Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Lead Outside Sales Representative

$78k - $128k

Heritage Insurance

Job Description

Job Description

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:

-insurance

 

 

Vacancy posted 7 days ago
Similar jobs that could be interesting for youBased on the Lead Outside Sales Representative in Piedmont, OK vacancy
  •  ...Job Description Job Description Join Our Dynamic Team at Summit Business Group Position: Lead Direct Outside Sales Representative Number of Openings: 1   We are seeking a high achiever who can first and foremost distinguish themselves as a valuable member... 
    Suggested
    Weekly pay
    Work experience placement
    Flexible hours

    Summit Business Group

    Yukon, OK
    3 days ago
  •  ...built for high performers—people who take ownership, embrace challenges, and deliver measurable results. We're looking for a Lead Sales Representative who thrives in a fast-paced, results-driven environment, someone who can lead by example while building meaningful... 
    Suggested
    For contractors
    Self employment

    Executive Financial Partners LLC

    Yukon, OK
    4 days ago
  • $25 - $50 per hour

     ...Role Overview TSA is accepting applications for Lead and Supervisory Transportation Security Officers at airports in Piedmont. These roles are ideal for individuals looking to step into leadership positions within airport security operations. TSA provides training... 
    Suggested
    Shift work
    Night shift
    Weekend work

    Airport Security Careers

    Piedmont, OK
    more than 2 months ago
  •  ...Paschal is looking to bring on a Lead HVAC Installer! A career at Paschal is more than just a job. Here, we value respect, integrity, and service above all else. Paschal provides the tools you need to succeed, both in your career, and in other aspects of your own life... 
    Suggested
    Local area

    Paschal Air, Plumbing & Electric

    Bethany, OK
    3 days ago
  •  ...Lead Structured Cabling Technician The Lead Structured Cabling Technician is responsible for overseeing the installation, maintenance, and testing of structured cabling systems for Wi-Fi Access Point (AP) installation projects. This role involves managing a team... 
    Suggested
    For contractors
    Local area

    ACAV and Associates LLC

    Yukon, OK
    1 day ago
  • You play a major role in how our customers feel when they leave the store. You might be the first, last, and sometimes only associate a customer interacts with. That's why it's so important to smile, greet, and thank every customer. You are an ambassador of Walmart. ...
    Hourly pay
    Minimum wage
    Full time
    Temporary work
    Part time
    Weekend work
    Afternoon shift

    Walmart

    Warr Acres, OK
    4 days ago
  •  ...Team Lead The Team Lead assists in supervising and managing all day-to-day store operations while ensuring that 100% compliance exists...  .... Consistently strives to meet and exceed all established sales, service and operational objectives. A Team Lead may be a full or... 
    Full time
    Part time

    Rack Room Shoes

    Yukon, OK
    4 days ago
  •  ...your love of community into a career. Best Version Media is looking for a driven, community-minded sales professional to join us as a Media Sales Representative. About Best Version Media Founded in 2007, Best Version Media (BVM) has spent nearly two decades... 
    For contractors
    Local area
    Flexible hours

    Best Version Media

    Piedmont, OK
    3 days ago
  • $55k - $70k

     ...Description Job Description Seasonal Summer Sales Opportunity. No Experience Required....  ...summer season. We provide industry leading training, mentorship, and ongoing...  ...You Will Do -As an Entry Level Sales Representative, you will work directly with homeowners... 
    Full time
    For contractors
    Summer work
    Seasonal work
    Afternoon shift

    Thunder Pest Control

    Piedmont, OK
    27 days ago
  •  ...Our organization is expanding, and we are looking to hire a Outside Sales Representative in Yukon and the surrounding area. This position...  ...advancement Monthly sales and management bonuses Industry leading incentives, including 4 company sponsored vacation trips/... 
    Local area

    Invictus Financial LLC

    Yukon, OK
    3 days ago
  • $75k

     ...? At Platinum Supplemental Insurance, we’ve helped thousands of sales professionals build rewarding, high-earning careers—whether they...  ...traditional training. Ongoing Back-Office Support: Marketing, lead generation, customer service, and operations are handled for you... 
    Monday to Thursday
    Night shift
    Afternoon shift
    3 days per week

    Platinum Supplemental Insurance

    Bethany, OK
    3 hours ago
  • $69k

     ...Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based...  ...from experienced managers High-quality leads provided with no cold calling friends or...  ...We do not hire candidates residing outside North America Responsibilities Contact... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Piedmont, OK
    3 days ago
  •  ...Job Description Job Description Overview JANITOR & JANITOR LEAD ???? Location: Yukon OK 73099 ???? Schedule: Varies by client needs — typically 2–7 days per week, with shifts between 3:00 AM and 12:00 PM ???? Compensation: Varies by location and position... 
    Day shift
    2 days per week

    Global Building Services

    Yukon, OK
    7 days ago
  • Online Order Filling Team Supervisor WM Supercenter #221 1200 Garth Brooks Blvd Yukon, OK 73099-4107 CP-221-9039 Shifts may vary Role summary: Online Order Filling associates have one focus: to fill and dispense online orders. They locate, prepare, and package merchandise...
    Hourly pay
    Minimum wage
    Full time
    Temporary work
    Part time
    Shift work
    Weekend work
    Afternoon shift

    Walmart

    Yukon, OK
    5 days ago
  • $19 - $32 per hour

    Hourly Wage: $19 - $32 per/hour *The actual hourly rate will equal or exceed the required minimum wage applicable to the job location. Additional compensation includes annual or quarterly performance incentives. Additional compensation in the form of premiums may...
    Hourly pay
    Minimum wage
    Full time
    Temporary work
    Part time
    Shift work

    Walmart

    Yukon, OK
    2 days ago
  •  ...all necessary operational reports for multiple drive-ins. Develops appropriate action plans to resolve unfavorable financial and/or sales trends. • Develops and implements a marketing plan for region. Requirements: Additional Requirements: • High school diploma... 
    Local area
    Immediate start
    Flexible hours
    Shift work
    Night shift

    Sonic

    Warr Acres, OK
    4 days ago
  •  ...bookstore is a gathering place for readers and the community. As Lead Barista, you are an integral member of the café team. You play a...  ...to customers. Lead and support the Café’s focus on key sales objectives such as new LTO, café promotions, Membership, etc., actively... 
    Full time
    Flexible hours
    Shift work
    Afternoon shift
    Early shift

    Barnes & Noble, Inc.

    Yukon, OK
    2 days ago
  • $13 - $17 per hour

     ...greeting customers with a smile, or keeping things clean, you’ll be part of a team that treats every customer like family. As a Shift Lead, you’ll play a key role in ensuring the store operates smoothly, efficiently, and according to Swig’s high standards. If you’re... 
    Flexible hours
    Shift work

    Swig

    Yukon, OK
    22 days ago
  •  ...Entry Level Sales Representative Yukon, OK Agency Annual Salary: $89,000 - $64,000 Full...  .... Position Overview: This is an outside direct sales position focused on your...  ...is to promote some of the industry's leading supplemental insurance products and services... 
    Weekly pay
    Full time
    Work experience placement
    Local area

    Alleviation Enterprise LLC

    Yukon, OK
    5 days ago
  • $162.91k

     ...Join LGI Homes as a New Home Sales Consultant and play a key role in driving success at our Crimson Lake Estates community. We’re looking for passionate sales professionals who thrive on success, excel in customer service, and are motivated by working in a commission-based... 
    Bi-weekly pay

    LGI Homes

    Yukon, OK
    5 days ago
  • Housekeeping Supervisor Ranchwood Nursing Center Yukon, OK Ranchwood Nursing Center in Yukon, OK is hiring a Housekeeping Supervisor. A rewarding career is waiting for you at a great facility that specializes in long-term and rehabilitative care! If you are an...

    RANCHWOOD NURSING CENTER

    Yukon, OK
    1 day ago
  • Join the FiiZ Team as a Shift Lead! Love people, fun drinks, fast-paced energy, and leading...  ...the shift. Operate the point-of-sale system and handle transactions responsibly...  ...fun, on-brand content when appropriate. Represent the FiiZ brand with energy, kindness, and... 
    Flexible hours
    Shift work

    Torsap Thai Kitchen

    Yukon, OK
    3 days ago
  • $16 - $19 per hour

     ...Holidays off Your jobs responsibilities could include (but are not limited to): Providing excellent customer service to all our customers Leading by example for our Team Members Be familiar with all tasks that are executed by each Team Member position Ensure standards of food... 
    Hourly pay
    Full time
    Casual work
    Immediate start
    Flexible hours

    Ontario Trillium Foundation

    Warr Acres, OK
    4 days ago
  • $55k - $65k

    Remote Sales Agent - The Hirsh Agency The Hirsh Agency is looking for independent life insurance agents to join our remote team. The role...  ...pitch tactics. Responsibilities Consult with pre-qualified leads to assess life insurance needs. Present tailored insurance solutions... 
    Remote job

    The Hirsh Agency

    Yukon, OK
    2 days ago
  •  ...flexibility, and make a lasting impact. The Role As an Outside Sales Representative, you’ll start with hands-on training that combines online...  ...to identify client needs. Use our CRM to manage leads, track progress, and grow your book of business. Stay in... 
    Work experience placement
    Local area
    Flexible hours

    Alpine Legacy Group

    Yukon, OK
    25 days ago
  •  ...mentorship. Meet with business owners and families to introduce supplemental coverage that creates real financial security. Master sales systems, build relationships, and become a trusted name in your community. Set personal goals, hit them, and push for the next... 
    Weekly pay

    Alpine Legacy Group

    Yukon, OK
    18 days ago
  •  ...Job Description Job Description Position: Sales Representative Entry-Level   Company Overview: Join Summit Business Group, where...  ...maintain relationships with local businesses Generate new leads through cold calling and networking Set and achieve monthly... 
    Weekly pay
    Full time
    Work experience placement
    Local area

    Summit Business Group

    Yukon, OK
    22 days ago
  •  ...Work alongside families, business owners and employees as you demonstrate and teach the value of supplemental health insurance. Lead by example—mastering proven systems so you can teach them with clarity and conviction. Set bold goals for yourself and your team... 
    Weekly pay

    Alpine Legacy Group

    Yukon, OK
    17 days ago
  •  ...Description   Join Our Team as a Direct Sales Representative! If you love meeting new people and...  ...and Responsibilities:   This is an outside sales position working in your own...  ...each week Follow up on provided sales leads and cold-call on businesses in person,... 
    Weekly pay
    Full time
    Work experience placement
    Local area
    Immediate start

    Altitude Development Group

    Yukon, OK
    16 days ago
  • $10 - $12 per hour

     ...within our organization. What we're looking for! Responsible people People interested in customer service People with sales experience(preferred) Schedule availability Bilingual English and Spanish (Strongly preferred) Responsibilities Greeting... 
    Hourly pay
    Full time
    Part time
    Flexible hours
    Shift work
    Day shift
    Afternoon shift

    Cricket Wireless (Evolution Wireless)

    Bethany, OK
    12 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Lead Outside Sales Representative. Be the first to apply!