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Sales Executive - Outside Sales

Heritage InsuranceUnited States🇺🇸United StatesPosted Oct 6, 2026

Quick Overview

Salary
$78k - $128k/yr
Seniority
Mid Senior
Work mode
Hybrid
Location
United States
Posted
Yesterday
Account ManagementB2B SalesBusiness DevelopmentCold CallingOutside SalesProspecting

Job Description

Job Description
Sales Executive - Outside Sales
Heritage Insurance | Full-Time | $78,000-$128,000+ Estimated Annual Earnings
Heritage Insurance is looking for a motivated, ambitious, and relationship-focused
Sales Executive to join our growing team. This is an outside sales opportunity where you'll build your own book of business by working directly with small and medium-sized business owners and key decision-makers within an assigned territory.

You'll learn a proven sales process, develop relationships with business owners, and present supplemental insurance solutions designed to help protect employees and their families. As you demonstrate success and master the sales process, you'll have opportunities to train, mentor, and develop new sales representatives while continuing to grow your own business. If you're competitive, driven, comfortable meeting people face-to-face, and looking for a career where your effort and performance can directly impact your income, we'd like to hear from you.

Develop and manage your own book of business within an assigned territory. Prospect for new clients through
B2B cold calling, referrals, networking, and relationship building
. Learn and execute a proven sales process. Continuously expand your client portfolio through new business and relationship management. Develop Your Sales Career
Participate in virtual and hands-on sales training. Work alongside experienced sales professionals as you develop your skills. Attend team meetings, training calls, and professional-development sessions.

Track and submit daily sales activity and performance metrics. Work with your sales manager to establish goals and improve your performance. Grow Into Leadership
As you develop your skills and establish consistent success, you'll have the opportunity to take on additional responsibilities in training and mentorship
. Assist with hands-on training for new sales representatives. Demonstrate effective prospecting and sales techniques. Help new team members build confidence and develop strong sales habits.

What We Offer
$78,000-$128,000+ Estimated Annual Earnings
Our compensation structure is designed to reward personal production and performance
. Weekly draw pay during the initial training period. Performance-based cash bonuses. Stock share bonus opportunities. Advancement and promotions based on individual performance. Training & Support
Whether you're an experienced salesperson or transitioning into a new industry, you'll receive structured training and ongoing support. Virtual classroom training. Hands-on sales training in your assigned territory. Advanced sales training.

Leadership and mentorship training. Continued coaching from experienced sales professionals. Career Advancement
At Heritage Insurance, we're focused on developing people who want to build a long-term career in sales and leadership
. The Sales Executive role gives you the opportunity to establish yourself as a successful producer while developing the skills needed for future leadership opportunities. As you demonstrate consistent production and leadership ability, you can take on additional responsibility through training, mentoring, and sales leadership
.

Your advancement is based on performance, production, consistency, and leadership development
. Comfortable with
B2B cold calling and prospecting
. Comfortable conducting face-to-face sales presentations. Strong at building professional relationships. Able to work independently and manage an assigned territory. Motivated by personal achievement and financial growth. Interested in developing into a sales leader over time.

Outside Sales
B2B Sales
Territory Sales
Direct Sales
Insurance Sales
Account Management
Customer Acquisition
Sales Training
Must already hold a
Health & Life insurance producer license or be willing and able to obtain one. Licensing reimbursement is available. Bachelor's degree or a minimum of 4 years of professional post-high-school work experience. Candidates within 6 months of completing a bachelor's degree may be considered. Candidates with less than 4 years of professional experience may be considered if they have relevant or specialized outside sales experience.

Full-time
~8-hour shift
~ Flexible scheduling based on territory and client appointments
At Heritage Insurance, we help families and businesses prepare for the unexpected through supplemental insurance solutions. We're building a team of professionals who want more than a traditional 9-to-5 job. If you're ready to take ownership of your success and build a rewarding career in outside sales and business development
, apply today. Apply today to learn more about the
Sales Executive opportunity with Heritage Insurance.

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