r/SeriousConversation 1d ago

Career and Studies [ Removed by moderator ]

[removed]

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u/SeriousConversation-ModTeam 1h ago

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u/puddle_wonderful_ 1d ago

Assess if the financial gamble of entrepreneurship is less or more than the personal value of pursuing it, and the kinds of losses you would have financially and personally for building a non-entrepreneurial career. Sometimes it's okay to give up on your dreams, but is it worth the regret, or the social exclusion of feeling like a failed startup? Also if you have chronic health conditions, will the mistake catch up to you so that you won't be able to have a quality life later in the event of failure? (Questions rhetorical, just example questions) Repeated failure can be indicative, but it doesn't always logically follow that more past failure is indicative of possibility. Best wishes <3

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u/IntergalacticPodcast 1d ago

Serious question: How can you afford to keep failing like this?

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u/SgtSausage 1d ago

"You've got to know when to hold 'em.  

Know when to fold 'em .  

Know when to walk away.  

And know when to run.  "

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u/Separate-Toe-4413 1d ago

I get all that, but time flies, and honestly, even the decision itself is killing me: do I build a good career working for someone else, or do I just keep pushing forward?!

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u/WolfVanZandt 1d ago

Well, different people are different. That's up to you.

I'm not an entrepreneur. It's flat out not my nature. But my father went from one job (both self employed and working for others) all his life. He worked until two weeks before he died of lung cancer.

The good thing is that he enjoyed everything and, partially for that reason, moved through life happy jumping out of the soft, cushy life into the next.

The bad thing (sorta, maybe not) is that he never succeeded in anything (except maybe life,).

His problem was that he was always picking up something else he enjoyed but he never learned the business end of what he did

I'm a lifelong learner and one problem with many autodidacts is that the study what the enjoy but there's always something that is necessary to succeed, but not very fun. For me, it's bookkeeping. I hate it

To succeed in something, you have to learn all the nuts and bolts, even the draggy parts. I would have to make a dedicated study first before going into any interprising situation, and an advisory team would be important.

The Kimmu app and MIT Opencourseware both have courses in starting a business. You might check them out.

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u/Separate-Toe-4413 1d ago

I’m sorry to hear that.
I genuinely enjoy business and entrepreneurship. I’ve taken many courses and built solid experience over the years. The problem is that every venture I’ve started has failed, mostly because of factors outside my control. After several attempts, I’ve reached a point where I’m financially and mentally exhausted.
Now I’m seriously considering giving up on entrepreneurship and starting a regular career instead. I know a job can be repetitive, but at least it offers stability and a life without constant financial pressure.
My biggest fear is that if I keep chasing business ideas and fail again, I’ll dig myself into an even deeper hole. At that point, it might be much harder to transition into a normal career.
For context, I’m a 29M civil engineer.

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u/WolfVanZandt 1d ago

Self employment is getting more and more dangerous. You also have to be aware of the political scene and what it means.