As ContactMeNow said - it has a lot to do with the right frame of mind.
It also has a lot to to with 'commercial pressure experience', not just aeronautical experience.
Admittedly, a lot of instructors land good charter jobs, but for those finding it hard, it could be advisable that just 6 months in a 206 and a good reference is enough to prove your ableness to cope with the new mind set.
Time is money is time is money.
I remember my first ever joy flight costing ME $50! Every 0.1 of a tacho hour costing in the order of around $45
Once you give a customer a quote, you generally adhere to it, whereas if a student's training flight blows out by an hour, they just pay for it.
(we all know instructors can fly!)