When I was growing up, getting a job with a good company, staying for an entire career and then retiring was a great option. People could choose to remain with a company for 30 years or more years. It was also a safe option. There wasn't a lot of personal risk to work for a large company.
By the time I graduated from college, a long term career at a big corporation was not a given any more. Many of my classmates were working at their third or fourth company by our ten year reunion. From a career standpoint, it was getting as risky to work for a large company as for a small company or being self employed.
Nowadays, working for a large company is no longer a safe option. Jobs at large companies can disappear as easily as those at a small company. In fact, being self employed may no longer be the most risky option since a person probably won't fire himself :-)
So I fully agree with Steve Jobs for my daughter's generation. There are no longer safe career options. No jobs are guaranteed. The jobs may not even be in the U.S. I will encourage our daughter to listen to her inner voice, to take risk while she is young, and look for what she truly wants to become. Especially, since playing it safe is no longer safe :-)
This is not financial advice. Please consult a professional advisor.
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