I think I just have to transfer all my insurance payment and maintenance charges to HLB Wise to make good of RM1k, then swipe another RM1k for the selected categories. Loss of cashback for insurance and maintenance charges would roughly be RM5.00 (assuming about 0.5% of RM1,000). Guess it will still be alright.

Put it this way, if I don't swipe my insurance using Wise card, I would be using other card which gives me roughly 0.5% cashback on the amount swiped.

Total Cashback currently I get is about RM105 on RM2,000 (RM1,000 of Insurance etc and RM1,000 on Mobile, Groceries and Petrol), it's still about 5% (5.25%) anyway. Now, with those payment made from Wise card, RM1,000 on Insurance etc will not earn anything, but I will still be getting RM100 from Mobile, Groceries and Petrol. That's how I see it. 

Annual fee is not in the picture yet of course but that's what I have to pay no matter what.

lol just applied     

How ah? first year no Annual fee right? Can still cancel?

Let's do a scenario analysis shall we?

Scenario 1:
Slightly more if I use Essential to pay Insurance. 0.6% on RM1,000 would be RM6.
Insurance etc RM1000 x 0.6% (Essential) = RM6
Petrol RM300 x 5% (Ikhwan/One - Weekend) = RM15
Mobile RM250 x 2% (One - Weekend) = RM5
Groceries RM450 x 5% (Ikhwan) = RM22.50

Total monthly = RM48.50
No annual fee so total 12 month will be RM582

Scenario 2:
If I use Wise:
Insurance etc RM1000 x 0% = RM0
Petrol Mobile Groceries RM1000 x 10% = RM100

Total monthly = RM100.00
With annual fee of RM170, total 12 month will be RM1,030

The crucial point would be the additional RM1,000 on other spending, whether one is able to hit it or not.