5 year is quite longI am not sure which area you are in but generally they will not only select by years of working experience but also, and more importantly on qualifications. If you are in networking. I would rather say if you do not have CCIE it might be a bit hard, but you can also get offer if you have proven sound background. (e.g. consultant in large ISP or large bank). For the working pressure it depends. Some yes some no, but generally if you are doing support you will be under pressure when there is problem as they are losing money. If you are in R&D, the pressure will be acceptable.

are you sin graduat?ur masters degree in Sin or CN? 5 yrs exp just secured 55k, no good lah. you should think about a new job.