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Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!

Assurant

Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!

full-timePosted: Feb 3, 2026

Job Description

Director, Heavy Trucking - United States Virtual

Role Overview

Assurant is seeking a dynamic and experienced Director of Heavy Trucking to lead our business segment within the Commercial Equipment division of Assurant Global Automotive. In this pivotal role, you will be responsible for driving growth, managing sales and account management initiatives, and fostering strong client relationships within the heavy trucking market. This is a United States Virtual position offering the flexibility to work remotely.

As the Director, you will collaborate closely with the Vice President, Commercial Equipment, and various cross-functional teams to execute business strategies, enhance performance, and ensure operational excellence. Your deep understanding of the market, combined with exceptional leadership and collaboration skills, will be critical to your success. You will lead and mentor sales and account teams, driving them to achieve revenue targets while maintaining high levels of client satisfaction. Identifying and pursuing new business opportunities, negotiating contracts, and delivering tailored solutions to clients will also be key aspects of your role.

A Day in the Life

Your day as the Director of Heavy Trucking will be varied and challenging, requiring you to balance strategic planning with hands-on execution. Here’s a glimpse of what you can expect:

  • Morning: Start your day by reviewing key performance indicators (KPIs) and sales reports. Analyze the data to identify trends and areas for improvement. Connect with your sales and account management teams to discuss ongoing projects, address any challenges, and provide guidance.
  • Mid-day: Participate in a cross-functional team meeting to discuss the development of new product offerings or enhancements to existing services. Share insights from the heavy trucking market and provide strategic input. Prepare and deliver a presentation to a potential new client, showcasing Assurant's solutions and value proposition.
  • Afternoon: Dedicate time to mentoring and coaching your team members. Conduct one-on-one meetings to discuss their professional development goals and provide feedback on their performance. Work on developing account strategies for key clients, focusing on growth opportunities and relationship strengthening.
  • Evening: Monitor industry trends and regulatory changes. Prepare a summary of key developments and provide strategic insights to senior leadership. Network with industry peers at a virtual event or conference.

Why United States Virtual?

Working virtually at Assurant offers numerous advantages, including:

  • Flexibility: Enjoy a better work-life balance with the ability to manage your schedule and work from the comfort of your home.
  • Productivity: Reduce commute time and distractions, allowing you to focus on your work and achieve greater productivity.
  • Collaboration: Utilize advanced technology and communication tools to stay connected with your team and clients, regardless of location.
  • Location Independence: Live and work where you choose, without being tied to a specific office location.
  • Cost Savings: Save money on commuting, meals, and other expenses associated with working in a traditional office setting.

Career Path

At Assurant, we are committed to the growth and development of our employees. The Director of Heavy Trucking role provides a strong foundation for further advancement within the company. Potential career paths include:

  • Senior Director, Commercial Equipment: Oversee multiple business segments within the Commercial Equipment division.
  • Vice President, Commercial Equipment: Lead the entire Commercial Equipment division, with responsibility for strategic planning, business development, and overall performance.
  • Executive Leadership Roles: Advance to executive leadership positions within Assurant, contributing to the company's overall strategic direction and growth.

Salary & Benefits

The salary range for this position is $119,600.00 - $199,800.00 annually. Assurant offers a comprehensive benefits package that includes:

  • Health Insurance: Comprehensive medical, dental, and vision plans.
  • Retirement: 401(k) plan with company matching.
  • Paid Time Off: Generous vacation, sick leave, and holidays.
  • Employee Stock Purchase Plan: Opportunity to purchase Assurant stock at a discounted rate.
  • Tuition Reimbursement: Support for continuing education and professional development.
  • Wellness Programs: Resources to promote physical and mental well-being.

Culture at Assurant

Assurant is a global provider of risk management solutions, protecting what matters most to our clients. We foster a culture of:

  • Integrity: We operate with the highest ethical standards.
  • Collaboration: We work together to achieve common goals.
  • Innovation: We embrace new ideas and technologies.
  • Customer Focus: We are committed to providing exceptional service.
  • Diversity & Inclusion: We value and respect individuals from all backgrounds.

How to Apply

To apply for the Director, Heavy Trucking position, please submit your resume and cover letter through the Assurant careers website. Be sure to highlight your relevant experience and qualifications, and explain why you are a good fit for this role.

FAQ

  1. What is the typical career path for this role?

    Advancement opportunities include Senior Director, Commercial Equipment, Vice President, Commercial Equipment, and executive leadership roles within Assurant.

  2. What are the key skills required for this position?

    Key skills include heavy trucking industry knowledge, risk management, sales management, account management, contract negotiation, and leadership.

  3. What is the travel requirement for this role?

    20-30% travel is required for client meetings, team engagement, and industry events.

  4. What is the work environment like?

    This is a virtual position, offering the flexibility to work remotely. Assurant provides the tools and resources needed to stay connected and productive.

  5. What is Assurant's approach to diversity and inclusion?

    Assurant is committed to creating a diverse and inclusive workplace where all employees feel valued and respected.

  6. What kind of training and development opportunities are available?

    Assurant offers a variety of training and development programs to help employees enhance their skills and advance their careers, including tuition reimbursement.

  7. What benefits does Assurant offer?

    Assurant offers a comprehensive benefits package that includes health insurance, retirement plans, paid time off, and more.

  8. What are the key responsibilities of the Director, Heavy Trucking?

    Key responsibilities include leading sales and account teams, developing and executing account strategies, identifying new business opportunities, and building client partnerships.

  9. Is prior insurance experience required?

    While a Property and Casualty Insurance license and insurance experience are considered a plus, they are not strictly required. However, a solid understanding of risk management products is essential.

Locations

  • Virtual, United States, United States (Remote)

Salary

119,600 - 199,800 USD / yearly

Estimated Salary Rangehigh confidence

125,580 - 219,780 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Heavy Trucking Industry Knowledgeintermediate
  • Risk Managementintermediate
  • Sales Managementintermediate
  • Account Managementintermediate
  • Contract Negotiationintermediate
  • Client Relationship Managementintermediate
  • KPI Trackingintermediate
  • Performance Analysisintermediate
  • Team Leadershipintermediate
  • Cross-functional Collaborationintermediate
  • Strategic Planningintermediate
  • Financial Modelingintermediate
  • P&L Managementintermediate
  • Stakeholder Managementintermediate
  • Problem Solvingintermediate

Required Qualifications

  • Minimum of 10 years of experience in the Heavy Trucking industry with proven growth in risk management products. (experience)
  • University degree in business or related field, or equivalent experience. (experience)
  • Deep understanding of profitability drivers, market dynamics, and deal structures. (experience)
  • Strong interpersonal and communication skills; able to simplify complex ideas and inspire. (experience)
  • Strategic sales professional thriving in high-stakes, fast-paced environments. (experience)
  • Demonstrated success driving growth within large, complex accounts. (experience)
  • Proven ability to initiate, win, and deliver cross-sell and new business opportunities. (experience)
  • Commercially astute with solid knowledge of P&L drivers and data-driven decision-making. (experience)
  • Skilled in leadership, influencing, negotiation, and stakeholder management. (experience)
  • Excellent analytical, problem-solving, and conflict resolution capabilities. (experience)
  • Proficient in Microsoft Office; experienced in matrix structures and cross-functional teams. (experience)
  • High resilience, self-driven, and passionate about achieving results. (experience)

Responsibilities

  • Lead regional sales and account teams to achieve revenue goals and client satisfaction.
  • Develop and execute account strategies to drive growth, expand market share, and strengthen relationships.
  • Identify and pursue new business opportunities; negotiate contracts for mutually beneficial outcomes.
  • Build and maintain trust-based client partnerships; support onboarding, retention, and deliver tailored solutions.
  • Conduct impactful presentations to showcase solutions and address client needs.
  • Track KPIs, analyze performance, and implement data-driven improvements for clients and internal teams.
  • Mentor and manage sales/account executives while fostering a culture of accountability and collaboration.
  • Collaborate with cross-functional teams to ensure exceptional service and innovative solutions.
  • Monitor industry trends and regulatory changes; provide strategic insights to leadership for competitive positioning.
  • Manage and own key client relationships within the heavy trucking segment.
  • Spearhead new product development and strategic partnerships.

Benefits

  • general: Competitive salary and performance-based bonuses.
  • general: Comprehensive health, dental, and vision insurance plans.
  • general: Generous paid time off (PTO) and holiday schedule.
  • general: 401(k) retirement plan with company matching.
  • general: Employee stock purchase plan (ESPP).
  • general: Professional development and training opportunities.
  • general: Tuition reimbursement program.
  • general: Employee assistance program (EAP).
  • general: Wellness programs and resources.
  • general: Life insurance and disability coverage.
  • general: Flexible work arrangements including remote work options.
  • general: Opportunities for advancement within a global organization.
  • general: Employee discounts on Assurant products and services.
  • general: Paid parental leave.

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Assurant logo

Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!

Assurant

Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!

full-timePosted: Feb 3, 2026

Job Description

Director, Heavy Trucking - United States Virtual

Role Overview

Assurant is seeking a dynamic and experienced Director of Heavy Trucking to lead our business segment within the Commercial Equipment division of Assurant Global Automotive. In this pivotal role, you will be responsible for driving growth, managing sales and account management initiatives, and fostering strong client relationships within the heavy trucking market. This is a United States Virtual position offering the flexibility to work remotely.

As the Director, you will collaborate closely with the Vice President, Commercial Equipment, and various cross-functional teams to execute business strategies, enhance performance, and ensure operational excellence. Your deep understanding of the market, combined with exceptional leadership and collaboration skills, will be critical to your success. You will lead and mentor sales and account teams, driving them to achieve revenue targets while maintaining high levels of client satisfaction. Identifying and pursuing new business opportunities, negotiating contracts, and delivering tailored solutions to clients will also be key aspects of your role.

A Day in the Life

Your day as the Director of Heavy Trucking will be varied and challenging, requiring you to balance strategic planning with hands-on execution. Here’s a glimpse of what you can expect:

  • Morning: Start your day by reviewing key performance indicators (KPIs) and sales reports. Analyze the data to identify trends and areas for improvement. Connect with your sales and account management teams to discuss ongoing projects, address any challenges, and provide guidance.
  • Mid-day: Participate in a cross-functional team meeting to discuss the development of new product offerings or enhancements to existing services. Share insights from the heavy trucking market and provide strategic input. Prepare and deliver a presentation to a potential new client, showcasing Assurant's solutions and value proposition.
  • Afternoon: Dedicate time to mentoring and coaching your team members. Conduct one-on-one meetings to discuss their professional development goals and provide feedback on their performance. Work on developing account strategies for key clients, focusing on growth opportunities and relationship strengthening.
  • Evening: Monitor industry trends and regulatory changes. Prepare a summary of key developments and provide strategic insights to senior leadership. Network with industry peers at a virtual event or conference.

Why United States Virtual?

Working virtually at Assurant offers numerous advantages, including:

  • Flexibility: Enjoy a better work-life balance with the ability to manage your schedule and work from the comfort of your home.
  • Productivity: Reduce commute time and distractions, allowing you to focus on your work and achieve greater productivity.
  • Collaboration: Utilize advanced technology and communication tools to stay connected with your team and clients, regardless of location.
  • Location Independence: Live and work where you choose, without being tied to a specific office location.
  • Cost Savings: Save money on commuting, meals, and other expenses associated with working in a traditional office setting.

Career Path

At Assurant, we are committed to the growth and development of our employees. The Director of Heavy Trucking role provides a strong foundation for further advancement within the company. Potential career paths include:

  • Senior Director, Commercial Equipment: Oversee multiple business segments within the Commercial Equipment division.
  • Vice President, Commercial Equipment: Lead the entire Commercial Equipment division, with responsibility for strategic planning, business development, and overall performance.
  • Executive Leadership Roles: Advance to executive leadership positions within Assurant, contributing to the company's overall strategic direction and growth.

Salary & Benefits

The salary range for this position is $119,600.00 - $199,800.00 annually. Assurant offers a comprehensive benefits package that includes:

  • Health Insurance: Comprehensive medical, dental, and vision plans.
  • Retirement: 401(k) plan with company matching.
  • Paid Time Off: Generous vacation, sick leave, and holidays.
  • Employee Stock Purchase Plan: Opportunity to purchase Assurant stock at a discounted rate.
  • Tuition Reimbursement: Support for continuing education and professional development.
  • Wellness Programs: Resources to promote physical and mental well-being.

Culture at Assurant

Assurant is a global provider of risk management solutions, protecting what matters most to our clients. We foster a culture of:

  • Integrity: We operate with the highest ethical standards.
  • Collaboration: We work together to achieve common goals.
  • Innovation: We embrace new ideas and technologies.
  • Customer Focus: We are committed to providing exceptional service.
  • Diversity & Inclusion: We value and respect individuals from all backgrounds.

How to Apply

To apply for the Director, Heavy Trucking position, please submit your resume and cover letter through the Assurant careers website. Be sure to highlight your relevant experience and qualifications, and explain why you are a good fit for this role.

FAQ

  1. What is the typical career path for this role?

    Advancement opportunities include Senior Director, Commercial Equipment, Vice President, Commercial Equipment, and executive leadership roles within Assurant.

  2. What are the key skills required for this position?

    Key skills include heavy trucking industry knowledge, risk management, sales management, account management, contract negotiation, and leadership.

  3. What is the travel requirement for this role?

    20-30% travel is required for client meetings, team engagement, and industry events.

  4. What is the work environment like?

    This is a virtual position, offering the flexibility to work remotely. Assurant provides the tools and resources needed to stay connected and productive.

  5. What is Assurant's approach to diversity and inclusion?

    Assurant is committed to creating a diverse and inclusive workplace where all employees feel valued and respected.

  6. What kind of training and development opportunities are available?

    Assurant offers a variety of training and development programs to help employees enhance their skills and advance their careers, including tuition reimbursement.

  7. What benefits does Assurant offer?

    Assurant offers a comprehensive benefits package that includes health insurance, retirement plans, paid time off, and more.

  8. What are the key responsibilities of the Director, Heavy Trucking?

    Key responsibilities include leading sales and account teams, developing and executing account strategies, identifying new business opportunities, and building client partnerships.

  9. Is prior insurance experience required?

    While a Property and Casualty Insurance license and insurance experience are considered a plus, they are not strictly required. However, a solid understanding of risk management products is essential.

Locations

  • Virtual, United States, United States (Remote)

Salary

119,600 - 199,800 USD / yearly

Estimated Salary Rangehigh confidence

125,580 - 219,780 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Heavy Trucking Industry Knowledgeintermediate
  • Risk Managementintermediate
  • Sales Managementintermediate
  • Account Managementintermediate
  • Contract Negotiationintermediate
  • Client Relationship Managementintermediate
  • KPI Trackingintermediate
  • Performance Analysisintermediate
  • Team Leadershipintermediate
  • Cross-functional Collaborationintermediate
  • Strategic Planningintermediate
  • Financial Modelingintermediate
  • P&L Managementintermediate
  • Stakeholder Managementintermediate
  • Problem Solvingintermediate

Required Qualifications

  • Minimum of 10 years of experience in the Heavy Trucking industry with proven growth in risk management products. (experience)
  • University degree in business or related field, or equivalent experience. (experience)
  • Deep understanding of profitability drivers, market dynamics, and deal structures. (experience)
  • Strong interpersonal and communication skills; able to simplify complex ideas and inspire. (experience)
  • Strategic sales professional thriving in high-stakes, fast-paced environments. (experience)
  • Demonstrated success driving growth within large, complex accounts. (experience)
  • Proven ability to initiate, win, and deliver cross-sell and new business opportunities. (experience)
  • Commercially astute with solid knowledge of P&L drivers and data-driven decision-making. (experience)
  • Skilled in leadership, influencing, negotiation, and stakeholder management. (experience)
  • Excellent analytical, problem-solving, and conflict resolution capabilities. (experience)
  • Proficient in Microsoft Office; experienced in matrix structures and cross-functional teams. (experience)
  • High resilience, self-driven, and passionate about achieving results. (experience)

Responsibilities

  • Lead regional sales and account teams to achieve revenue goals and client satisfaction.
  • Develop and execute account strategies to drive growth, expand market share, and strengthen relationships.
  • Identify and pursue new business opportunities; negotiate contracts for mutually beneficial outcomes.
  • Build and maintain trust-based client partnerships; support onboarding, retention, and deliver tailored solutions.
  • Conduct impactful presentations to showcase solutions and address client needs.
  • Track KPIs, analyze performance, and implement data-driven improvements for clients and internal teams.
  • Mentor and manage sales/account executives while fostering a culture of accountability and collaboration.
  • Collaborate with cross-functional teams to ensure exceptional service and innovative solutions.
  • Monitor industry trends and regulatory changes; provide strategic insights to leadership for competitive positioning.
  • Manage and own key client relationships within the heavy trucking segment.
  • Spearhead new product development and strategic partnerships.

Benefits

  • general: Competitive salary and performance-based bonuses.
  • general: Comprehensive health, dental, and vision insurance plans.
  • general: Generous paid time off (PTO) and holiday schedule.
  • general: 401(k) retirement plan with company matching.
  • general: Employee stock purchase plan (ESPP).
  • general: Professional development and training opportunities.
  • general: Tuition reimbursement program.
  • general: Employee assistance program (EAP).
  • general: Wellness programs and resources.
  • general: Life insurance and disability coverage.
  • general: Flexible work arrangements including remote work options.
  • general: Opportunities for advancement within a global organization.
  • general: Employee discounts on Assurant products and services.
  • general: Paid parental leave.

Target Your Resume for "Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!" , Assurant

Get personalized recommendations to optimize your resume specifically for Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now!" , Assurant

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

Heavy TruckingCommercial EquipmentSalesAccount ManagementRisk ManagementLeadershipVirtualRemoteDirector Heavy Trucking jobsHeavy Trucking business developmentCommercial Equipment sales leadershipRisk management jobs virtualAccount management Heavy Trucking industryAssurant careers United StatesRemote Director jobsHeavy Trucking sales directorCommercial vehicle insurance jobsHeavy Trucking risk managementVirtual sales management jobsDirector Commercial EquipmentHeavy Trucking business strategyAccount executive Heavy TruckingCommercial Equipment sales directorRisk management leadership jobsAssurant Heavy Trucking careersDirector jobs remoteHeavy Trucking client relationshipsVirtual director positionsHeavy Trucking sales jobs United StatesP&L management roles in truckingHeavy Trucking market analysis jobsHeavy Trucking insurance leadershipInsuranceFinanceOperationsCustomer Service

Answer 10 quick questions to check your fit for Director, Heavy Trucking Careers at Assurant - United States Virtual | Apply Now! @ Assurant.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.