First of all, make sure you do your CPF nomination right, and do it again if you get married. CPF is by far the most efficient in paying out when you kick the bucket, as the process will be activated as soon as the death cert is issued and CPF will ask your beneficiary for bank account number and it's done. Most of us will have some money in the SA/MA ... enough to tide over the immediate few months, hopefully.
Second of all, make sure you have named beneficiaries in your insurance policies.
Your will does not override the nominations for CPF ... not sure about insurance, may get complicated if they contradict.
For small sums, it appears you dont need a Grant of Probate, just the death cert will do, your family can just present the death cert/marriage cert/birth cert to SGX/banks to transfer the assets. I found out about various accounts of my parents by opening their snail mail after their death, a bit challenging now since banks are doing away with snail mail.
If you dont trust your family, maybe get a locked drawer or safe and keep the paper records there and let them know to break the drawer when the time comes.
If your estate is substantial _and_ you have multiple parties fighting over it, then your beneficiaries will need to appoint a lawyer to execute your will. Otherwise, the will doesnt do much.
Do note a simple will does not a lawyer involved but needs two witnesses who are not beneficiaries. Do note if you are married and die without a will, your parents get nothing. Read more here
https://singaporelegaladvice.com/la...-will-how-is-the-deceased-estate-distributed/