Tax on discount at purchase.
Expatriate employees ceasing employment or leaving Singapore may be deemed to have exercised ESPP rights and be subject to taxation upon termination/leaving Singapore.
No tax on sale.
Allowed if treasury shares are used to settle awards and subsidiary reimburses parent under a written agreement, but limited to the amount that the parent paid to acquire the treasury shares minus the amount paid for the shares by the employee.
Income Tax:
Generally, no withholding (except for certain expatriates ceasing employment and/or leaving Singapore based on deemed equity income).
Reporting requirements apply.
Social Insurance Contributions:
Generally, no.