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.
$28 per hour
...exchanging information with residents, agency staff, employers, representatives of community organizations and other individuals in the... ...secondary trauma. We encourage employees to seek support inside and outside the workplace and maintain self-care routines. Equal...SuggestedHourly payPermanent employmentFull timeCasual workWork at officeLocal areaImmediate startWeekend workYWCA Seattle King Snohomish
Maple Valley, WA22 days ago$75k - $95k
...Job Description Job Description Outside Sales Representative & Trainer Mission First. Standards Matter. Leadership Earned. Divinity Group provides supplemental insurance solutions that help businesses protect their people. We are seeking a Sales Representative...SuggestedFull timeFor contractorsLocal areaRemote work$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...SuggestedBase plus commissionWeekly payFull timeFor contractorsLocal areaNight shift- ...Job Description Job Description Outside Sales Representative & Trainer About Us: At Divinity Group , we empower ambitious professionals to achieve more. We deliver innovative supplemental insurance solutions while celebrating high performers. This is a role...Suggested
- ...this role, you'll welcome clients, manage scheduling, and guide new visitors into our Wellness Program through a relationship-focused sales process. The ideal candidate will be service-minded, organized, and able to work evenings and weekends. Competitive pay includes...SuggestedFull timePart timeWeekend workAfternoon shift
- ...ll greet clients, manage scheduling and check-ins, and guide visitors into our Elements Wellness Program using a relationship-based sales approach. As the heart of the front desk, you’ll keep the studio running smoothly and ensure a welcoming, on-brand experience. Experience...Part time
$25 per hour
A youth sports organization in Black Diamond is seeking an energetic Soccer Coach to lead fun and educational activities for children ages 1-7. Ideal candidates will have experience working with children and a passion for early childhood education. The position requires...Hourly pay- The Little Gym of Maple Valley is seeking a Children's Fitness Instructor to lead classes and birthday parties. Ideal candidates are energetic and love working with kids. Responsibilities include teaching classes, coordinating birthday parties, and providing excellent service...
$80k - $110k
...Job Description Job Description Sales Representative & Trainer Position Overview: We are seeking a highly motivated and results-driven Sales Representative & Trainer to join our growing team. This unique role blends the responsibilities of a high-performing...Weekly payFull timeMonday to FridayNight shiftWeekend work$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...Full timeMonday to FridayFlexible hoursNight shiftWeekend work- ...Sales Representative And Field Trainer We are looking for current or former athletes with a competitive mindset. Summit Insurance is on the lookout for driven individuals to join our dynamic sales team as Trainers. This isn't just about selling our top-notch supplemental...Weekly payWork experience placementWork at office
- Kent Consortium is looking for dedicated coaches for various sports. Applicants must adhere to district and WIAA requirements, including background checks and age regulations. Head coaches must be at least 21 years old, while assistant coaches must be a minimum of 19. Candidates...
$32 - $32.47 per hour
MV Transportation is seeking a Seattle-based Call Center Trainer who will work closely with the Call Center Manager to oversee contract compliance and ensure quality customer service through effective use of staff resources. Requirements include 2 years of supervisory experience...Contract workWork at office- ...daily operations and act as the location leader in the manager’s absence. The role focuses on maximizing store performance, guiding the sales team to meet growth and sales targets, and building strong customer connections through in-store and online engagement. The position...
- 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 timePart timeWork experience placementLocal areaRemote workAfternoon shiftWeekday work
Charlie Health
Auburn, WAa month ago - ...scheduling. This role is key to building client relationships and guiding them into the Elements Wellness Program through a proven sales process. The ideal candidate will be motivated by goals, possess strong people skills, and be comfortable with technology. Full-time...Full time
- Bonaventure of Maple Valley is seeking an Engaged Assisted Living Coordinator/Resident Care Coordinator to positively impact residents' daily lives and guide families through the assisted living process. This role ensures high quality care, service, and safety, while training...
$25 per hour
Overview The Position: We are looking to hire an energetic and fun-loving Soccer Coach who will lead our children from ages 1 to 7 in fun and educational activities while ensuring safety for all. Our ideal candidate has prior experience working with children (as a sports...Hourly pay$25 per hour
Job Description Job Description The Position: We are looking to hire an energetic and fun-loving Soccer Coach who will lead our children from ages 1 to 7 in fun and educational activities while ensuring safety for all. Our ideal candidate has prior experience working...Hourly pay$25 - $45 per hour
...Personal TrainerAre you a dedicated and motivated personal trainer looking to make a significant impact on individuals' lives? We are... ...instruction in person to clients at their home, apartment gym or outside while encouraging them to reach their fitness goals....Hourly payFlexible hoursSvetness Corp.
Auburn, WA2 days ago$75 per hour
...equivalent of up to $75 per hour, including base pay, session premiums, sales commissions, and performance-based incentives. Get rewarded... ...; and either a nationally recognized Certified Personal Trainer (CPT) certification (such as NASM, ISSA, ACE, NSCA, or NCSF) or...Hourly payWork experience placement24 Hour Fitness
Kent, WA3 days ago$40 - $65 per unit
NOW HIRING: Pilates Instructors for Lake Tapps FULL-TIME & PART-TIME POSITIONS AVAILABLE: $40.00-65.00 PER CLASS OR MORE DEPENDING ON EXPERIENCE. NEGOTIABLE FOR QUALIFIED TALENT. We offer base pay plus a set rate for classes taught and bonuses based on class count...Full timePart timeCurrently hiringImmediate startFlexible hoursShift workClub Pilates
Auburn, WA3 days ago- JOB SUMMARY The Club Attendant will drive member satisfaction by providing exceptional customer service through performing a variety of maintenance and cleaning tasks to keep the facility in a healthy, clean and orderly standard. ESSENTIAL DUTIES & RESPONSIBILITIES...Work experience placementWork at office
24 Hour Fitness
Issaquah, WA4 days ago $50 - $55 per hour
...Master Trainer Lead. Coach. Inspire. Take Fitness Further. You... ...Competitive pay ($50 - $55/hr) + sales bonuses Flexible schedule + daily variety training outside the gym Leadership path... ...community engagement initiatives Represent GYMGUYZ's core values —...Local areaHome officeFlexible hoursIssa
Renton, WA16 hours ago$50 - $55 per hour
...what it means to train without limits. As a Master Trainer, you'll do more than train clients. You'll mentor... ...'s In It For YouCompetitive pay ($50 - $55/hr) + sales bonusesFlexible schedule + daily variety training outside the gymLeadership path with opportunities to...Local areaHome officeIssa
Renton, WA2 days ago- Time To Teach is seeking experienced educators to join our national team of trainers. You will deliver ready-to-use, ready-to-deliver professional development to teachers across multiple states, helping them improve management and student engagement with proven methods...Remote jobFor contractors
$27 - $32 per unit
...teamwork, character, and a lifelong love of being active. ⚽ HAVE FUN AT WORK Forget sitting behind a desk all day. You'll be outside, moving, playing soccer, and bringing smiles to kids' faces! ???? $27–$32 PER SESSION (30–45 minute soccer sessions) ???? Our Hiring...Part timeSummer workSeasonal workFlexible hoursSoccer Shots - Seattle
Renton, WA24 days ago$32 - $32.47 per hour
Call Center Trainer Job Locations: US-WA-Kent ID: 2026-11599 Position Type: Regular Full-Time Overview If you reside in California, please see our California Applicant Privacy Policy for more information about our data handling practices and your data rights. Responsibilities...Full timeContract workWork at officeLocal area- Role Fleet Maintenance Trainer Responsibilities Develops and facilitates training content for fleet technicians on diagnosis, repair, safety, and maintenance quality. Develops and facilitates training content for fleet technicians on diagnosis, repair, safety, and maintenance...
$72k - $84.84k
...our data handling practices and your data rights. Responsibilities MV Transportation is seeking an experienced Fleet Maintenance Trainer . This role delivers an array of learning solutions content for divisional fleet technicians on all aspects of diagnosis and repair...Local area
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Outside Sales Representative and Trainer. Be the first to apply!
- respiratory sales specialist Maple Valley, WA
- sales representative flooring Maple Valley, WA
- customer service inside sales representative Maple Valley, WA
- sales representatives wanted Maple Valley, WA
- sales specialist Maple Valley, WA
- sales executive Maple Valley, WA
- new home sales consultant Maple Valley, WA
- roofing sales representative Maple Valley, WA
- sales specialist flooring Maple Valley, WA
- b2b sales representative Maple Valley, WA