4) In 1986, he took up citizenship to be eligible for the Rhodes Scholarship which he received.
5) He has never resided in Singapore since he left for his degree after his NS
6) He has never worked in Singapore
7) He approached WP to stand for elections only recently
Why the need to be back in Singapore after all these years is indeed a question on some minds. I am aware that the PAP has been seeking people via characters like Simon Tay to stand opposite to the PAP to go in line with change in constitution and he is known to Simon and Viv B. I am just wondering if its the repeat of Chua Kim Yeow/Ong Teng Cheong Affair affair by the PAP where the nominees for the 1st presidency was chosen by the PAP. Another is Ben Pwee of SPP.
There is also the possiblity of qualified independents suddenly appearing and are in good terms with the establishment like these characters are.
Points 4 to 6 are ok in my opinion.
He may have taken up citizenship to get the scholarship, but everyone takes up citizenship for a reason. Some are born into it, others take it because it benefits them or their families in some way. Nobody takes up citizenship on the basis that they get nothing, but will in turn be loyal and faithful to their new country forever.
He may have been residing and working abroad because better work opportunities were available to him overseas than in SG. It doesn't mean that he doesn't consider SG home or himself a citizen.
The key point in my view is what his reasons are for wanting to be an opposition candidate in the coming elections.
What you are wondering remains to be seen, on how he performs if he is elected, or how he reacts if he's not.
Btw, what's your opinion of Ben Pwee?