Man… the battle between cultural expectations and our true selves is humanity’s oldest conflict. A few people get lucky. Most of us survive in the cracks.
No capitalization was as surprising as the narration itself… not sure how to feel about it! Counter culture?
I think what you’re really asking is how do I pursue my dreams, of starting a business, without putting my family in a tough spot and especially how can I convince my wife who doesn’t believe in startups (risks etc) that it’s worth a try because it’s important to me!
I think you personally know the lifestyle will dramatically change - even if you take the money / income out of consideration by raising a lot of money from the jump. The time commitment alone will change things!
It’s an incredibly difficult and personal and even somewhat selfish decision that requires you to get the family onboard to somehow support you since it will effect everyone.
This is in fact your first sale task, that you must try and focus on.
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Here’s my experience-
About two decade ago I was in your exact position- but luckily for me I had a side project that was showing promise but nonetheless it was a risky and consequential decision to make with a young family.
My wife at the time (hint) didn’t believe in entrepreneurship or startups for that matter. She was raised that a corporate/stable job meant success (which it does in may respects), whereas I was raised a hustler and I knew from age of 9 that I would be an entrepreneur. We couldn’t be more different…
The options were - 1) hold on to a job forever and live a missable / depressed existence (not good for everyone) 2) Somehow convince her and family (yes in-laws included!!) that it was worth the risk or 3) pursue my life’s calling without approval anyhow and risk everything.
Obviously, options #2 is ideal but for me it ended being #3 (after almost 9 years of trying) - which effectively ended our marriage. Regardless of the choice , it would indeed doubly suck if business doesn’t make it - so keep that in mind (failure is not an option mindset)
I’m not saying that’s all the options you should consider… but since you asked for experiences I thought my experience might help put things in perspective for you.
The Freelancer seems a little too close to the scammer who admittedly used someone else card! For a second I wondered if they’re same person… just tiny bit.
Who eats the cost in this particular case is a gray area - I believe Upwork should be suing Robin to try to recover the funds.
I can feel for the freelancer but the real victim is CC owner - charge back was the right move.
No capitalization was as surprising as the narration itself… not sure how to feel about it! Counter culture?