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Although, "being your own boss" seems a very pleasing thing but quite possibly, you could have a steady line of work after investing some time in building relationships, one of the aspect which seems a little daunting is - boredom due to grunt work.

Most of the non-technical people would want to build a simple site with simple functionality and after sometime it is bound to get repetitive. Pay could be one of the motivating factor but would it be motivating enough to continue it for many years? Certainly, such complains can also be made about startup jobs but there are certain problems related to scaling and optimization that always give excitement and satisfaction.

There are a few very successful consultants whose skill-sets are just too awesome for a full time job and they have a steady line exciting work but probably, that would require knowledge of the deepest sort in certain fields like scaling, or statistics.



having to do grunt work is an effect of a lack of automation in most cases. one of the things he mentions is getting very tight and efficient with his tool chain, to eliminate wasted time.

also, you outsource the things you're bad at yourself, or you create a relationship with another contractor to trade work. typically this split is "designer & coder".




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