Entry visa

They indicate with various stamps such as deportation, WXXXX means watch list or Banned.

So, better provide a valid reason to visit Singapore in near future.

Immigration officer can guess your purpose of visit I.e. Job Search, when you stayed more than a month then tried to extend your stay further by exiting at Woodland checkpoint to Johar, then entering again. Good luck

Will it be a problem to enter singapore again after 3 month? Will it affect the pass application? Thank you

I have responded already, that you must have a valid reason to visit Singapore.

The officer is going to ask the same question as I'm telling you. You can't say that to come here for visiting purposes or with similar intention as the officer can easily see your records. Good luck