Job Description

Coporate Sales Trainer  

Location: Orlando, FL (Maitland area) 

Schedule: Full Time, Hybrid 3x/week in office, Monday-Friday, 8:00-5:00 

Exempt Salary: $70,000-$108,000, plus Annual Discretionary Bonus, Medical/Dental/Vision, 401(k), PTO, Paid Holidays, and more! 

About Us:  

FairSquare is a tech-forward alternative lender providing working capital loans and non-traditional financing to underserved small businesses. Our mission is to create smarter funding solutions that align with the cash flow realities of today's entrepreneurs. By leveraging technology, speed, and strategic partnerships, we help small businesses grow, scale, and thrive. 

Role Overview : 

Reporting to the Training and Development Director, this role plays a key part in developing sales talent, ensuring product knowledge, and driving consistency in sales techniques that align with company goals 

Key Responsibilities : 

• Develop and facilitate onboarding and ongoing training programs for sales professionals, focusing on financial products, compliance requirements, sales methodology, and customer engagement. 

• Partner with sales leadership to identify skill gaps, performance trends, and training needs that impact revenue growth. 

• Create tailored training content including presentations, playbooks, scripts, e-learning modules, and role-play scenarios specific to fintech solutions and small business financing. 

• Coach and mentor sales staff individually and in groups to strengthen product knowledge, consultative selling, negotiation, and closing skills. 

• Ensure training programs reflect current industry regulations, credit policies, and compliance standards relevant to lending and financial services. 

• Measure training effectiveness through assessments, performance metrics, and feedback, making improvements as needed. 

• Collaborate with Product, Marketing, and Customer Success teams to ensure sales teams stay informed about new products, services, and go-to-market strategies. 

• Stay current with fintech trends, small business market dynamics, and innovative training methods to continuously enhance sales effectiveness. 

Qualifications : 

• Associates or Bachelor's degree in Education, Organizational Development or related field (preferred) 

• Education may be substituted for experience. 

• Proven experience in adult learning and instructional design 

• Strong knowledge of the sales cycle, consultative selling, and small business financing solutions. 

• Excellent facilitation, communication, and presentation skills (in-person and virtual). 

• Experience developing training materials and using Learning Management Systems (LMS), Canva, course development, video editing and e-learning tools. 

• Ability to analyze data and translate insights into actionable training programs. 

• Knowledge of regulatory requirements in lending/financial products is preferred. 

Physical Demands:  

• Working in a temperature-controlled office environment 

• Sitting at a desk for long periods of time while viewing multiple computer screen monitors

• Potential lifting of boxes around 5-10lbs 

What We Offer:  

• Base Salary plus annual discretionary bonus 

• Health, dental, vision, 401(k) match, PTO, and other benefits. 

• A collaborative, mission-driven team environment within a growing company!! 

FairSquare is an Equal Opportunity Employer. 

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