Merchant Services Sales Trainer – Classroom & Floor Coaching

MERCHANT SERVICES / PAYMENT PROCESSING EXPERIENCE REQUIRED

Location: Downers Grove, IL (100% On-Site)

Salary: $50,000–$64,000 annually Monthly Performance Bonuses

Job Type: Full-Time

We Are Not Looking for a Traditional Sales Manager. We Are Looking for a Sales Trainer.

Velocity Merchant Services (VMS) is seeking an experienced Corporate Sales Trainer with a background in merchant services and payment processing to lead our new-hire sales training program and develop our inside sales representatives.

This position is designed for someone who knows how to stand in front of a classroom, teach sales techniques, explain payment processing products, and then step onto a busy sales floor to put that training into action.

Our ideal candidate has personally trained sales representatives in the merchant services industry and understands what it takes to develop successful phone-based salespeople.

What You'll Be Responsible For

1. Lead New-Hire Sales Training Classes

• Conduct structured, classroom-style training sessions lasting approximately one week, one to two times per month.
• Train new sales representatives on merchant services, credit card processing, POS systems, and industry fundamentals.
• Teach cold calling, prospecting, discovery, objection handling, and closing techniques.
• Conduct daily role-playing exercises, mock sales calls, and knowledge assessments.
• Evaluate each trainee's progress and readiness to transition to the sales floor.

2. Provide Hands-On Sales Floor Coaching

• Work directly with newly trained representatives as they begin making live sales calls.
• Listen to recorded and live calls to identify coaching opportunities.
• Provide immediate, actionable feedback on sales conversations.
• Reinforce classroom training through side-by-side coaching and role-playing.
• Help representatives improve confidence, product knowledge, and closing ability.
• Continue developing representatives beyond their initial training period.

3. Develop and Improve Our Training Program

• Maintain and improve structured training materials, sales scripts, and onboarding programs.
• Identify common weaknesses among new hires and adjust training accordingly.
• Collaborate with sales leadership to improve new-hire performance and retention.
• Track trainee progress, sales activity, and development milestones.
• Help create a consistent, repeatable training process that produces confident, knowledgeable sales representatives.

Required Qualifications — Please Read Carefully

Direct experience in merchant services or payment processing is mandatory.

To be considered, you must have:

• Professional experience working in the merchant services, credit card processing, or POS sales industry.
• Proven experience conducting structured sales training, onboarding classes, or instructor-led training programs for sales representatives.
• A strong understanding of merchant accounts, processing rates, interchange, pricing structures, and POS solutions.
• Experience training or coaching inside sales representatives in a high-volume, outbound calling environment.
• Previous hands-on sales experience, including prospecting, handling objections, and closing deals.
• The ability to lead a classroom independently while keeping trainees engaged and accountable.
• Experience reviewing sales calls and providing individualized performance coaching.
• Strong communication, presentation, and organizational skills.
• Ability to work full-time, on-site in Downers Grove, Illinois.

Preferred Experience:

• Training sales teams for an ISO, merchant services provider, payment processor, or POS company.
• Knowledge of Clover POS systems, cash discount programs, surcharging, and merchant account pricing.
• Experience developing weeklong new-hire sales training programs.
• Familiarity with Salesforce, Five9, or similar sales and call-monitoring platforms.
• Experience measuring new-hire ramp-up and sales performance.

Who This Position Is NOT For

This position is not intended for candidates whose experience is limited to:

• General classroom teaching or academic instruction without merchant services experience.
• Sales management without direct experience delivering structured sales training.
• Corporate training in unrelated industries.
• Motivational coaching without hands-on sales training experience.

We need someone who already understands merchant services and has demonstrated the ability to teach others how to sell it.

What We Offer

• Annual Base Salary: $50,000–$64,000, depending on experience.
• Monthly Performance Bonuses: Based on trainee development and sales team production.
• 80% employer-paid health insurance.
• 401(k) retirement plan.
• Paid time off.
• Dental, vision, and life insurance.
• Full-time, on-site position in Downers Grove, IL.

About Velocity Merchant Services

Since 1998, Velocity Merchant Services has helped small and mid-sized businesses nationwide with payment processing, POS systems, and business solutions.

Our mission is simple: Believe in Small Business.

We're looking for a trainer who shares that commitment and can develop sales professionals who understand our products, represent our company confidently, and help business owners succeed.

Before You Apply

Please make sure your experience includes BOTH:

• Direct professional experience in merchant services or payment processing.
• Hands-on experience leading structured sales training for sales representatives.

Applicants without merchant services industry experience will not be considered.

If you've successfully trained merchant services sales teams and enjoy seeing new representatives develop into confident, productive salespeople, we'd love to hear from you.

Pay: $50,000.00 - $65,000.00 per year

Benefits:

• 401(k)
• Health insurance
• Paid time off

Application Question(s):

• Have you personally led structured, instructor-led sales training classes for new hires?
• Have you trained sales representatives in an outbound, phone-based merchant services sales environment?
• Are you able to work full-time, on-site in Downers Grove, Illinois?
• How many years of MERCHANT SERVICES or CREDIT CARD PAYMENT PROCESSING experience do you have? If 0 please do not apply.

Work Location: In person

Salary : $50,000 - $64,000