Training Specialist – Freelance, Remote

Training Specialist – Freelance, Remote

Application Deadline: 5 September 2025

Department: Training

Employment Type: Freelance

Location: Philippines

Reporting To: Christinne Requita

Compensation: $4.50 / hour

Description

Magic is a leading modern outsourcing platform connecting SMBs to high-quality remote workers, from SDRs to virtual assistants. With roots in Silicon Valley and backing from top venture capitalists, our workers are supercharged with a combination of the latest AI technology and training.
Our company came out of Y Combinator in 2015. Since then, we’ve grown to 1000+ remote workers, with strong venture backing (including Sequoia Capital) and over $30M in funding to date. We are fully remote across Asia and the US time zones.
As a full-time Freelance Support Training Specialist at Magic, you’ll provide crucial backup support to our full-time training team by stepping in to facilitate training sessions when primary trainers are unavailable. This role ensures continuity in our Executive Assistant training programs and helps maintain the high-quality training standards that Magic is known for. 

The impact you’ll make…

• Training Session Coverage
  • Step in to facilitate trainer-led, classroom-type, daily virtual training sessions when full-time trainers are unavailable
  • Deliver consistent, high-quality training experiences based on established curriculum
  • Conduct and facilitate assessments that effectively test learned skills during programs
  • Provide objective and constructive feedback to trainees regarding their performance

• Administrative Support
  • Handle general inquiries and concerns from trainees during training sessions
  • Ensure that attendance documentation is maintained during sessions you facilitate
  • Keep training documentation accurate and up-to-date for sessions under your care
  • Coordinate with the Assistant Training Manager regarding schedule coverage needs

• Quality Assurance
  • Maintain Magic’s training standards and deliver content according to established guidelines
  • Address and resolve trainee concerns promptly during training hours
  • Provide insights and feedback to improve the training structure based on session observations
  • Support onboarding to Operations for trainees who complete programs when needed

• Flexible Coverage
  • Remain available on short notice to cover training sessions when needed
  • Adapt quickly to different training modules and programs as required
  • Communicate availability and scheduling constraints clearly with management
  • Maintain preparedness to deliver various training topics within the curriculum

Skills, Knowledge and Expertise

• Minimum 1 year of experience in training within a virtual setup with proven success
• Minimum 1 year of recent experience as a VA/EA working with US clients
• Must be comfortable working from Monday – Friday at 9:00 pm – 6:00 am PHT
• Proficiency with Google Suite, Discord, and Slack for training delivery and coordination
• Exceptional presentation skills and knowledge of Google Slides, Canva, and related software
• Strong communication skills with the ability to provide context and consider audience impact
• Solid understanding of different training/learning styles and strategies
• Experience in problem-solving and conflict resolution
• Highly organized with superior attention to detail

Your superpowers are…

• Flexibility and adaptability to step into various training scenarios
• Strong rapport-building skills with trainees and team members
• Ability to maintain high training standards under short-notice circumstances
• Clear and effective communication across different audiences
• Independent work capability with strong planning skills
• Quick learning ability to adapt to fast-paced environments
• Conflict resolution skills with proven success
• Breaking down complex concepts for different learning styles

You should apply if…

• You thrive in flexible, on-demand work environments
• You enjoy helping others learn and develop professional skills
• You’re comfortable stepping into established training programs and curricula
• You can maintain quality standards while adapting to various training topics
• You want to contribute to developing the next generation of Executive Assistants
• You’re excited about supporting a growing training organization

Why Magic?