Schedule###Career Growth Opportunities###Base Salary + Uncapped Commission###Bonus Opportunities###Hybrid Work Schedule###Paid Holidays###Paid Sick Leave###Ongoing Training & Coaching###Mentorship Program###Home Office Equipment###Team Building Activities###Professional Growth Environment###