BBCWatcher
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This part is easy. Just set up monthly standing orders on both ends. On the IB end you use online account management to notify IB that you'll have a recurring monthly deposit. On the DBS side you schedule a monthly FAST or GIRO transfer.How do I automate the investment of funds from DBS Multiplier >>> IB
First of all, IWDA and VWRD are redundant since they're so similar compositionally. There's no need to buy both. Since IWDA automatically reinvests dividends, choose that.>>> IWDA+VRWD and declare re-investment of dividends into fund for BOTH (understand that VWRD doesn't have this. is it possible to opt in)?
Second, it's possible (albeit "geeky") to use IB's authorized APIs to automate monthly IWDA purchases. It's probably more trouble than it's worth, though, since all you have to do is to log in once per month to buy IWDA. You can do that from a tablet or smartphone, and it takes all of 5 minutes, if that. Just set a monthly reminder to yourself (on your smartphone for example) about one trading day after the monthly deposit, and that'll be fine. Yes, that's manual, but it's not much effort.