When I can see actual clients using my software, and can get real feedback from them.

I usually work on backstage projects and my job never really affected "real, normal users". When I have something pushed and can really see user feedback and smiles, that means I've made it.

Of course, if that's on a decent job, with a decent team and decent pay. Which is where I am at now.

Soon, the app will be released - if the external infrastructure guy stop sucking. So, I'm hoping to feel I've made it soon, real soon :)