When did you know it was time to leave your 9-5 to become your own boss?

Here are some of the reasons I knew it was time to leave my 9 - 5:

• No more room for growth and my expertise was consistently under-utilized
• Unhealthy, unmanageable stress from the environment, people, and/or work-related tasks
• No support within my team and the organization 
• I personally, need to be in spaces where creativity, community, compassion, care, and competence are at the forefront. I know that people thrive better in environments that care for their mental, emotional, and physical well-being and not only on the bottom line or profit margins.

If you start experiencing any of these, start by creating an exit strategy for yourself whether it be a 6-month or 1-year exit plan. Review your company's handbook, so you thoroughly understand your rights and benefits you may receive upon leaving, so look at your 401K plan, pension plan, and any other benefits you are entitled to receive upon quitting. Knowing this will help you gauge when you have to exit, and make sure to start saving for these two things: a. your current living expenses of at least 6 months to a 1 year's worth and b. emergency expenses at least 6 months to 1 year; but 2 years worth preferably for both.

Such a good question - I've always been my own boss but I'm excited to read everyone's answers!!!

Never been my own boss and just recently (2 years ago) became one. 

It was time to leave, when I spent 10 years in the stair manufacturing company and learned everything there is to learn about stairs and installing railing. Approached my boss on number of occasions and wanted to help the company by becoming an estimator and part of the managing team, but I was more of an asset in the field or in the shop. And just like that I opened up my own business and started doing business on the side.