Reading brain... move on

hmm... well, i recently came across a person who is, i feel very good at reading state of mind.  interestingly he was my interviewer.  ha ha...  he turns out to be an budding entreprenuer, who bets on experimenting things in business.  This tickled my brain to a great extent, thinking to what extent can people experiment things in their life.  or, to be more precise, i was wondering if life comes with a combination of priorities and associated with them are certain set of goals and objectives; then, would there be a possibility of experimenting a set of them and truly planning the rest of them...!! Are you a planner or an experimenting bud...!! was the simple question he has put to me.  knowing that the organisation believes in experimenting ventures, what would i answer!!  i bluntly said i can experiment things partially but not totally!! ha ha... (diplomacy!!)

This is something new thats keeping my brains engaged why do we tend to plan rather go on experimenting...  well, are planners scared of outcomes or ....... fill this on, im confused!!