I think people exaggerate the dive into the abyss thing and risking it all. If you have some savings, you can try to launch a business and if it doesn't work you can always go back to work for someone else.
At a given point, someone is going to give you another job as a sysadmin again. He can even work remotely and easily make more than $400 a month.
If you are not hiring other people and purchasing equipment, starting a Saas business as a sole founder has minimal financial risk involved compared to almost all other types of businesses, it's really not that risky.
I think what holds a lot of people back is the fact that they come from an employee background probably at the family level, and they see the world through the eyes of an employee.
They don't even remotely consider the several options that they actually have available.
If he liked it that much, then probably he wouldn't have started a whole side project that must have consumed evenings and weekends for years.
If he would have found professional fulfillment in his job, he would not likely have started a side project in the first place.
As he mentions in his own reply, he stays because he feels that his job defines him as a person, and he would lose his social identity if he left.
This is a surprisingly lucid reply, he can do whatever he wants and I wish him the best, but it's clear to me that he has other much better options available.
Some people have higher-dimensional desires and interests in life.
I'm saying that there are other dignified ways to live that are different, you don't absolutely have to be an employee at all costs.
Independent work, running a small business, those are other alternatives to live that are equally valid.
I understand his position completely.
Then on top of this, for this gentleman to see a big change in his/her lifestyle, considering they are already earning $6K/month, any new business would need to make substantially more than that. Is making another $6K/month going to seriously change his/her life? Probably not. Maybe it affords a bit of a nicer house, staying at 5 star hotels VS. 4 star hotels.
The reality is to see a major difference in lifestyle from a new business, it would need to make $20-30K a month, or more.
Especially in IT, people stay for a couple of years and then leave or get laid off, there is no employment for life anymore.
You can run the business from a shared workspace, it's not an issue. And even hire a couple of people to help you out since the salaries there are relatively affordable, and build your own community then.
You don't have to go to an office working for someone else, that is optional. Nothing wrong with it, it's just not the only choice.