Join Our Team at True North Group!
Position: Sales Agent Trainee
Number of Openings: 1 Territory Sales Position Available
Break Into Sales with Purpose
Looking to launch your career in a role where your results directly impact your paycheck. At True North Group, we believe the best salespeople aren't born -they're trained. If you're hungry to learn, ready to hustle, and eager to grow into something more, we'll give you the tools to make it happen.
If you're looking for more than a job something that offers real growth, real income potential, and the chance to make a difference this could be it.
Your Day-to-Day Will Include:
Meeting with individuals and teams in person
Presenting workplace supplemental insurance benefits and protecting families
Following up and generating leads and building your own pipeline
Collaborating with teammates and mentors in and out ofthe field
Learning to close deals and manage long-term client relationships
We Provide:
Uncapped weekly commission + Weekly draw pay + bonus structure
Comprehensive training and field development
Incentive trips, team events, and networking opportunities
A clear, personalized career path from day one
It is a requirement that you obtain your Health and Life Insurance license before beginning work with us. Once you receive a job offer, our onboarding team will guide you through the licensing process step-by-step. After you join our team, you'll be eligible for reimbursement of any licensing fees you paid to become licensed.
What You Need:
A positive attitude and strong work ethic
Excellent communication skills
A coachable mindset and eagerness to learn
The ability to work independently and manage time
Reliable transportation and professional presence
No Experience, No Problem.
Whether you're just out of university, switching industries, or trying to find a place to grow long term, we've built a system that helps newcomers thrive. Many of our top reps came in with zero sales experience ? just the willingness to work hard, take feedback, and stay consistent.
We're interviewing now. Take the first step toward something bigger.
Apply at www.thetruenorthgroupllc.com
Read LessJoin Our Team at True North Group!
Position Title: Direct Sales Leader
Open Role: 1 Leadership Opportunity Available in Territory-Based Sales
About Us
At True North Group, we're committed to more than just offering supplemental insurance. We work directly with small and mid-sized companies to protect what matters most: their people. If you're passionate about helping others grow and have a talent for both selling and mentoring, we invite you to step into a leadership role with us.
The Role:
As a Direct Sales Leader, you'll be a representative helping businesses navigate their benefit needs, while also serving as a coach and mentor, developing new talent within your territory. You'll set the pace by example, teaching others how to prospect, present, and close with integrity.
This role blends independent field work with meaningful leadership responsibilities. You'll guide new representatives through their first policies and presentations, helping them build confidence and consistency. Your success will come not just from what you achieve, but from what your team becomes under your guidance.
What We're Looking For
Sales Experience: You've had success in sales particularly in a field or B2B setting and understand the importance of preparation, relationship-building, and follow-through.
Leadership Mindset: Whether you've led teams formally or simply mentored others along the way, you enjoy watching people grow and succeed.
Clear Communicator: You can explain complex ideas simply, both one-on-one and to a group.
Organized and Reliable: You follow through, track activity, and keep commitments both to clients and your team.
Service-Driven: You put people first, and it shows in how you coach, how you sell, and how you lead.
Licensed or License-Ready: You hold a Health & Life general lines license, or you're willing to earn it within 90 days (we'll help cover the cost and guide you through the process).
What You'll Be Doing
This is a field-based role with leadership responsibilities, and each week may include
Personal Sales Activities: Meeting with business owners and decision-makers, giving benefit presentations to their teams, following up on leads, and setting appointments.
Training & Mentoring: Shadowing new agents in the field, role-playing sales scenarios, helping others navigate their first few weeks and close their first deals.
Team Development: Hosting regular check-ins, helping teammates track progress, and creating a positive, winning team culture.
Goal Setting & Reporting: Working with your manager to set personal and team goals each month, and tracking key sales activities across your territory.
Supporting Client Relationships: Helping both your clients and those of your team navigate claims, renewals, and benefit questions.
What We Offer
Hands-On Leadership Training: Tools and guidance to help you develop as both a high-performing representative and a trusted team leader.
Weekly Draw Pay: A stable income base to get started, plus immediate eligibility for commission and bonuses.
Performance Incentives: Quarterly retreats, annual incentive trips, stock share bonuses, and lifetime-vested renewal commissions.
Career Pathways: We promote from within, team leaders can advance based on their performance to higher positions, and with larger teams.
Supportive Culture: You won't do it alone. We back our leaders with strong mentorship, systems, and recognition for excellence.
Flexible Hours: As you build your team and book of business, your schedule becomes more self-directed.
Additional Qualifications
Education: A bachelor's degree is preferred, but we'll also consider candidates with four or more years of experience in a customer-facing or sales environment.
Tech Savvy: You're comfortable learning new softwareSalesforce and other digital tools come naturally to you.
Driven and Positive: You bring energy and focus to every day and help your team do the same.
Integrity and Ownership: You lead by example and take responsibility for your own success and the culture of your team.
Your Next Step Starts Here
At True North Group, we're growing fast and we're looking for leaders who want to build something meaningful. If you're ready to mentor others while advancing your own career, apply today. Your leadership can help shape the next generation of trusted advisors in our company.
Learn more and apply at: https://www.thetruenorthgroupllc.com
Let's lead the way forward,together!
Read LessJoin Our Team at True North Group!
Position Title: Direct Sales Leader
Open Role: 1 Leadership Opportunity Available in Territory-Based Sales
About Us
At True North Group, we're committed to more than just offering supplemental insurance. We work directly with small and mid-sized companies to protect what matters most: their people. If you're passionate about helping others grow and have a talent for both selling and mentoring, we invite you to step into a leadership role with us.
The Role:
As a Direct Sales Leader, you'll be a representative helping businesses navigate their benefit needs, while also serving as a coach and mentor, developing new talent within your territory. You'll set the pace by example, teaching others how to prospect, present, and close with integrity.
This role blends independent field work with meaningful leadership responsibilities. You'll guide new representatives through their first policies and presentations, helping them build confidence and consistency. Your success will come not just from what you achieve, but from what your team becomes under your guidance.
What We're Looking For
Sales Experience: You've had success in sales particularly in a field or B2B setting and understand the importance of preparation, relationship-building, and follow-through.
Leadership Mindset: Whether you've led teams formally or simply mentored others along the way, you enjoy watching people grow and succeed.
Clear Communicator: You can explain complex ideas simply, both one-on-one and to a group.
Organized and Reliable: You follow through, track activity, and keep commitments both to clients and your team.
Service-Driven: You put people first, and it shows in how you coach, how you sell, and how you lead.
Licensed or License-Ready: You hold a Health & Life general lines license, or you're willing to earn it within 90 days (we'll help cover the cost and guide you through the process).
What You'll Be Doing
This is a field-based role with leadership responsibilities, and each week may include
Personal Sales Activities: Meeting with business owners and decision-makers, giving benefit presentations to their teams, following up on leads, and setting appointments.
Training & Mentoring: Shadowing new agents in the field, role-playing sales scenarios, helping others navigate their first few weeks and close their first deals.
Team Development: Hosting regular check-ins, helping teammates track progress, and creating a positive, winning team culture.
Goal Setting & Reporting: Working with your manager to set personal and team goals each month, and tracking key sales activities across your territory.
Supporting Client Relationships: Helping both your clients and those of your team navigate claims, renewals, and benefit questions.
What We Offer
Hands-On Leadership Training: Tools and guidance to help you develop as both a high-performing representative and a trusted team leader.
Weekly Draw Pay: A stable income base to get started, plus immediate eligibility for commission and bonuses.
Performance Incentives: Quarterly retreats, annual incentive trips, stock share bonuses, and lifetime-vested renewal commissions.
Career Pathways: We promote from within, team leaders can advance based on their performance to higher positions, and with larger teams.
Supportive Culture: You won't do it alone. We back our leaders with strong mentorship, systems, and recognition for excellence.
Flexible Hours: As you build your team and book of business, your schedule becomes more self-directed.
Additional Qualifications
Education: A bachelor's degree is preferred, but we'll also consider candidates with four or more years of experience in a customer-facing or sales environment.
Tech Savvy: You're comfortable learning new softwareSalesforce and other digital tools come naturally to you.
Driven and Positive: You bring energy and focus to every day and help your team do the same.
Integrity and Ownership: You lead by example and take responsibility for your own success and the culture of your team.
Your Next Step Starts Here
At True North Group, we're growing fast and we're looking for leaders who want to build something meaningful. If you're ready to mentor others while advancing your own career, apply today. Your leadership can help shape the next generation of trusted advisors in our company.
Learn more and apply at: https://www.thetruenorthgroupllc.com
Let's lead the way forward,together!
Read LessJoin Our Team at True North Group!
Position Title: Direct Sales Leader
Open Role: 1 Leadership Opportunity Available in Territory-Based Sales
About Us
At True North Group, we're committed to more than just offering supplemental insurance. We work directly with small and mid-sized companies to protect what matters most: their people. If you're passionate about helping others grow and have a talent for both selling and mentoring, we invite you to step into a leadership role with us.
The Role:
As a Direct Sales Leader, you'll be a representative helping businesses navigate their benefit needs, while also serving as a coach and mentor, developing new talent within your territory. You'll set the pace by example, teaching others how to prospect, present, and close with integrity.
This role blends independent field work with meaningful leadership responsibilities. You'll guide new representatives through their first policies and presentations, helping them build confidence and consistency. Your success will come not just from what you achieve, but from what your team becomes under your guidance.
What We're Looking For
Sales Experience: You've had success in sales particularly in a field or B2B setting and understand the importance of preparation, relationship-building, and follow-through.
Leadership Mindset: Whether you've led teams formally or simply mentored others along the way, you enjoy watching people grow and succeed.
Clear Communicator: You can explain complex ideas simply, both one-on-one and to a group.
Organized and Reliable: You follow through, track activity, and keep commitments both to clients and your team.
Service-Driven: You put people first, and it shows in how you coach, how you sell, and how you lead.
Licensed or License-Ready: You hold a Health & Life general lines license, or you're willing to earn it within 90 days (we'll help cover the cost and guide you through the process).
What You'll Be Doing
This is a field-based role with leadership responsibilities, and each week may include
Personal Sales Activities: Meeting with business owners and decision-makers, giving benefit presentations to their teams, following up on leads, and setting appointments.
Training & Mentoring: Shadowing new agents in the field, role-playing sales scenarios, helping others navigate their first few weeks and close their first deals.
Team Development: Hosting regular check-ins, helping teammates track progress, and creating a positive, winning team culture.
Goal Setting & Reporting: Working with your manager to set personal and team goals each month, and tracking key sales activities across your territory.
Supporting Client Relationships: Helping both your clients and those of your team navigate claims, renewals, and benefit questions.
What We Offer
Hands-On Leadership Training: Tools and guidance to help you develop as both a high-performing representative and a trusted team leader.
Weekly Draw Pay: A stable income base to get started, plus immediate eligibility for commission and bonuses.
Performance Incentives: Quarterly retreats, annual incentive trips, stock share bonuses, and lifetime-vested renewal commissions.
Career Pathways: We promote from within, team leaders can advance based on their performance to higher positions, and with larger teams.
Supportive Culture: You won't do it alone. We back our leaders with strong mentorship, systems, and recognition for excellence.
Flexible Hours: As you build your team and book of business, your schedule becomes more self-directed.
Additional Qualifications
Education: A bachelor's degree is preferred, but we'll also consider candidates with four or more years of experience in a customer-facing or sales environment.
Tech Savvy: You're comfortable learning new softwareSalesforce and other digital tools come naturally to you.
Driven and Positive: You bring energy and focus to every day and help your team do the same.
Integrity and Ownership: You lead by example and take responsibility for your own success and the culture of your team.
Your Next Step Starts Here
At True North Group, we're growing fast and we're looking for leaders who want to build something meaningful. If you're ready to mentor others while advancing your own career, apply today. Your leadership can help shape the next generation of trusted advisors in our company.
Learn more and apply at: https://www.thetruenorthgroupllc.com
Let's lead the way forward,together!
Read LessJoin 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: https://www.thetruenorthgroupllc.com/
Read LessJoin 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: https://www.thetruenorthgroupllc.com/
Read LessJoin 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.
https://www.thetruenorthgroupllc.com
Read LessJoin Our Team at True North Group!
Position Title: Direct Sales Leader
Open Role: 1 Leadership Opportunity Available in Territory-Based Sales
About Us
At True North Group, we're committed to more than just offering supplemental insurance. We work directly with small and mid-sized companies to protect what matters most: their people. If you're passionate about helping others grow and have a talent for both selling and mentoring, we invite you to step into a leadership role with us.
The Role:
As a Direct Sales Leader, you'll be a representative helping businesses navigate their benefit needs, while also serving as a coach and mentor, developing new talent within your territory. You'll set the pace by example, teaching others how to prospect, present, and close with integrity.
This role blends independent field work with meaningful leadership responsibilities. You'll guide new representatives through their first policies and presentations, helping them build confidence and consistency. Your success will come not just from what you achieve, but from what your team becomes under your guidance.
What We're Looking For
Sales Experience: You've had success in sales particularly in a field or B2B setting and understand the importance of preparation, relationship-building, and follow-through.
Leadership Mindset: Whether you've led teams formally or simply mentored others along the way, you enjoy watching people grow and succeed.
Clear Communicator: You can explain complex ideas simply, both one-on-one and to a group.
Organized and Reliable: You follow through, track activity, and keep commitments both to clients and your team.
Service-Driven: You put people first, and it shows in how you coach, how you sell, and how you lead.
Licensed or License-Ready: You hold a Health & Life general lines license, or you're willing to earn it within 90 days (we'll help cover the cost and guide you through the process).
What You'll Be Doing
This is a field-based role with leadership responsibilities, and each week may include
Personal Sales Activities: Meeting with business owners and decision-makers, giving benefit presentations to their teams, following up on leads, and setting appointments.
Training & Mentoring: Shadowing new agents in the field, role-playing sales scenarios, helping others navigate their first few weeks and close their first deals.
Team Development: Hosting regular check-ins, helping teammates track progress, and creating a positive, winning team culture.
Goal Setting & Reporting: Working with your manager to set personal and team goals each month, and tracking key sales activities across your territory.
Supporting Client Relationships: Helping both your clients and those of your team navigate claims, renewals, and benefit questions.
What We Offer
Hands-On Leadership Training: Tools and guidance to help you develop as both a high-performing representative and a trusted team leader.
Weekly Draw Pay: A stable income base to get started, plus immediate eligibility for commission and bonuses.
Performance Incentives: Quarterly retreats, annual incentive trips, stock share bonuses, and lifetime-vested renewal commissions.
Career Pathways: We promote from within, team leaders can advance based on their performance to higher positions, and with larger teams.
Supportive Culture: You won't do it alone. We back our leaders with strong mentorship, systems, and recognition for excellence.
Flexible Hours: As you build your team and book of business, your schedule becomes more self-directed.
Additional Qualifications
Education: A bachelor's degree is preferred, but we'll also consider candidates with four or more years of experience in a customer-facing or sales environment.
Tech Savvy: You're comfortable learning new softwareSalesforce and other digital tools come naturally to you.
Driven and Positive: You bring energy and focus to every day and help your team do the same.
Integrity and Ownership: You lead by example and take responsibility for your own success and the culture of your team.
Your Next Step Starts Here
At True North Group, we're growing fast and we're looking for leaders who want to build something meaningful. If you're ready to mentor others while advancing your own career, apply today. Your leadership can help shape the next generation of trusted advisors in our company.
Learn more and apply at: https://www.thetruenorthgroupllc.com
Let's lead the way forward,together!
Read LessJoin Our Team at True North Group!
Position Title: Direct Sales Leader
Open Role: 1 Leadership Opportunity Available in Territory-Based Sales
About Us
At True North Group, we're committed to more than just offering supplemental insurance. We work directly with small and mid-sized companies to protect what matters most: their people. If you're passionate about helping others grow and have a talent for both selling and mentoring, we invite you to step into a leadership role with us.
The Role:
As a Direct Sales Leader, you'll be a representative helping businesses navigate their benefit needs, while also serving as a coach and mentor, developing new talent within your territory. You'll set the pace by example, teaching others how to prospect, present, and close with integrity.
This role blends independent field work with meaningful leadership responsibilities. You'll guide new representatives through their first policies and presentations, helping them build confidence and consistency. Your success will come not just from what you achieve, but from what your team becomes under your guidance.
What We're Looking For
Sales Experience: You've had success in sales particularly in a field or B2B setting and understand the importance of preparation, relationship-building, and follow-through.
Leadership Mindset: Whether you've led teams formally or simply mentored others along the way, you enjoy watching people grow and succeed.
Clear Communicator: You can explain complex ideas simply, both one-on-one and to a group.
Organized and Reliable: You follow through, track activity, and keep commitments both to clients and your team.
Service-Driven: You put people first, and it shows in how you coach, how you sell, and how you lead.
Licensed or License-Ready: You hold a Health & Life general lines license, or you're willing to earn it within 90 days (we'll help cover the cost and guide you through the process).
What You'll Be Doing
This is a field-based role with leadership responsibilities, and each week may include
Personal Sales Activities: Meeting with business owners and decision-makers, giving benefit presentations to their teams, following up on leads, and setting appointments.
Training & Mentoring: Shadowing new agents in the field, role-playing sales scenarios, helping others navigate their first few weeks and close their first deals.
Team Development: Hosting regular check-ins, helping teammates track progress, and creating a positive, winning team culture.
Goal Setting & Reporting: Working with your manager to set personal and team goals each month, and tracking key sales activities across your territory.
Supporting Client Relationships: Helping both your clients and those of your team navigate claims, renewals, and benefit questions.
What We Offer
Hands-On Leadership Training: Tools and guidance to help you develop as both a high-performing representative and a trusted team leader.
Weekly Draw Pay: A stable income base to get started, plus immediate eligibility for commission and bonuses.
Performance Incentives: Quarterly retreats, annual incentive trips, stock share bonuses, and lifetime-vested renewal commissions.
Career Pathways: We promote from within, team leaders can advance based on their performance to higher positions, and with larger teams.
Supportive Culture: You won't do it alone. We back our leaders with strong mentorship, systems, and recognition for excellence.
Flexible Hours: As you build your team and book of business, your schedule becomes more self-directed.
Additional Qualifications
Education: A bachelor's degree is preferred, but we'll also consider candidates with four or more years of experience in a customer-facing or sales environment.
Tech Savvy: You're comfortable learning new softwareSalesforce and other digital tools come naturally to you.
Driven and Positive: You bring energy and focus to every day and help your team do the same.
Integrity and Ownership: You lead by example and take responsibility for your own success and the culture of your team.
Your Next Step Starts Here
At True North Group, we're growing fast and we're looking for leaders who want to build something meaningful. If you're ready to mentor others while advancing your own career, apply today. Your leadership can help shape the next generation of trusted advisors in our company.
Learn more and apply at: https://www.thetruenorthgroupllc.com
Let's lead the way forward,together!
Read LessJoin Our Team at True North Group!
Position: Sales Agent Trainee
Number of Openings: 1 Territory Sales Position Available
Break Into Sales with Purpose
Looking to launch your career in a role where your results directly impact your paycheck. At True North Group, we believe the best salespeople aren't born -they're trained. If you're hungry to learn, ready to hustle, and eager to grow into something more, we'll give you the tools to make it happen.
If you're looking for more than a job something that offers real growth, real income potential, and the chance to make a difference this could be it.
Your Day-to-Day Will Include:
Meeting with individuals and teams in person
Presenting workplace supplemental insurance benefits and protecting families
Following up and generating leads and building your own pipeline
Collaborating with teammates and mentors in and out ofthe field
Learning to close deals and manage long-term client relationships
We Provide:
Uncapped weekly commission + Weekly draw pay + bonus structure
Comprehensive training and field development
Incentive trips, team events, and networking opportunities
A clear, personalized career path from day one
It is a requirement that you obtain your Health and Life Insurance license before beginning work with us. Once you receive a job offer, our onboarding team will guide you through the licensing process step-by-step. After you join our team, you'll be eligible for reimbursement of any licensing fees you paid to become licensed.
What You Need:
A positive attitude and strong work ethic
Excellent communication skills
A coachable mindset and eagerness to learn
The ability to work independently and manage time
Reliable transportation and professional presence
No Experience, No Problem.
Whether you're just out of university, switching industries, or trying to find a place to grow long term, we've built a system that helps newcomers thrive. Many of our top reps came in with zero sales experience ? just the willingness to work hard, take feedback, and stay consistent.
We're interviewing now. Take the first step toward something bigger.
Apply at www.thetruenorthgroupllc.com
Read Less