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

Outside Sales Representative

True North Group LLC.

Job Description

Job Description

Join Our Team at True North Group

Position: Outside Sales Representative

Number of Openings: 1 Territory Role Available

About True North Group

At True North Group, we're more than an insurance agencywe're trusted partners to small and mid-sized businesses. Our mission is to protect what matters most: their people. We do this by delivering personalized supplemental insurance solutions and exceptional service. If you're someone who thrives on building relationships and helping others, this Outside Sales Representative role was made for you.

The Role

As an Outside Sales Representative, you'll be on the front lines of our business, visiting local companies in your assigned territory. You'll discover each client's unique needs, guide them through our range of insurance products, and become a trusted advisor they can rely on. With the freedom to set your own schedule, you'll balance in-person visits with strategic phone outreach, all supported by our intuitive Salesforce CRM.

What We're Looking For


Relationship-Builder: You're energized by meeting new people and earning their trust.

Self-Starter: You manage your own calendar, follow through on leads, and set ambitious goals.

Clear Communicator: You explain complex information simplywhether one-on-one or presenting to groups of up to 75.

Organized & Tech-Savvy: You keep detailed records in Salesforce and never let a follow-up slip through the cracks.

Service-Oriented: You genuinely care about clients' well-being, guiding them through claims and policy questions with empathy.

Licensed or Ready: You hold (or will obtain within 90 days) a Health & Life general lines licensewe reimburse the fees and support your preparation.

Position Overview

In this outside sales position, you will:

Prospect & Connect: Identify local businesses, connect with the community, and schedule discovery meetings.

Present Solutions: Lead tailored benefits presentations for business owners and employee groups.

Maintain Relationships: Respond promptly to calls and emails, manage renewals, and assist clients through claims.

Track Your Pipeline: Use Salesforce to log interactions, manage tasks, and measure your progress.

Collaborate with Your Team: Join weekly strategy sessions to share best practices and celebrate wins.

Set Your Own Hours: Build a schedule that fits the businesses you serveearly mornings, late afternoons, or midday visits.

We Offer

Comprehensive Training: Blend of virtual workshops and ride-along field sessions to get you client-ready.

Weekly Draw Pay: Steady income floor plus immediate eligibility for bonuses and commissions.

Incentive Rewards: Quarterly retreats, annual trips, cash bonuses, stock awards, and lifetime-vested renewal commissions.

Career Growth: Clear pathways to senior sales roles, field training positions, or agency leadership.

Supportive Culture: A team that shares resources, mentors new reps, and celebrates collective success.

Flexible Schedule: More autonomy over your hours as you build your client base.

Additional Qualifications

Bachelor's degree or a minimum of 4 years in a customer-facing rolerecent graduateswelcome.

Comfort with technologySalesforce experience is a plus.

Coachable attitude and a drive to exceed goals.

Your New Journey Starts Here

If you're ready to hit the ground running, forge meaningful client relationships, and grow a rewarding career in outside sales, True North Group is here to support you every step of the way.

Apply now and let's protect our community, together.

Learn more and apply at:

Vacancy posted 7 days ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative in Henderson, KY vacancy
  • $125k - $250k

     ...25,000 - $250,000 Annually Are you looking for a proven sales process, career growth, and unlimited earning potential? At Erie...  ...training, and control of your income. We’re hiring Sales Representatives to help strengthen communities by safeguarding homes with... 
    Suggested
    Weekly pay
    Full time
    Weekend work
    Afternoon shift

    Erie Home

    Evansville, IN
    3 days ago
  •  ...Job Description Job Description Position Description As an Ad Sales Representative with Decided Excellence Catholic Media (DE) you will be an integral part of growing a business whose mission is to evangelize Catholics, strengthen parishes, and provide powerful... 
    Suggested
    Full time
    For contractors
    Local area
    Immediate start
    Work from home
    Monday to Friday
    Flexible hours

    Decided Excellence Catholic Media

    Evansville, IN
    25 days ago
  • $70k - $150k

     ...Unlimited Earning Potential Company Description “It's simple. Hanzo is all about greatness.” Job Description Imagine a Sales Career So Rewarding, It Could Change Your Life. Picture this: You walk into a buzzing barbershop, alive with the sound of scissors... 
    Suggested

    Hattori Hanzo Shears

    Evansville, IN
    17 days ago
  •  ...Ambassador program and looking for motivated individuals with sales experience and influencer outreach skills to help grow partnerships...  ...Collaborate with the CCS communications and marketing teams Represent the Childhood Cancer Society brand with professionalism and... 
    Suggested
    Full time

    Childhood Cancer Society

    Evansville, IN
    2 days ago
  • As an OLIPOP College Brand Ambassador, you’ll become the heartbeat of OLIPOP on your campus—sparking curiosity, excitement, and genuine connection around a soda that’s rewriting the rules. OLIPOP isn’t just another drink; it’s a delicious, refreshing soda crafted with ...
    Suggested

    Evolvez

    Evansville, IN
    21 hours ago
  •  ...Our company is looking to add multiple customer service positions to our growing team of remote representatives. This is a full time position with upwards mobility and the ability to work from home! We service union and association members by matching clients to the products... 
    Weekly pay
    Full time
    Local area
    Remote work
    Work from home

    Zuzick & Associates

    Evansville, IN
    1 day ago
  •  ...guidance from experienced mentors ◾Track performance and progress using our internal systems and support tools ◾Represent the values of Service Over Sales, putting clients’ well-being first ◾Participate in incentive programs, team competitions, and leadership... 
    Full time

    Globe Life: Moore Organizations

    Evansville, IN
    3 days ago
  • $69k

     ...Description Job Description Remote Insurance Representative | Flexible Schedule | Commission-Based...  ...and relationship-building skills Sales or customer service experience is...  ...Canada We do not hire candidates residing outside North America Responsibilities... 
    Remote job
    Work from home
    Flexible hours

    HMG Careers

    Evansville, IN
    29 days ago
  •  ...your resumé this fall? Vector Marketing is filling part-time sales positions for this fall. Students have the opportunity to work...  ...presentation skills, time management skills, and networking. Sales representatives present Cutco cutlery through preset virtual or in-person... 
    Weekly pay
    Extra income
    Temporary work
    Part time
    Work from home
    Flexible hours

    Vector Marketing

    Evansville, IN
    1 day ago
  •  ...start-up costs. Year 1 Earning Potential: $65,000+ Year 2 Earning Potential: $150,000+ Top Performers: Exceed $1M in annual sales. What You Bring: Sales Acumen: Experience in negotiating and closing; familiarity with digital and print advertising is a... 
    For contractors
    Local area
    Immediate start

    Best Version Media

    Evansville, IN
    5 days ago
  •  ...Description Job Description Invictus Consulting Group is seeking driven and professional individuals to join our team as a Sales Representative . This is an opportunity for candidates looking to build a long-term career in sales, leadership, and business development... 

    INVICTUS CONSULTING GROUP INC

    Evansville, IN
    1 day ago
  • Are you an outgoing person at your school? Do you maintain an upbeat and positive attitude in most situations? Campus Ambassadors are the on-campus face of our clients such as Gopuff, Head & Shoulders, SmileDirectClub, and a variety of other clients! If you love being ...
    Contract work
    Part time
    10 hours per week

    The Black Sheep

    Evansville, IN
    1 day ago
  •  ...Job Description Job Description Description: Outside Sales Representative is responsible for conducting sales out in the field to either assigned or prospective customers. This position needs to be able to provide the best possible sales/service experience. Outside... 
    For contractors

    Charles Kirchner And Son Inc

    Henderson, KY
    a month ago
  • $150k

     ...ADT is an Equal Employment Opportunity (EEO) Employer. We celebrate diversity and are committed to building an inclusive team that represents a variety of backgrounds, perspectives, and skills. ADT strives to ensure every employee and applicant feels valued. Visit us at... 
    Relocation package
    Flexible hours

    ADT

    Evansville, IN
    16 days ago
  •  ...communication and people skills. • A customer-first mindset and a desire to make a positive impact. • A proactive attitude and adaptability to work in a fast-paced environment. • Sales or customer service experience is a plus, but not required – we’ll train you!... 
    Full time

    McQuade Organization

    Evansville, IN
    3 days ago
  •  ...could be an excellent career opportunity. Strong communication and interpersonal skills Customer service, hospitality, retail, sales, or call center experience preferred Comfortable using Zoom, email, and computer applications Self-motivated and coachable... 
    Remote job
    Full time
    Work from home

    McQuade Organization

    Evansville, IN
    1 day ago
  • Job Description Job Description The Childcare Administrator supports the daily operations of the childcare center by providing administrative, classroom, and family support while ensuring a welcoming, organized, and compliant environment. Responsibilities Schedule...
    Seasonal work
    Work at office

    Clouds of Joy Preschool & Learning Center

    Evansville, IN
    20 days ago
  • -Help Clients Get Started: Meet with clients virtually (Zoom/phone) and guide them step-by-step through the enrollment process -Explain Benefits Clearly: Walk clients through available coverage options in a simple, easy-to-understand way so they can make informed decisions...
    Remote job
    Full time

    McQuade Organization

    Evansville, IN
    2 days ago
  •  ...local marketing business. Best Version Media offers a unique opportunity for relationship-driven professionals to launch a localized sales business built on trust and connection. You aren't just selling marketing solutions; you're providing a voice for local businesses... 
    For contractors
    Local area
    Home office

    Best Version Media

    Evansville, IN
    28 days ago
  •  ...enrollment and application completion -Build strong client relationships through professional communication -Participate in ongoing sales training and skill development -Work with mentors and leadership to improve performance -Strong communication and interpersonal... 
    Full time

    Fisher Organization

    Evansville, IN
    3 days ago
  • Meet with clients virtually to understand their needs Advise clients on union-backed benefits and available options Guide clients through solutions that best fit their situation Build trust and maintain strong client relationships Stay organized with follow-ups...
    Full time

    Zuzick Organization of Globe Life

    Evansville, IN
    1 day ago
  • $100k

     ...most suitable for each merchant. Slice Merchant Services is seeking driven, ambitious outside sales professionals to join our most aggressive and lucrative Sales Representative Program ever offered. Demonstrate your passion and sales skills by offering... 
    Local area

    Slice Merchant Services

    Evansville, IN
    28 days ago
  • Job Description Job Description Job Title: Executive Assistant Location: Henderson, KY Position Type: Full-Time Reports To: Director of Manufacturing Position Overview Cresline Plastic Pipe Co., Inc., a leading manufacturer of plastic piping ...
    Full time
    Work at office
    Shift work

    Cresline Plastic Pipe Co.

    Henderson, KY
    26 days ago
  • Benefits: Health insurance Profit sharing Dental insurance Employee discounts The Big Picture At Signarama Evansville, we are looking for a proactive, relationship-driven professional to take ownership of an established portfolio of existing clients. This is not...
    Full time
    Seasonal work
    Worldwide

    Signarama Evansville

    Evansville, IN
    3 days ago
  •  ...coachable, and driven individuals to join our growing team as Junior Sales Consultants. This entry-level role offers hands-on training,...  ...-ups Demonstrate professionalism and enthusiasm while representing the company   Required Qualifications High school diploma... 

    INVICTUS CONSULTING GROUP INC

    Evansville, IN
    1 day ago
  • $150k - $175k

     ...World Wide Technology, Inc. (WWT) is seeking a highly driven and experienced Cyber Security Specialist to join our dynamic Security Sales team. In this role, you will collaborate closely with cross-functional teams to develop and execute comprehensive security sales strategies... 
    Full time
    Remote work
    Shift work

    World Wide Technology

    Evansville, IN
    4 days ago
  • -Meet with clients on Zoom daily to deliver, explain and update their benefits -Explain options in a clear, simple, and relatable way -Maintain ongoing client relationships to encourage retention and referrals -Follow a proven process with training and support provided...
    Remote job
    Full time

    Zuzick Organization of Globe Life

    Evansville, IN
    1 day ago
  •  ...Job Description Job Description Sales & Marketing Representative | Entry Level At Buckhead Solutions our team represents major brand names with professionalism and pride, delivering personalized solutions directly to customers. By engaging prospective customers... 
    Work experience placement
    Currently hiring

    BUCKHEAD SOLUTIONS INC

    Evansville, IN
    6 days ago
  • $69.08k - $92.11k

     ...the future. The Role Responsible for Regional Enterprise sales account development within an established geographic territory for...  ...at least 50% or more of time conducting sales activities outside of the office. What We Look For in a Candidate ~ Bachelor’s... 
    Full time
    Temporary work
    Live in
    Remote work
    Work from home

    Lumen

    Evansville, IN
    2 days ago
  • $24.04 - $25.96 per hour

    Job Description: Field Sales and Marketing Representative - Techtronic Industries, NA (TTI) About Us: TTI (Techtronic Industries) is a fast-paced, high energy, organization that rewards out-of-the-box thinking to foster innovation allowing us to be the best in our industry... 
    Full time
    Temporary work
    Worldwide
    Relocation
    Shift work
    Night shift
    Weekend work

    TTI, Inc.

    Evansville, IN
    3 days ago

Do you want to receive more vacancies?

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