Sales Executive - Outside Sales

Monett, MO
Heritage Insurance
9/21/2026
Monett, MO
128,000.00 Annual
78,000.00  Annual
Full Time
M-F, 8-6, Weekends As Needed

Sales Executive - Outside Sales

Heritage Insurance | Full-Time | $78,000-$128,000+ Estimated Annual Earnings

Build Your Business. Build Your Income. Build Your Career.

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.

What You'll Do

Build & Grow Your Own Business

  • 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.

  • Meet face-to-face with business owners, managers, and key decision-makers.

  • Learn and execute a proven sales process.

  • Identify business needs and present supplemental insurance solutions.

  • Build long-term relationships with clients and decision-makers.

  • Schedule follow-up appointments with prospective and existing clients.

  • Contact new businesses, referrals, and existing clients who need to be re-serviced.

  • 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.

  • Take ownership of your territory, schedule, activity, and results.

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.

  • Share best practices and lessons learned with developing team members.

  • Provide encouragement and support to new representatives.

  • Help new team members build confidence and develop strong sales habits.

  • Lead by example through your own production and professionalism.

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.

  • Commission eligibility beginning at the start of the opportunity.

  • Performance-based cash bonuses.

  • Quarterly and annual incentive trips.

  • Stock share bonus opportunities.

  • Advancement and promotions based on individual performance.

  • Opportunities to increase responsibility and income as you develop.

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.

  • Ongoing professional development.

  • 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.

What We're Looking For

We're looking for someone who is:

  • Goal-oriented, competitive, and self-motivated.

  • Confident in communicating with business owners and decision-makers.

  • 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.

  • Organized and accountable for daily activity and results.

  • Coachable and committed to continuous improvement.

  • Persistent and comfortable handling rejection.

  • Motivated by personal achievement and financial growth.

  • Interested in developing into a sales leader over time.

Preferred Experience

Experience in the following areas is a plus:

  • Outside Sales

  • B2B Sales

  • Business Development

  • Territory Sales

  • Direct Sales

  • Insurance Sales

  • Account Management

  • Customer Acquisition

  • Recruiting

  • Sales Training

  • Team Leadership

We also encourage candidates with strong backgrounds in competitive, goal-oriented, or relationship-driven environments to apply.

Licensing & Education Requirements

  • 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.

Schedule

  • Full-time

  • 8-hour shift

  • Flexible scheduling based on territory and client appointments

Why Heritage Insurance?

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. We want people who are ready to build relationships, build a business, grow their income, and develop a career with long-term advancement opportunities.

If you're ready to take ownership of your success and build a rewarding career in outside sales and business development, apply today.

Ready to Build Your Career?

Build your business. Grow your income. Develop your future.

Apply today to learn more about the Sales Executive opportunity with Heritage Insurance.

Learn more about Heritage Insurance:
https://altitudebg.wixsite.com/heritage-insurance