Decision on whether to hold polls will reflect confidence level of PAP

I suspect Pinky will delay this for as long as possible. In a nutshell, he lacks confidence. Stand-by for lots of excuses to delay judgement day.

Not to their benefit. The delay works in their favour because the PAP needs time to dangle some election carrots, convince the candidate to come forward, let her walk about and get to know residents. On the other hand, there are these unresolved policy issues in his administration. Likely they will be pressured to call a by-election within a year.
 
Voters may view her as too young? Just guessing?

Also, not a good idea to enter WP's 'territory' and be labelled a spoiler.

Yes, voters will say she has got many years ahead of her so there should be no rush for her to context in a BE.
 
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