I’m looking for a bit of help with my upcoming contract negotiation. I’ve been in Singapore for a number of years already, but there are several elements involved in this contract I haven’t dealt with before.
Context: the role is CEO of a technology firm operating globally on the smaller end of the mid-sized company scale (just under $50m turnover)
Health insurance:
I’ll continue to be based in Singapore, but my company’s physical presence is not substantial here. As a result, there is no group health insurance plan in place. I have two options: either the company procures a comprehensive medical/dental insurance plan for me (no spouse/kids) or I will organize this for myself and take the approximate amount as additional salary. I'm not a PR and have no medical benefits stemming from the CPF program.
Question: at (approximately) what should I value this benefit per annum? Would the company enjoy any tax breaks by organizing this for me on my behalf as a deductible? Would this benefit be taxable for me personally as it would if I took it in additional salary?
Convertible Notes
I’m being offered equity participation in the company through a convertible note scheme, denominated in AUD$. I’m already aware that this will involve a 10% withholding in Australia for the interest payments. Would I incur additional taxes on these interest payments in Singapore?
Any help on these two topics would be sincerely appreciated.