What is the role of a Head of Training & Development at Wing Assistant?

The Head of Training & Development position at Wing Assistant is a Full-time or part-time position opportunity in the Executive/Management field.

Where is this Head of Training & Development job located?

Metro Manila, Other / Non-US, Other

What type of employment is offered for this Head of Training & Development role?

Full-time or part-time position

How can I apply for the Head of Training & Development position at Wing Assistant?

You can apply directly through the application link provided.

Head of Training & Development at Wing Assistant

Head of Training & Development

Wing Assistant is seeking a Head of Training & Development to dismantle our current training model and build a world-class, multi-week Performance Academy from the ground up. This is a foundational, hands-on leadership position, you'll personally design curriculum, lead live training sessions, and establish the systems that define how Wing develops talent at scale before transitioning into a strategic leadership role as the department matures.

We onboard 200+ VAs monthly and are transforming from basic orientation into a comprehensive training operation. If you've built training programs from scratch at Virtual Assistant Companies, BPOs or similar, this is your opportunity to do it again with full ownership and executive backing.

Responsibilities A: Curriculum Design & Methodology

Design the end-to-end "Proactive VA" curriculum including playbooks, training videos, and assessment materials
Develop a Client Readiness Scorecard to objectively measure trainee competency before client assignment
Build feedback loops that translate churn data, client satisfaction, and operational insights into continuous curriculum updates

Responsibilities B: Direct Instruction & Onsite Training

Lead live training sessions personally to pilot the new methodology and set the Wing Standard
Oversee the physical training center and ensure the environment reflects Wing's professional standards
Facilitate in-person Live Simulation Labs where VAs handle mock client scenarios under direct observation
Manage the hybrid bridge between onsite workshops and the digital LMS for seamless data tracking

Responsibilities C: Cross-Functional Collaboration

Partner with Recruitment to refine candidate profiles aligned to training success indicators
Coordinate with Operations to ensure seamless post-graduation VA handover
Co-lead initial cohorts alongside a Sr. Learning Experience Specialist in a duo-model

Responsibilities D: Team & Department Leadership

Scale the Training & Development team as the program matures
Architect an ongoing learning and upskilling program for tenured VAs
Transition from hands-on execution to strategic departmental leadership as the program becomes repeatable

Requirements

5+ years in training, L&D, or talent enablement within BPO, virtual staffing, or high-growth operational environments
Proven track record building training programs from the ground up, curriculum design, facilitation, and QA
Hands-on experience leading instructor-led training in both in-person and hybrid formats
Strong understanding of adult learning principles, competency-based assessment, and LMS platforms
Experience collaborating cross-functionally with Recruitment, Operations, and Client Success teams
Exceptional communication and facilitation skills
Prior leadership at a scaled VA, BPO, or outsourcing company strongly preferred

HMO coverage

Paid time off and US Holidays

Career growth opportunities in a fast-scaling international company

Hybrid or on-site work arrangement at Wing's Manila offices

200,000 - 250,000 a month

Head of Training & Development at Wing Assistant – Metro Manila

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