1.) if I top up RA to like 98% of ERS at 55 years old. At 56 due to interest it hits 100%. I cannot top up anymore ?
You can. Interest is NOT counted as part of the CPF Retirement Account limit. The maximum you can squeeze into your CPF Retirement Account involves these two steps:
1. Top up your CPF Retirement Account to the prevailing Enhanced Retirement Sum within your 55th birthday month;
2. Continue topping up your CPF Retirement Account within every month the Enhanced Retirement Sum is raised, for the rest of your life.
That's the best you can do in terms of shoving in as many dollars as allowed into your CPF RA.
2.) which would u guys recommend standard or escalating ?
First of all I would not start payouts before the maximum allowed age (age 70) unless you absolutely need the money. "Let it ride" since it's a great deal.
when I’m 55 rules will definitely change by then but oh well
Exactly. Right now if you're in genuinely poor health at age 69.9 you'll probably want to choose the Standard Plan if you have no heirs or charities you care about or the Basic Plan if you do. Otherwise I like the Escalating Plan both in order to protect/defend bequests/lifetime gifts and/or real lifestyle, and to maintain a more aggressive (and long-term higher yielding) posture using other assets. However, presumably you have plenty of time until you're age 69.9 and needing to make this particular decision.
If I were to use my SA/OA as a vehicle for my additional "private annuity" will it work? i.e. I top up VC from age 55 to 65 ($37,740 x 10) and arrange my own withdrawals to compliment my payout from the retirement account.
SA/OA aren't an annuity, not a life annuity anyway. You should compare them with other traditional investment and savings vehicles. They can be quite useful, yes.
At the same time if emergency happens, I can still withdraw anytime from my SA/OA? Sound like a good vehicle during low interest rates environment?
Yes, they're quite popular.
Can I choose to CPF transfer OA first or it has to be SA then OA?
SA first then OA. It's really just a convenience service that the CPFB offers since it's essentially equivalent to a lump sum withdrawal followed by a deposit into RA.
If you are "shielding" SA when your RA is formed on your 55th birthday then that's a good time to transfer funds into your new RA since you'll be drawing from your OA. Then you can drop the shield.
So it makes sense to CPF transfer to RA if SA has to be used up first right?
Usually SA wouldn't be your lowest cost source of funds for RA top ups. Usually it'd be something else like cash sitting in a bank earning 0.05% interest (or whatever). I wouldn't be in a rush to tap a 4.0% interest earning liquid account (SA from age 55, assuming RA is funded).