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Apprentice Remote Sales Trainer Jobs in Boston, MA

Camesi Agency

Sales Manager Remote

Boston, MA · Remote

$80K - $120K/yr

Licensing and training support are provided. Key responsibilities: * Lead, coach, and motivate a remote sales team to achieve individual and team sales targets. * Recruit, onboard, and train new ...

Camesi Agency

Remote Sales Manager

Boston, MA · Remote

$80K - $120K/yr

Comprehensive training and licensing support are provided. Key Responsibilities * Conduct virtual ... sales career in a remote environment supported by training and mentorship.

HMG Careers

Remote Sales Manager

Medford, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

Symmetry

Remote Sales and Team Builder

Boston, MA · On-site +1

$20K - $60K/mo

Remote Sales and Team Builder Must be authorized to work in the US, no work visas offered at this ... Top Mentorship and Training provided. We are actively looking for team members to mentor and ...

HMG Careers

Remote Sales Manager

Brockton, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Manager

Revere, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

Symmetry

Remote Sales and Team Builder

Boston, MA · Remote

$20K - $60K/mo

Remote Sales and Team Builder Must be authorized to work in the US, no work visas offered at this ... Top Mentorship and Training provided. We are actively looking for team members to mentor and ...

HMG Careers

Remote Sales Manager

Everett, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Manager

Lowell, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Manager

Lynn, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Manager

Melrose, MA · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

American Income Life

Entry-Level Remote Sales

Miami, FL · On-site +1

Organize and lead virtual training and onboarding sessions * Keep communication strong, positive ... Thrive in a fast-paced, fully remote environment What You Bring: * Natural leadership ability and a ...

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Apprentice Remote Sales Trainer information

See Boston, MA salary details

$30.4K

$52.6K

$75K

How much do apprentice remote sales trainer jobs pay per year?

As of Aug 28, 2026, the average yearly pay for apprentice remote sales trainer in Boston, MA is $52,622.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,800.00 and $62,500.00 per year, depending on experience, location, and employer.

What is an apprentice remote sales trainer?

An Apprentice Remote Sales Trainer is an entry-level professional learning how to train sales teams or individuals remotely, often under the supervision of experienced trainers. Their role typically involves assisting with the development and delivery of virtual sales training programs, learning best practices in remote engagement, and supporting sales staff in improving their skills. Apprentice trainers gain hands-on experience by observing, participating in, and eventually leading online training sessions, with the goal of becoming a fully qualified sales trainer.

What skills and qualifications are needed to thrive as an apprentice remote sales trainer?

To thrive as an Apprentice Remote Sales Trainer, you need a solid understanding of sales techniques, training methodologies, and ideally some experience or education in business or communications. Familiarity with virtual training platforms (like Zoom or Microsoft Teams), CRM systems, and presentation software such as PowerPoint is typically required. Strong interpersonal skills, adaptability, and the ability to motivate and engage remote learners are crucial soft skills in this role. These skills and qualities are essential to effectively deliver training, drive sales performance, and support the professional growth of sales teams in a remote environment.

How does an apprentice remote sales trainer typically collaborate with experienced trainers and sales teams?

As an Apprentice Remote Sales Trainer, you will regularly work alongside experienced trainers who provide mentorship and feedback on your training techniques. Collaboration with sales teams is crucial, as you'll help facilitate virtual training sessions, gather feedback from participants, and adjust content based on team needs. Open communication and scheduled check-ins are common, ensuring that your development aligns with the team's goals and the company's sales strategies. This collaborative environment supports your learning and helps you gradually take on more independent training responsibilities.

What is the difference between Apprentice Remote Sales Trainer vs Remote Sales Associate?

AspectApprentice Remote Sales TrainerRemote Sales Associate
CredentialsEntry-level, often with basic sales or training certificationsBasic sales experience or customer service skills
Work EnvironmentRemote, focused on training and developmentRemote, primarily selling products or services
Employer UsageUsed in companies investing in sales training programsCommon in retail, tech, and service industries

The Apprentice Remote Sales Trainer focuses on developing sales skills and training new team members remotely, often requiring some foundational knowledge. In contrast, a Remote Sales Associate primarily engages in selling products or services directly to customers. While both roles are remote and industry-related, the trainer role emphasizes education and skill development, whereas the associate role centers on sales execution.

What are the most commonly searched types of Remote Sales Trainer jobs in Boston, MA?

The most popular types of Remote Sales Trainer jobs in Boston, MA are:

Apprentice Remote Sales Trainer jobs near you

Sales Manager Remote

Camesi Agency

Boston, MA • Remote

$80K - $120K/yr

Other

Medical, Dental, Vision, Life

Posted 10 days ago

Job description

The Camesi Agency is a rapidly growing, fully remote brokerage focused on helping families protect their financial futures. We are seeking a results-driven Remote Sales Manager to lead and develop a small, high-performing remote sales team. This role is ideal for an organized, coachable leader who can drive sales performance, implement scalable processes, and support career development within a remote environment. Licensing and training support are provided.

Key responsibilities:

  • Lead, coach, and motivate a remote sales team to achieve individual and team sales targets.
  • Recruit, onboard, and train new sales representatives; maintain ongoing development through role-plays, feedback, and structured coaching.
  • Establish and enforce sales processes, performance standards, and CRM best practices to ensure accurate pipeline management and client records.
  • Monitor team performance using metrics and reporting; identify opportunities for improvement and implement corrective action plans.
  • Conduct regular one-on-one meetings, team meetings, and training sessions to maintain product knowledge and selling skills.
  • Support complex client consultations as needed and maintain high standards of client service and compliance.
  • Collaborate with leadership to set team goals, develop sales strategies, and contribute to continuous improvement initiatives.

Qualifications:

  • Proven experience in sales leadership, team management, or a comparable supervisory role; experience in remote team management is preferred.
  • Demonstrated ability to coach and develop sales representatives, set clear expectations, and drive measurable performance improvements.
  • Strong verbal and written communication skills with a consultative approach to client interactions and team coaching.
  • Comfortable working remotely with a reliable computer, high-speed internet connection, and a dedicated, quiet workspace.
  • Experience using CRM systems and familiarity with sales metrics and reporting tools.
  • Motivated, organized, and able to manage competing priorities in a fast-paced, small-team environment.
  • Willingness to obtain a Life & Health insurance license; licensing support and guidance provided.

What we offer:

  • 100% remote work with a flexible schedule.
  • Competitive compensation structure including base (where applicable), commission income, and performance-based bonuses.
  • Comprehensive training program, structured mentorship, and clear advancement pathways into senior leadership.
  • Supportive, small-team environment focused on professional development and internal promotion.
  • Benefits package including health, dental, vision, and life insurance, plus an employee referral program.

Additional information: This role focuses on leading consultative sales of life and health insurance products to inbound prospective clients. Performance expectations are transparent and supported through training and mentorship to accelerate success. The Camesi Agency values professional development and promotes from within as team members demonstrate consistent performance and leadership potential. We are an equal opportunity employer and welcome applicants who are enthusiastic about building and leading a remote sales team.