Sales Trainer
getwingapp
Overview:
We’re looking for a Sales Machine (aka the Sale Training Executive) to help our sales reps level up. This role is all about coaching reps on real-world selling — from refining their talk tracks to mastering discovery calls and closing with confidence. You'll be the go-to person for helping reps break through plateaus, build on their strengths, and consistently hit (or exceed) quota.
You’ll design and run structured coaching programs, create personalized skill-building paths, and work closely with leadership to turn feedback into results. If you're someone who loves unlocking potential in others and has a passion for high-performance sales, this is your role.
Key Responsibilities:
- Coach reps in 1-on-1 and group sessions on key sales skills like objection handling, discovery, closing, and negotiation
- Create scalable and tailored coaching programs for different skill levels and sales stages including online modules, videos, curriculum
- Design personalized learning paths to help each rep grow based on their current strengths and gaps
- Track rep progress and ensure key concepts are being applied in real sales conversations
- Use sales performance data to adjust coaching programs and prioritize high-impact areas
- Partner with sales leadership to identify rep needs and align coaching with team goals
- Lead live role plays, feedback loops, and peer learning to reinforce a culture of continuous improvement
- Maintain and update sales materials — scripts, playbooks, talk tracks — to support coaching goals
Qualifications:
- 3+ years of experience in sales coaching, sales enablement, or a high-performing sales role
- Experience designing and executing training programs that improved measurable sales performance
- Proven track record of helping reps hit quota and level up through coaching
- Excellent communication skills — clear, motivational, and constructive
- Ability to turn feedback and sales data into actionable coaching strategies
- Comfortable using LMS platforms, e-learning tools, and sales tech stacks (CRM, enablement tools, etc.)
- Self-starter with a passion for developing people and driving performance
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