There are vital differences in the leaders of today (PAP, WP, SDA, SPP, etc) from the leaders who saw us through in 1959.
Also it does not mean that once you are in office, you can learn the ropes. There is such a thing as 'capability'. Even those with indisputable pedigrees can fail miserably. Of course there are always those who view 'failures' as 'success' or 'stepping to stones to success'. But the cost is high in the case of public office.