Who will be the next likely one? CCS do not have that calibre of a PM, he is just an Ah Beng. When you scout through the parliament, it seems all those coat-tailed, parachuted MP are nothing but sleepy puppet. I am certain LHL will not be able to find the next potential PM soon.
I have a feeling that LHL wants Raffles Junior College old boys to return to power (and become the new LKYs and GCTs) by the next general election, simply because I noticed that:
wikipedia.org/wiki/Chan_Chun_Sing#Education
wikipedia.org/wiki/Tan_Chuan-Jin#Education
wikipedia.org/wiki/Ong_Ye_Kung#Education
were not only old boys of RJC, they were also born in 1969, meaning they were even schoolmates in the same grade!
Furthermore, they all received Bachelor's degrees in Economics in the UK.
OYK and TCJ were even coursemates at the London School of Economics.
Therefore, I suspect that LHL is planning for himself or Teo Chee Hean to become Senior Minister before the next election, in order to promote CCS to DPM, just like how:
wikipedia.org/wiki/Ong_Teng_Cheong
was promoted to DPM in 1985, while he was already Secretary-General of NTUC since 1983:
wikipedia.org/wiki/National_Trades_Union_Congress#List_of_leaders_of_NTUC
and remained in those two positions until 1993, when he became President.