Sales Trainer

Sales Trainer

Position Overview

We are seeking a driven and organized Sales Trainer to lead the onboarding, development, and ongoing performance improvement of our sales team. This role is critical in ensuring new hires are set up for success through structured onboarding, consistent training, and clear performance tracking. The Sales Trainer will also serve as a key liaison to leadership by providing weekly updates and maintaining visibility into trainee progress, while continuing to develop team members well beyond initial training.

Key Responsibilities

Onboarding & Training

• Lead the full onboarding process for new sales hires, including orientation to sales processes, systems, and expectations. 


• Design and deliver structured training programs for both new and existing sales team members. 


• Facilitate interactive training sessions, including role-playing, listening to active sales calls, and hands-on coaching. 


• Develop training materials such as presentations, guides, and exercises to support learning. 

Coaching & Performance Development

• Create individualized coaching plans to help new hires reach performance benchmarks and quotas. 


• Observe sales interactions and provide actionable feedback to improve effectiveness. 


• Track key performance metrics to evaluate trainee progress and training effectiveness. 

Progress Tracking & Communication

• Maintain clear, consistent progress updates for all new hires, ensuring they understand expectations, milestones, and areas for improvement.


• Provide structured weekly updates to management on onboarding progress, training outcomes, and team performance.


• Maintain accurate training records, progress reports, and performance documentation. 

Continued Development & Ongoing Training

• Provide ongoing coaching and development for sales representatives after initial onboarding is complete.


• Identify skill gaps in tenured team members and implement targeted training to improve performance.


• Conduct regular follow-up training sessions, workshops, and refreshers to reinforce best practices.


• Support career growth by developing advanced training programs for top performers and future leaders.


• Ensure continuous alignment between training initiatives and evolving company goals and sales strategies.

Program Development & Continuous Improvement

• Assess training needs through performance data, feedback, and skills gap analysis. 


• Continuously refine training programs to align with company goals and financial objectives. 


• Collaborate with sales leadership to ensure training directly supports revenue growth and team success. 

Qualifications & Skills

• Strong coaching, communication, and interpersonal skills. 


• Ability to design and deliver effective sales training programs. 


• Experience tracking and analyzing performance metrics. 


• Highly organized with strong time management abilities. 


• Proficiency with CRM systems, preferably Salesforce.


• Ability to build rapport and motivate team members.

Education & Experience

• Bachelor’s degree in business, Sales, or a related field preferred. 


• 3 years of experience in sales training, coaching, or sales leadership roles.


• Experience designing and implementing onboarding and training programs. 

Success in This Role Looks Like

• New hires ramp quickly and consistently hit performance benchmarks.


• Sales team members continue to improve long after initial training.


• Leadership has clear, structured, and actionable weekly visibility into training progress.


• A culture of continuous learning and development is embedded across the sales organization.


• Training initiatives directly contribute to increased revenue and overall team performance.


• Strong attention to detail and documentation.

Job Location

The location of this job is in our Sarasota, Florida office.

Work Environment

This position is in a climate-controlled office setting.

Physical Requirements

• The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.


• Sedentary and physical activity requires reaching, bending, kneeling, stooping, pulling, 

• carrying, balancing, lifting up to 30 lbs., finger dexterity, grasping, feeling, repetitive motions, talking and hearing.


• Visual requirement is for close vision, distance vision, peripheral vision, and ability to adjust focus.


• Required to stand, walk (or otherwise be mobile).


• Ability to deal with stressful situations as they arise.

Stewart Signs is an equal opportunity employer and complies with all applicable federal, state, and local fair employment practices laws. Stewart Signs strictly prohibits and does not tolerate discrimination against employees, applicants, or any other covered persons because of race, color, sex (including pregnancy), age, national origin or ancestry, ethnicity, religion, creed, sexual orientation, gender identity, status as a veteran, and basis of disability or any other federal, state, or local protected class. This policy applies to all terms and conditions of employment, including, but not limited to, hiring, training, promotion, discipline, compensation, benefits, and termination of employment.

Stewart Signs complies with the Americans with Disabilities Act (ADA), as amended by the ADA Amendments Act, and all applicable state or local law.