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Outside Sales Leader

$78k - $128k

Heritage Insurance

Job Description

Job Description

Outside Sales Leader

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

Build Your Business. Grow Your Income. Lead the Next Generation of Sales Professionals.

Heritage Insurance is looking for a motivated and ambitious Outside Sales Leader to join our growing sales organization.

This is a production-focused sales and leadership opportunity for someone who wants to build their own book of business while developing the skills to train, mentor, and lead others.

You'll work directly with small and medium-sized business owners and key decision-makers within your assigned territory. Through prospecting, B2B cold calling, face-to-face meetings, referrals, and relationship building, you'll introduce businesses to supplemental insurance solutions designed to help protect their employees and families.

As you master our sales process and demonstrate consistent success, you'll have the opportunity to take on additional responsibilities by training and mentoring new sales representatives while continuing to grow your own business.

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

  • Prospect for new clients through B2B cold calling, referrals, networking, and relationship development .

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

  • Identify client needs and present supplemental insurance solutions.

  • Build long-term relationships with business owners and clients.

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

  • Contact new businesses, referrals, and existing clients who need additional service or coverage.

  • Maintain and expand your client portfolio through consistent follow-up and relationship management.

Develop Into a Sales Leader

As you gain experience and demonstrate success, you'll have the opportunity to help develop the next generation of sales professionals.

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

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

  • Provide one-on-one coaching and mentorship.

  • Help new representatives learn and apply the sales process.

  • Support new team members as they develop confidence and sales skills.

  • Lead by example through your own production, professionalism, and work ethic.

  • Participate in team meetings, training calls, and leadership development opportunities.

Manage Your Territory & Performance
  • Create and manage your weekly schedule based on business-development activities and client appointments.

  • Maintain accurate prospect and client information.

  • Track and submit daily sales activity and performance metrics.

  • Communicate regularly with your sales manager and sales team.

  • Attend scheduled meetings, training sessions, and team calls.

  • Take ownership of your goals, activity, and overall business performance.

What We Offer Competitive Earning Potential

$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.

Training & Professional Development

You don't need to build your career alone. We provide the training and resources necessary to help you develop your sales skills and grow your business.

  • Virtual classroom training.

  • Hands-on sales training in your assigned territory.

  • Ongoing professional development.

  • Advanced sales training.

  • Leadership and management training.

  • Continued coaching and support from experienced sales professionals.

Career Advancement

The Direct Sales Leader position provides a pathway for individuals who want to move beyond traditional sales and develop into leadership.

You'll have the opportunity to build your own business first, master the sales process, develop other sales professionals, and take on greater leadership responsibility as you succeed.

Your advancement is based on performance, production, leadership ability, and consistency.

What We're Looking For

The ideal candidate is:

  • Goal-oriented, competitive, and highly motivated.

  • Confident communicating with business owners and decision-makers.

  • Comfortable with B2B cold calling and prospecting .

  • Strong at building professional relationships.

  • Comfortable conducting face-to-face sales presentations.

  • Self-motivated and capable of working independently.

  • Organized and accountable for managing daily activities and metrics.

  • Coachable and committed to continuous improvement.

  • Interested in developing leadership and mentoring skills.

  • Persistent and comfortable handling rejection.

  • Driven to build a long-term career in sales and leadership.

Preferred Experience

Experience in the following areas is a plus:

  • Outside Sales

  • B2B Sales

  • Direct Sales

  • Business Development

  • Territory Sales

  • Insurance Sales

  • Account Management

  • Customer Acquisition

  • Sales Training

  • Team Leadership

We also welcome candidates with strong backgrounds in other competitive, goal-oriented, relationship-driven 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

  • Monday-Friday

  • Weekends as needed based on client and business needs

  • Flexible scheduling based on territory and appointments

Why Heritage Insurance?

At Heritage Insurance, we're committed to helping protect families and businesses through supplemental insurance solutions.

We're also committed to developing driven professionals who want to build something of their own .

If you're looking for an opportunity where you can build a book of business, control your earning potential, develop leadership skills, mentor others, and advance based on your performance , the Direct Sales Leader opportunity may be the right fit for you.

Ready to Build Your Career?

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

Learn more about Heritage Insurance:

-insurance

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