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Ask HN: How Did You Escape 9 to 5?

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Ask HN: How Did You Escape 9 to 5?

#1
Title says it all.

How did you escape your 9 to 5 job to start your own business?

I am curious about how you effectively spent your time while having a full time job and a side business and at what time did you decide to take the full plunge.

Re: Ask HN: How Did You Escape 9 to 5?

#2
My story. I worked my ass off for 10+ years, saved a little bit of extra cash after paying off most loans and then bought an online business that I was interested in.

I tried doing both for 2 months in parallel. One day I woke up and said "F*k this. I am done. Gotta quit". I then went to my boss and gave him the notice. I did calculate my risks as the business was just bringing in enough to keep me floating (with 2 kids and a wife). However on Day 1, my income was down by almost 75% (ouch, wifey was not quite happy but she supported)

Been 2 years since then and never been happier. It is tough, income is still less than I what I made in my cushy job but I will not give it up for that 9-5 bullshit. No more traffic to deal with (I hardly drive during rush hours now), no more commute (I work from where ever i want, mostly home office), I can take time off if I want or I could work on weekends if I want. The business runs 24-7 but I Don't have to.

Of course, not everyone is in a similar situation but we all have a path if you really want to do it. Bottomline is that you have to really really want this. It is almost like an addiction to do your own thing and not work in a shitty (Even if highly paid) 9-5 job. My job was so easy barring the shit commute. I could go in, talk to users all day, run projects, write some code and at the end of the day, I will get a big fat paycheck. People loved me at my job. I loved them back. Easy as hell. But I didn't want that anymore. I was not up to it anymore. I wanted to quit my "cushy" job.

Re: Ask HN: How Did You Escape 9 to 5?

#3
post #2

My story. I worked my ass off for 10+ years, saved a little bit of extra cash after paying off most loans and then bought an online business that I was interested in. I tried doing both for 2 months in parallel. One day I woke up and said "F*k this. I am done. Gotta quit". I then went to my boss and gave him the notice. I did calculate my risks as the business was just bringing in enough to keep me floating (with 2 k…

Interesting story, codegeek. I'm curious as to what type of business you bought, and how you discovered it. A website of businesses for sale? Is it in your same field which I assume is coding?

Re: Ask HN: How Did You Escape 9 to 5?

#4
Not quite answering your question, but I quit my great tech job and decided to burn my savings and go into debt by going to law school. At least consider that maybe it's not the 9-5 that's the problem, but the line of work itself. Being good at something doesn't mean you're passionate or motivated for it. Depending on the kind of person you are, lack of passion/motivation can be an insurmountable obstacle to being the best you can be, to being fulfilled by your work.

Re: Ask HN: How Did You Escape 9 to 5?

#5
post #2

My story. I worked my ass off for 10+ years, saved a little bit of extra cash after paying off most loans and then bought an online business that I was interested in. I tried doing both for 2 months in parallel. One day I woke up and said "F*k this. I am done. Gotta quit". I then went to my boss and gave him the notice. I did calculate my risks as the business was just bringing in enough to keep me floating (with 2 k…

Interesting story, codegeek. I'm curious as to what type of business you bought, and how you discovered it. A website of businesses for sale? Is it in your same field which I assume is coding?

Yes, my field which is tech (duh!!). I am actually an addict when it comes to sites like flippa, feinternational etc. Both are mostly useless but every once in a while, you get a real gem there. I found one. It was funny because I was accidentally browsing flippa that day (labor day weekend and I had to stay home which was not the plan originally). I liked what the seller described and the way the seller described it. It seemed genuine and was a real product business. So I got up, spoke to my wife (you def. want that blessing :)) and then said, can we do this ? I was like "hell an MBA will cost me more than this and what is the worst that can happen?". I lose the money but I learn doing something real that I want to do. So I saw it as a win-win situation and went for it. In hindsight, it was the best decision of my life. Survivorship bias may be, but who cares.

Re: Ask HN: How Did You Escape 9 to 5?

#6
I didn't escape my 9-to-5 job to start my own business (hoping to, eventually) but I did become full time work-from-home which is about 75% as good.

I pretty much set my own hours, start work between 8am and 9am and end between 5pm and 6pm.

Some days I really get nothing done -- right now we're in the midst of buying a house, and I must confess I'm spending lots of time communicating with the lender and broker, packing, etc.

Other days, I work until midnight to get stuff done. It feels a bit like being self-employed, but of course you still take orders. But you also have the backing and resources of a larger organization. Kind of a transition to self-employment, you might say.

I do have a side business of playing music for weddings and other occasions, but that's pocket change and will never turn into full time.

Re: Ask HN: How Did You Escape 9 to 5?

#7
Lived in parents house while working for a few years to save on rent. Kept expenses vey low.

Saved enough for business school tuition. Hated business school and dropped out. Was left with a wad of cash. Started business since I'd learn more from starting a business than staying in school.

Best decision of my career by far.

Re: Ask HN: How Did You Escape 9 to 5?

#8
I'm just opting in the 9-5 :) Not everybody has what it takes to run a business.

I'll do two things:

- Build and MVP and try to find paying customers. Once the money is flowing in, I might take a venture again into the startup world.

- Use a few hours / day to build the thing and start to look for a business co-founder.

Re: Ask HN: How Did You Escape 9 to 5?

#9
I left my cushy job two months ago. For years I tried to build various products (SaaS) on the side to facilitate the move. I was never able to get enough traction mostly because I wasn't able to devote enough time. I realized that I'd be never really be free unless I took a leap.

I'm launching my first official product in Sept. and have been consulting to pay the bills. The consulting has been good...perhaps a little too good as I feel myself getting pulled away from the product as I'm still busy after raising my rates a few times already.

Re: Ask HN: How Did You Escape 9 to 5?

#10
After college I spent six years working at a good tech company. In addition to a lot of great learning, it allowed me to build a big financial cushion. I continued living on a graduate-student-like budget with a software engineer salary, so I saved about half my after-tax income.

This generates one year of runway for every year worked. But my savings also grew thanks to some solid investments, so after six years I had ten years of runway.

Over the subsequent four years I spent down about 30% of my savings while working on startups of my own (I made some revenue, I took some small angel investment). Relationships and expertise that I built in the process allowed me to pivot into running a lucrative consultancy.

Before somebody says "you can only do that if you're young and unattached", I will add that I got married before I finished school, and our first child was born the same year I quit my tech industry job.

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