Actually I think Singaporeans are TOO USED to good life in SG that they do not mind the fact that increasingly things are getting more costly and beyond rich. We become the proverbial frog in the pot that is slowly being cooked alive. Actually in my view it is really do-able to move to JB and work in SG, it will certainly call for adjustments, and not everyone will find it their cup of tea. But I also think that perhaps for some people they have blown up the difficulties too much such that they tell themselves it cannot be done. I used to think like that, but when circumstances sort of "forced" us to move, we found out that, "hey not so bad leh". But of course my family situation is different from yours.
Move to JB but work in SG is do-able only because of your specific situation mah.... Cos your wife not working right?
For those with husband and wife working, kids already well-settled in SG schools, it's extremely tough to change everything overnight. Even if you see the point, your family members may not. For eg, I would never let my kids suffer by waking up early in the morning, and rush back to beat the traffic just so we can all live in JB. It's also hard for everyone to coordinate their timing on what time they can get out of SG into Johor.
For my work, I do have last min stay backs in the evenings sometimes. I can't tell my boss, sorry it's 5pm, I need to beat the traffic and just walk out like that! If I leave work only at 7pm, that good luck to me cos I'll be stuck in the jam for how long?! And I have to be at work on the dot. Can't be too late in case of jams.
Then weekends there could be family time together, planned activities in SG where all our friends and relatives are.
I'm also too used to the convenience here. Need bread? Need a good cup of coffee with chit-chat with my friend? Just walk 5 minutes from my home. Need supper? Just walk also. Even if further away, MRT is just a few stops away. Need computer stuffs? Head down to Funan or Sim Lim. If you ask me to find my way around for those stuffs in JB, I'd be lost like a kid!
But ya... if you can work it out to live in Johor, then that's best la.