My parents are both 50 and their CPF accounts have always been lesser than 10k after paying for HDB, is it still wise for me to top up CPF for them since they can’t event hit minimum sum?

The answer is yes. If you can afford to top up your parent's CPF to the maximum amount, you should because the interest rate is the highest and it is very secure. You cannot find any other schemes which provides such high interest rate at the same criteria and risk level already. CPF is for retirement anyway so why not let the money grow instead of putting in the bank if you do have spare cash?

The best way to handle this situation is by having an open discussion with your parents. Listen to them on their problems and their perspective of their future. Thereafter, brainstorm possible solutions that can help them with their goals.

Whenever possible, perform detailed calculations and write down notes so that everything becomes clearer. With this in mind, you should have a better understanding to the situation and to know whether topping up their CPF is the best option.

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