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

Outside Sales Representative and Trainer

True North Group LLC.

Job Description

Job Description

Join Our Team at True North Group!

Position: Outside Sales Representative and Trainer

Number of Openings: 1 Territory Leadership Position Available

About Us

At True North Group, we do more than offer supplemental insurancewe empower people. We partner with small and mid-sized businesses to provide benefit solutions that protect what matters most: their employees and families. But just as importantly, we invest in our own team. If you have a passion for helping others succeed, leading by example, and building strong client relationships, we want you on our side as anOutside Sales Representative and Trainer.

The Role

As an Outside Sales Representative and Trainer, you'll be a cornerstone of our team in your local territory. You'll be out in the field each weekselling to business owners, presenting to groups of employees, and training new agents as they begin their careers. Your role is part mentor, part high-performing sales representative, and fully invested in both personal and team success.

You'll lead from the front by building your own client base, then guide others as they build theirscoaching, role-playing, and troubleshooting along the way. This is a dynamic, boots-on-the-ground leadership role with plenty of room to grow.

What We're Looking For

Proven experience in outside sales or business-to-business sales

Experience mentoring, coaching, or training others in a sales setting

Ability to present clearly and confidentlywhether 1-on-1 or to a room of 50+

Strong organizational skills, follow-through, and CRM usage

A desire to serve, support, and grow those around you

A Health & Life general lines license, or the ability to obtain one within 90 days (we'll help with this process)

Position Overview

This is a hybrid role combining outside sales and field leadership. Weekly responsibilities include:

Meeting with business owners to understand their needs and offer tailored insurance plans

Delivering engaging benefit presentations to employee groups

Following up with clients and supporting them through claims and coverage questions

Shadowing new reps in the field and providing hands-on sales training

Running call reviews, prep sessions, and debriefs with new team members

Helping new reps track progress and set weekly activity goals

Collaborating with your manager to build a strong, successful sales team

Maintaining and growing your own book of business while guiding others to do the same

We Offer

Leadership Training: Hands-on support to grow your leadership skills and train effectively in the field

Weekly Draw Pay: Reliable income with bonuses and commissions starting on day one

Performance-Based Incentives: Quarterly and annual trips, cash bonuses, stock share awards, and lifetime-vested renewal commissions

Career Advancement: Clear paths into senior leadership, regional expansion, or training roles as you develop

Collaborative Culture: A team that celebrates wins, shares knowledge, and grows together

Flexible Hours: Build your schedule around client needs and your team's availability

Additional Qualifications

Bachelor's degree or equivalent experience in sales, leadership, or coaching

Experience using CRM software (we use Salesforce)

A coachable, positive attitude and a desire to help others win

Strong time management and communication skills

Lead from the Front

If you're ready to grow your career while guiding others toward success, this is your chance to make a lasting impact. At True North Group, you won't just lead a teamyou'll help shape the future of our company.

Apply now and start building something meaningful.

Vacancy posted a month ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative and Trainer in Tucson, AZ vacancy
  • $80k - $110k

     ...Job Description Job Description Outside Sales Representative & Trainer Who We're Looking For: We are seeking adaptable, competitive, and ambitious individuals who thrive in a fast-paced environment. Candidates should be self-driven, goal-oriented, and have... 
    Suggested
    Full time
    Monday to Friday
    Flexible hours
    Night shift
    Weekend work

    R.I.S.E. Financial

    Tucson, AZ
    27 days ago
  • $80k - $100k

     ...Job Description Job Description Outside Sales Representative & Trainer Company: Canyon Creek Financial Type: Full-Time | Outside Sales | B2B Sales Location: In-person, local territory (occasional travel) Schedule: MondayFriday (with flexibility, occasional... 
    Suggested
    Base plus commission
    Weekly pay
    Full time
    For contractors
    Local area
    Night shift

    Canyon Creek Financial LLC.

    Tucson, AZ
    5 days ago
  • A financial services agency in Tucson, Arizona is seeking passionate and dependable individuals to conduct virtual consultations with clients. This role offers flexibility with the option to work from home, along with a qualified lead program and advancement based on performance...
    Suggested
    Remote work
    Work from home

    AO Garcia Agency

    Tucson, AZ
    3 days ago
  • Aogarciaagency is looking for passionate individuals for a role focused on conducting virtual consultations with clients in Tucson, Arizona. This position offers flexibility, allowing you to work from home while contributing to the financial well-being of families. The...
    Suggested
    Remote work
    Work from home
    Flexible hours

    Aogarciaagency

    Tucson, AZ
    4 days ago
  •   Why Charlie Health? Millions of people across the country are navigating mental health conditions, substance use disorders, and eating disorders, but too often, they’re met with barriers to care. From limited local options and long wait times to treatment that lacks...
    Suggested
    Full time
    Part time
    Work experience placement
    Local area
    Remote work
    Afternoon shift
    Weekday work

    Charlie Health

    Casas Adobes, AZ
    24 days ago
  • $50 - $60 per hour

    DataAnnotation is committed to creating high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor.   We're currently expanding into an exciting new area – teaching...
    Hourly pay
    Contract work
    For contractors
    Work experience placement
    Remote work

    Data Annotation

    Tucson, AZ
    more than 2 months ago
  • $18 - $23 per hour

    Job Posting Labcorp is a leading provider of biometric testing services, population health and comprehensive workforce wellness strategies. These services are performed by a network of Labcorp personnel located throughout the country. Labcorp is seeking medical professionals...
    Hourly pay
    Part time
    Casual work
    Relief
    All shifts
    Flexible hours

    Arizona Staffing

    Tucson, AZ
    4 days ago
  •  ...Job Description Job Description POSITION: Community Trainer STATUS: ☒ Full Time ☐ Part Time ☐ Exempt ☒ Non-Exempt Join our...  ...Oversee SAYF outreach events and participate in partner events; ● Represent the organization on relevant community coalitions and... 
    Full time
    Part time
    Work at office
    Flexible hours
    Night shift

    Children's Advocacy Center of Southern Arizona

    Tucson, AZ
    18 days ago
  • Why Charlie Health? Millions of people across the country are navigating mental health conditions, substance use disorders, and eating disorders, but too often, they’re met with barriers to care. From limited local options and long wait times to treatment that lacks ...
    Full time
    Part time
    Work experience placement
    Local area
    Remote work
    Afternoon shift
    Weekday work

    Charlie Health

    Tucson, AZ
    4 days ago
  • $80k - $110k

     ...Job Description Job Description Sales Representative & Field Trainer About Us At RISE Financial , we are a forward-growing supplemental insurance company committed to integrity, exceptional service, and continuous improvement. Our mission is to serve small and... 
    Weekly pay
    Full time
    Monday to Friday
    Night shift
    Weekend work

    R.I.S.E. Financial

    Oro Valley, AZ
    29 days ago
  • $85k - $95k

     ...Job Description Job Description Sales Representative & Field Trainer Lead. Sell. Train. Achieve. Devine Business Group is seeking a full-time Sales Representative and Field Trainer for a motivated professional who thrives in business to business direct sales.... 
    Full time
    For contractors

    Devine Business Group

    Tucson, AZ
    8 days ago
  • $18 per hour

     ...certificate, the ability to drive a large van pulling a trailer, requires the ability to walk 3-5 miles daily, comfortable working outside, Will run a crew of 6 individuals both male and female        Job Coach  Looking for rewarding work in an organization dedicated... 
    Hourly pay
    Full time
    Part time
    Local area
    Monday to Friday

    Sevita

    Tucson, AZ
    3 hours ago
  • Job Description Job Description Do you have the energy of a thousand jumping jacks, the enthusiasm to rival a cheer squad, and a passion for making fitness feel like the ultimate joyride? Spenga Tucson is on the lookout for a vibrant and dynamic Fitness Fun-Maker...

    Spenga of Tucson

    Tucson, AZ
    14 days ago
  • Job Description Job Description Are you passionate about fitness and committed to helping others achieve their health and wellness goals? Spenga, a dynamic and innovative fitness studio, is seeking a dedicated Fitness Instructor to join our team. If you have the ...

    Spenga of Tucson

    Tucson, AZ
    14 days ago
  • $30 - $32 per hour

    About: LabCorp Employer Services is a leading provider of biometric testing services, population health and comprehensive workforce wellness strategies. These services are performed by a network of LabCorp Employer Services personnel located throughout the country. ...
    Part time
    Casual work
    Relief
    Local area
    Flexible hours

    LabCorp

    Tucson, AZ
    5 days ago
  •  ...communication, on-time delivery, and elevated outdoor spaces.   Role Description This is a contract, on-site role for an Outside Sales Representative based in the Greater Tucson Area. The role involves identifying and closing new business opportunities by meeting... 
    Contract work

    Sorce Signature Outdoors Co

    Tucson, AZ
    16 days ago
  •  ...announcement is not intended to be inclusive of all functions, responsibilities and qualifications associated with the position, however, representative of the essential job functions and typical criteria considered necessary to successfully perform the position. #J-18808-Ljbffr... 
    Part time
    Immediate start
    Flexible hours
    Weekend work
    Afternoon shift
    Early shift

    YMCA of Southern Arizona

    Tucson, AZ
    3 days ago
  • $1,000 per month

     ...Go to and search keywords "Residential Sales" and location "Tucson, AZ." You may have...  ...Tucson, AZ area.*** The  Territory Sales Representative role is an opportunity to channel your...  ...work environment, and you like being outside and building relationships in the field.... 
    Full time
    Work experience placement
    Live in
    Local area
    Relocation package
    Flexible hours
    Shift work
    Day shift
    Afternoon shift

    Cox Communications

    Tucson, AZ
    20 days ago
  • $45 - $50 per hour

    About: Labcorp Employer Services (LES) is a leading provider of biometric testing services, population health and comprehensive workforce wellness strategies. These services are performed by a network of LES personnel located throughout the country. Our model of ...
    Hourly pay
    Part time
    Casual work
    Relief
    Flexible hours

    LabCorp

    Tucson, AZ
    3 days ago
  •  ...have more than 2 years professional experience providing care services and support. Our Chief Operating Officer is a State Certified Trainer that not only coordinates our agency training curriculum but certifies other prospective state and external agency employees as... 
    Immediate start

    The Nile Health Network

    Tucson, AZ
    10 days ago
  • Job Description Job Description Join SAGE Counseling and provide clinical services in the Arizona prison setting! Prison locations: Tucson - 85734 Florence - 85132 This is a full-time position with a flexible schedule: Multiple scheduling options: ...
    Full time
    Monday to Friday
    Flexible hours

    Sage Counseling Inc

    Tucson, AZ
    8 days ago
  •  ...85737 Phone: (***) ***-**** JOB DESCRIPTION Personal Trainer I. JOB-RELATED REQUIREMENTS & QUALIFICATIONS Certifications...  ...and productivity with required duties. Ability to represent the company in a professional manner at all times. Ability to... 
    Trial period

    Mountainside Fitness Acquisitions LLC

    Tucson, AZ
    10 days ago
  • $35 - $45 per hour

     ...Job Description Are you a dedicated and motivated personal trainer looking to make a significant impact on individuals' lives? We are...  ...equipment, plus perks on meal prep, supplements, and more. ✅ No Sales Required – We provide a steady stream of clients—no need for marketing... 
    Hourly pay
    Flexible hours

    Svetness Personal Training

    Tucson, AZ
    23 days ago
  • $20 - $25 per hour

     ...line with our service standards • Strengthen connections with the local community through positive interaction and presence • Represent the studio at community events, wellness activities, and brand partnership opportunities 4. Studio Support • Maintain a clean, organized... 
    Hourly pay
    Part time
    Local area
    Weekend work
    Afternoon shift

    Alloy Personal Training Tucson

    Tucson, AZ
    a month ago
  •  ...members each day. Our Mission To change people’s lives physically, mentally, and emotionally. Job Overview As a Personal Trainer, you will be more than a coach. You are a motivator, educator, and accountability partner who drives meaningful results for our... 
    Full time
    Flexible hours

    BFTI - Bandon Fitness texas , Inc.

    Tucson, AZ
    a month ago
  • $25 - $45 per hour

     ...Job Description Are you a dedicated and motivated personal trainer looking to make a significant impact on individuals' lives? We...  ...instruction in person to clients at their home, apartment gym or outside while encouraging them to reach their fitness goals. Responsibilities... 
    Hourly pay
    Flexible hours

    Svetness Personal Training

    Tucson, AZ
    23 days ago
  • $60 per hour

    Job Description Job Description TGA Premier Sports is on the lookout for an enthusiastic and dedicated Youth Lead Tennis Coach to join our team! As a Youth Lead Tennis Coach, you will be responsible for leading engaging tennis programs for children, focusing on skill...
    Hourly pay
    Flexible hours

    TGA Premier Sports

    Oro Valley, AZ
    21 days ago
  •  ...Job Description Job Description JOB OVERVIEW The Fitness Sales Associate role assists in running all “front of house” fitness studio operations, with a strong focus on premium customer service as well as meeting sales expectations. Ideal candidate has strong customer... 
    Full time
    Local area
    Shift work
    Weekend work

    Austin Fitness Group

    Tucson, AZ
    19 days ago
  •  ...Fitness casual dress - F45 uniform provided Passionate, fun, and collaborative work environment We're looking for energetic group trainers with GREAT character and a thirst for learning to join our super fun team and potentially fast track to a leadership role. If this... 
    Casual work
    Flexible hours
    Weekend work

    F45 Training CP007533

    Tucson, AZ
    24 days ago
  • $25 per hour

    Job Description Job Description Overview For over 40 years, Canyon Ranch has been a trailblazer in integrative wellness and hospitality. With iconic properties in Tucson and Lenox, and a new destination opening in Austin in 2026, we create life-changing experiences...
    Hourly pay
    Part time
    Weekday work

    Canyon Ranch

    Tucson, AZ
    28 days ago

Do you want to receive more vacancies?

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