Sales Trainer in Chicago, IL

Loop,Illinois,United States In person $75,000 per year
This job is no longer accepting applications.

At Company, a dynamic leader in sales development based in Chicago’s Loop district, we’re expanding our team to include experienced Sales Trainers who are passionate about empowering sales professionals to reach their full potential. If you have a proven track record in sales training and thrive in both in-person and virtual environments, this role offers an exciting opportunity for career development and advancement within a supportive, growth-oriented company.

This position is hybrid, requiring you to conduct training sessions in our Chicago office a few days per week, while also delivering remote video training. Join us to leverage your expertise in sales methodologies and adult learning techniques to drive measurable improvements in sales performance across our teams.

Key Responsibilities

  • Design and deliver engaging sales training programs both in-person at our Chicago office and via remote video calls.
  • Assess sales team performance and identify skill gaps to tailor training content effectively.
  • Collaborate with sales leadership to align training initiatives with business goals and sales targets.
  • Facilitate onboarding sessions for new sales hires, ensuring rapid ramp-up and integration.
  • Monitor training effectiveness through feedback, assessments, and sales performance metrics.
  • Update training materials regularly to reflect current sales strategies, product updates, and industry best practices.
  • Coach individual sales representatives to improve techniques and close rates.
  • Maintain accurate training records and report progress to management.

What We’re Looking For

Required:

  • Minimum 2 years of professional experience in sales training or a related sales enablement role.
  • Strong communication and presentation skills with the ability to engage diverse audiences.
  • Proficiency in delivering training both in-person and via remote video platforms.
  • Knowledge of sales methodologies such as SPIN Selling, Challenger Sale, or Sandler Training.
  • Ability to analyze sales data and translate insights into actionable training plans.
  • Self-motivated with excellent organizational skills and attention to detail.

Preferred:

  • Experience working in a hybrid training environment within a corporate sales setting.
  • Familiarity with CRM systems like Salesforce and learning management systems (LMS).
  • Background in adult learning principles and instructional design.
  • Strong coaching and mentoring abilities to support individual sales growth.
  • Commitment to continuous professional development and career growth.

What We Offer

  • Comprehensive health insurance including medical, dental, and vision coverage.
  • Paid time off to support work-life balance and personal wellness.
  • Retirement plan options with company matching to secure your future.
  • Professional development opportunities including training certifications and workshops.
  • Hybrid work model combining the benefits of remote work with in-office collaboration.
  • Supportive team culture focused on growth, innovation, and employee success.

Frequently Asked Questions

Can I work fully remote in this role?
While some remote work is possible, you must be available to conduct in-person training sessions at our Chicago Loop office several days per week.

What sales training experience is required?
We require at least 2 years of experience delivering sales training programs, ideally with exposure to both in-person and virtual formats.

Are there advancement opportunities?
Yes, we encourage career development and offer pathways to senior training roles and sales leadership positions.

What tools will I use?
You will use video conferencing platforms, CRM software like Salesforce, and learning management systems to deliver and track training.

Is prior knowledge of our products necessary?
While product knowledge is helpful, comprehensive training will be provided to ensure you are fully equipped.

How do I apply?
Submit your resume and cover letter through our online application portal. We review applications promptly and encourage early submissions.

For more information on sales training best practices, visit the Sandler Training Blog.

Ready to take the next step in your sales training career? Join Company in Chicago and make a measurable impact on our sales force’s success.

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Apply today to become a valued member of our team and advance your professional journey!