[CharlieDigital]

Do it for your portfolio; keep it open source. Use a license that's conducive to OSS and possibly a paid version in the future or dual license later.

Just be realistic with your expectations and don't quit your job until you know that there are customers willing to pay.

[MarcelOlsz]

I haven't worked in over a year and I'm in dire straights. I'll do the OSS version later.