I am interested to knowing if he finally broke free and saw the other side? I know of many former colleagues that were tied to their job until they lost them only to find out it was the best thing to happen to the them! Some found that the freedom and at the same time the necessity of providing for their family have then the will and courage to recreate themselves as successful entrepreneurs! Now, I find myself on that other side looking over the ledge at times to make the leap of faith. I hope this here, with this community is the start of that journey.
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He has not yet fully seen the other side but this will come naturally because I know how this happens. Your words are very intelligent and being in a place like this will always be positive. Regards