This is basically my entire life philosophy right here, summed up by Kurt Vonnegut.
I don't think there's ever a perfect time to do anything, really. You just need to dive in, from where you are, and figure it out as you go. That's what I've done all through my life -- going to college across the country without even visiting the school beforehand (thank goodness THAT one worked out!), starting a creative business at 22 years old and growing into it through many stages and shifts and permutations, now having a baby (just 8.5 weeks away!) and having to figure out how the life/work/life/work juggle is going to play out....
Do any of us really ever know what we're doing, truly? I feel like I'm constantly just winging it! Isn't that sort-of what life is -- just a grand adventure that we're figuring out as we swim through it? If we just keep jumping, and shifting course, and course-correcting, and learning, and growing, and playing, and wondering, and loving ...... that is enough. That is good. That will take us far.