Overview
Our client is looking for a driven B2B Outbound Sales Representative to prospect and qualify trucking companies and small fleet owners for commercial insurance coverage. You will make high-volume cold calls, handle objections, build immediate rapport with business owners, and convert cold prospects into qualified sales appointments. While commercial trucking experience is a bonus, the priority is a high-performing salesperson with proven insurance experience and a track record of B2B cold calling.

Schedule: Monday–Friday, 9:00 AM–5:00 PM Pacific Time (Washington) | 40 hours per week, including 1 hour paid break per day

Responsibilities

• Make high-volume B2B outbound cold calls to truckers, owner-operators, and small fleet owners.
• Deliver an effective initial sales pitch and clearly explain insurance services.
• Build rapport with prospects and handle questions, objections, and rejection professionally.
• Qualify prospects by understanding their business, insurance needs, and relevant information.
• Collect and verify prospect information and required documentation.
• Enter accurate call notes, prospect information, and follow-up activities into the CRM.
• Prepare and submit completed prospect files using standardized templates and processes.
• Schedule qualified appointments and follow-up calls for the sales team.
• Conduct follow-up calls to help advance qualified opportunities toward a sale.
• Perform light data entry into insurance portals as required.
• Follow established sales scripts, processes, and qualification criteria.
• Maintain consistent daily call volume and activity levels.
• Keep the CRM and pipeline accurately updated.
• Perform other sales and administrative duties related to the role as needed.

Requirements

• Proven B2B outbound cold-calling experience — MUST HAVE.
• Previous insurance sales experience — MUST HAVE.
• Strong phone-based sales and communication skills.
• Demonstrated ability to prospect, qualify, and generate sales opportunities through cold calling.
• Strong objection-handling and rapport-building skills.
• Comfortable speaking with business owners, truckers, and decision-makers.
• Experience working toward call, appointment, or sales targets.
• Comfortable with high-volume outbound calling and rejection.
• CRM experience and strong data-entry/record-keeping skills.
• Strong spoken English and professional communication.
• Highly organized, persistent, and self-motivated.
• Ability to work independently in a remote environment.
• Available to work 9:00 AM–5:00 PM Pacific Time.
• Must be available for a full-time, 40-hour-per-week schedule.

Strongly Preferred:

• Trucking insurance or commercial auto insurance experience.
• Experience selling insurance to trucking companies, owner-operators, or small fleets.
• B2B sales experience selling to small businesses.
• Experience with insurance CRM systems, quoting platforms, or insurance portals.
• Experience handling insurance qualification, documentation, and follow-up processes.

Independent Contractor Perks

• Permanent work from home
• Immediate hiring
• Health Insurance Coverage for eligible locations

Note
Please click the "APPLY" button to complete your application, including the assessment questions, technical check, and voice recording. Your hourly pay rate will be established based on your performance in the application process; submissions with all requirements fulfilled will receive priority review.

Important Disclaimer
BruntWork never charges fees for applying or any part of the hiring process—it is 100% free. If you are ever asked for payment, please stop and report it immediately to our official email us through the ‘Contact Us’ form on our official BruntWork website.