1908 Student Support Mentor/Cashew

Private Advertiser; Singapore; On-site; SGD 36,000 - 42,000; Full time

Job summary

Private Advertiser in Singapore is seeking a Student Support Mentor to support students with learning, behavioural and socio-emotional needs. The role works closely with School Leaders and the Student Well-Being and Support Team to create a safe, inclusive environment after school hours.

The position runs from 14 September 2026 to 19 November 2027, Mondays to Fridays 9.30 am to 4.30 pm with a 30-minute lunch, and no work on weekends or public holidays.

Qualifications

• Candidate should connect with students as a trusted figure and mentor.
• Preferably to have Diploma qualification and 3 years in related settings.
• Strong interpersonal, communication and conflict resolution skills.

Responsibilities

• Manage the after-school drop-in centre daily with structured activities and safe environment.
• Design and deliver a twice-weekly skills-based programme for about 20 students.
• Assist planning and execution of weekly Life Skills lessons with the team.
• Provide individual and small-group mentoring, monitor progress and wellbeing.

Skills

Patience

Interpersonal skills

Communication skills

Conflict resolution

Education

Diploma qualification

Tools

Microsoft Office

Job description

Contract Period: From 14 September 2026 to 19 November 2027.(14 months excluding December 2026)

Personnel to be deployed at the following hours:

* Mondays to Fridays: 9.30 am to 4.30 pm, inclusive of 30 minutes lunch break

* Service not required on Saturdays, Sundays, school holidays and gazetted public holidays

Job Description: Student Support Mentor

Role Purpose

The Student Support Mentor plays a key role within the Student Support Department in supporting students with learning, behavioural and socio-emotional needs. This work is done in close partnership with School Leaders and the Student Well-Being and Support Team.

Key Responsibilities

• 1.Manage the school's after-school drop-in centre daily, including:
  • Planning and running structured and informal activities
  • Building rapport with students who frequent the centre
  • Maintaining a safe, inclusive and welcoming environment
  • Documenting students' movement and assets in the centre
• 2.Design and deliver a twice-weekly skills-based programme for a class of about 20 students at each time, including:
  • Selecting and planning a skill or activity suited to students' interests and profiles
  • Preparing engaging, hands-on lessons appropriate to students' readiness levels
  • Tracking student participation and progress, and refining the programme over time
  • Examples of such a programme include sports activities, crafts, music, digital media (e.g. video editing, photography), and board or strategy games
• 3.Assist in the planning and the execution of the weekly Life Skills lessons.
  • Working with the Life Skills Team to plan weekly lessons across the three strands (life skills, social-emotional learning, and Outdoor Education), preparing materials and equipment and adapting content to students' learning and behavioural needs.
  • Co-facilitating lessons alongside teachers, guiding and supervising students through practical and outdoor activities while ensuring safety and active participation.
• 4.Provide individual and small-group mentoring to identified students with learning, behavioural, or socio-emotional needs, including:
  • Building trusting relationships through regular one-to-one and small-group check-ins
  • Working with the Student Support Department and Year Head Team to identify students who would benefit from mentoring
  • Setting simple goals with students and monitoring and documenting their progress and wellbeing
  • Escalating concerns to the relevant personnel where deeper support is needed

Job Requirements

Candidate should be able to connect with students as a trusted figure whom they can relate to, while playing the role of a steady and responsible adult who can help them build confidence and set goals that they can work towards. Category Requirement

Traits

Patience and a genuine passion for student mentorship.

Experience

Preferably to have 3 years of experience working with youth, preferably in an educational or social service setting.

Qualification

Preferably to have Diploma qualification.

Soft Skills

Strong conflict resolution skills and the ability to remain calm under pressure. Possess very good interpersonal and communication skills for engaging with colleagues, students and parents.

Technical Skills

Proficient in Microsoft Office for reporting and tracking student progress.