I have a startup configured as an LLC right now. I've been dayjobbing to bootstrap it for the past year, but will be going full-time on the startup in mid-June. I've been contracting as W2 through a pimp, rather than using my company for it. Switching to full-time is going to be very interesting. Dayjobbing has been good for buying me some time to really think through what I'm doing and climb some learning curves, bu…
> I've been contracting as W2 through a pimp Haha, when I read that part I LOL'ed.
In that case, one of the reasons why I switched to a day job (after spending about the years in-between, during and after college working on small business ideas) was because I didn't have a strong enough business to sustain myself with the lifestyle I wanted to have.
It was awesome at first, and I was able to direct my energies to really improving things here at my workplace, but in recent years, with the job morphing to such a degree that I'm no longer primarily a developer (more management at this point) the fun level is no longer as high as it used to be.
I completely separated from having my LLC for the first few years after I started my day job, but then a few years ago I started a side business selling software on my website (under the sole proprietor model, due to the $800 minimum tax I didn't want to have to pay again for LLCs in California) and so far that small business has been semi-profitable and keeps the hosting bills paid.
Recently though, with those changes I mentioned above with my day job no longer being quite as fun as it used to when I was more free to do development work, I've looked towards contacting local businesses via snail mail and seeing if they have any business problems they need solving (anything repetitive/time-consuming for their staff, which I feel would be ripe for some sort of software automation or process to be put in place) so that way I'll have some more interesting problems to solve and get some insight into what problems our local businesses have (the # of software developers in the area is close to nil).
I'd like to eventually build up something significant where I could hire a few people and maybe earn enough to maybe switch to being a full-time entrepreneur, but at the moment the day job pay is just too good to leave (all of my savings goes to long-term accounts I can't tap, such as a 403b, life insurance savings account, and Roth IRA, so I don't save too much each month...plus there's the credit card debt and personal line of credit I'm still paying off).
Now I feel lucky I was able to experiment much more (some with my money I earned through the business, but also with parental money, mainly my mom since she was awesome enough to believe in me and provide me that opportunity) while I was a late teen/early twenty-something and make mistakes I've learned from. Profitability is a big factor now whenever I'm trying something new.