Wing Assistant

Sales Trainer at Wing Assistant (Metro Manila, Philippines)

Wing Assistant· Metro Manila, Philippines·

Role details

Work type
Hybrid
Employment
Full-Time

Job description

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

Why work at Wing Assistant

  • Culture: Inclusive, fun work environment with opportunities for career growth, upskilling, and paid training. Rated 3.7/5.0 on employer reviews (356 reviews) with work-life balance at 3.9, culture at 3.8.
  • Remote/hybrid policy: Fully remote (100% work-from-home) with US work hours for most roles; positions available across multiple time zones (e.g., US, Philippines, India, Latin America).
  • Notable perks: Performance incentives, job security and stability, holiday & overtime pay, supportive team, opportunities for advancement.
  • Engineering culture: Mobile and engineering leaders are present (e.g., Mobile Engineer Leader, Head of Engineering); React Native Developer roles indicate modern tech stack.

Application questions