Demo

Lead Outside Sales Representative

Heritage Insurance
Perkins, OK Full Time
POSTED ON 9/23/2026
AVAILABLE BEFORE 10/22/2026
Lead Outside Sales Representative

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

Build Your Book. Grow Your Income. Develop Your Leadership.

Heritage Insurance is looking for a driven, relationship-focused Lead Outside Sales Representative to join our growing sales organization.

This is more than a traditional sales position. You'll have the opportunity to build your own book of business, develop relationships with business owners and decision-makers, and grow into a leadership and mentorship role as you master our proven sales process.

You'll work directly with small and medium-sized businesses in your assigned territory, helping business owners provide supplemental insurance solutions to their employees and their families.

If you are an experienced salesperson who enjoys prospecting, face-to-face selling, building relationships, and helping others succeed, this is an opportunity to build a long-term career in sales and leadership.

What You'll Do Build and Grow Your Business
  • Develop and maintain your own book of business within an assigned sales territory.

  • Prospect for new business through B2B cold calling, referrals, networking, and relationship building.

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

  • Identify business needs and present supplemental insurance products and solutions.

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

  • Follow up with prospective and existing clients to review their needs and identify additional opportunities.

  • Contact new businesses, referrals, and existing accounts that need to be re-serviced.

  • Provide professional customer service and respond to client calls and emails.

Become a Sales Leader

As you gain experience and demonstrate success, you'll have the opportunity to take on additional responsibilities focused on training, mentoring, and developing new sales representatives.

  • Assist with hands-on, in-field training for new sales representatives.

  • Demonstrate effective prospecting, presentation, communication, and sales techniques.

  • Mentor new representatives as they learn and implement the sales process.

  • Provide individualized coaching, encouragement, and support.

  • Help new team members navigate challenges and build confidence.

  • Lead by example through your own sales production and professionalism.

Manage Your Territory
  • Develop a weekly schedule based on your territory, client appointments, and business-development activities.

  • Attend scheduled team meetings, training calls, and meetings with your sales manager.

  • Maintain accurate client and prospect information.

  • Track and submit daily sales activity and performance metrics.

  • Consistently work toward individual production and professional-development goals.

What We Offer Competitive Earning Potential

$78,000-$128,000 Estimated Annual Earnings

Your compensation is designed to reward production and performance, with opportunities to increase your income as you build your business.

  • 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.

Training & Development

You don't have to figure it out on your own.

  • Virtual classroom training.

  • Hands-on sales training within your assigned territory.

  • Ongoing professional development.

  • Advanced sales training.

  • Leadership and mentorship training.

  • Continued coaching and support from experienced sales professionals.

Career Advancement

The Lead Outside Sales Representative position is designed for someone who wants to build a successful sales career while developing leadership skills.

As you demonstrate consistent production and mastery of the sales process, you'll have opportunities to take on additional responsibility, mentor new representatives, and advance within the organization.

What We're Looking For

We're looking for someone who is:

  • Motivated, competitive, and results-oriented.

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

  • Comfortable with B2B cold calling and prospecting.

  • Strong at building relationships and earning client trust.

  • Comfortable conducting face-to-face sales presentations.

  • Self-motivated and able to manage an independent schedule.

  • Organized and accountable for daily activity and performance.

  • Coachable and committed to continuous improvement.

  • Interested in developing leadership and mentoring skills.

  • Persistent and able to handle rejection professionally.

  • Driven to build a career rather than simply find a job.

Preferred Experience

Experience in any of the following areas is a plus:

  • Outside Sales

  • B2B Sales

  • Business Development

  • Territory Sales

  • Insurance Sales

  • Account Management

  • Customer Acquisition

  • Recruiting

  • Sales Training

  • Team Leadership

We also value candidates who have demonstrated success in competitive, goal-oriented environments.

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 needs

Why Heritage Insurance?

At Heritage Insurance, we're focused on helping protect what matters most by providing supplemental insurance solutions for individuals, families, and businesses.

We're looking for professionals who want to build relationships, build their income, build their own book of business, and build toward leadership.

If you're ready to take your outside sales career to the next level and want an opportunity where your performance can directly influence your income and advancement, apply today.

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

 
 

Salary : $78,000 - $128,000

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