At what point did you quit your job?

Good question!

When I was starting my first startup, I was straight out of college and working nights/weekends in a bar to pay the bills.

I was going to quit the day after my very last shift.

But when I woke up that morning, I found out the bar I worked at had burned down in a fire the night before!

Luckily I wasn't the last one to leave the night before, so wasn't under suspicion. But I doubt saying "I quit" would have helped matters.

I told my wife I'd quit my job as soon as we reached $1000/mo. That happened sooner than expected, but since my boss asked nicely if I could stay on until the end of the quarter, I said ok. By that time, we were making more from Discosloth than we had been making in our nine-to-fives, so quitting and going full-time was a no-brainer.

However, looking back I would have quit sooner even if the financial incentive wasn't there. I'm much happier being my own boss (as I suspect are many people here!)

I begun on 3 day a week basis at EmailOctopus when we were at about £1k in MRR spending the other 2 days consulting for other (VC-backed) startups at a day rate.

When we hit £8k MRR a few months later, I went full-time and Jonathan joined me soon after.

Perhaps it was too cautious in hindsight, as growth definitely accelerated heavily once we began spending days on it versus just the odd evening.

I never had a job. After college, I sent out hundreds of resumes and did 30+ job interviews, but no one hired me. Honestly, I didn't even come close to being hired, I reached the second phase just twice and never the last one. I decided to start something myself.

At the end of the day, it was a blessing, but while I was living it, a nightmare.

I quit my job 7 months ago!

I did it in kind of a stair step approach. My work was kind enough to only let me work 20 hours a week so I did that last summer and continued to work part time for 8 months . Really nice because I got paid enough and got to keep my benefits.

Then decided to make the leap to full time CoffeePass once I thought it showed enough promise and wanted to move forward with pushing it to another level.

I am going to lose my job in two weeks to pursue business full time. I had a hard time working on it as a side business so i'm making the leap and go all in.

I quit my first corporate sales job to build a global remittance system. It was not the smartest idea at the time. I did not know how to code and I never started a business before. I found a belief in Bitcoin like a religion. I even went to pursue a MBA in Finance to make this dream come true. After I ran through 12,000 in savings, I needed a job. This idea helped me land a job at a fin-tech startup. I lasted there for three years. I was now living paycheck to paycheck and did not have the previous flexibility of just suddenly quitting. Even though the startup did not pay that much, I gained skills and was one of the few employees who did not know how to code. Now I am doing a little bit better than check to check but only purse jobs where I can learn skills. I think the best time to quit your job is when your project is double your yearly income.

About a year ago, once I calculated I had enough financial runway.

I haven't gone full-time yet but I'm hoping to relatively soon. I currently have an internship until December. After that, I'm hoping to go full-time.

I quit about 12 years ago, after I realized I was doing enough work in 3-4 hours and would just leave the office cause I was tired and done. I got fired from a few places doing that. Sure, i could have stayed the full 8 hours, but why, I was saving the company money by hitting the light-switch on the way out. I decided to build my own consulting company at that point. Then I worked at least 12 hours a day for a long time.