I dunno, I think they're both equally horrible. One could argue that loving and losing leaves you with a greater void because once you experience love, you know how powerful it can be, how good it feels, how much happiness it brings, and to lose it leaves you not only where you started (without love), but with a hole in your heart that wasn't there before, and a longing to find a way to fix it.
Never knowing what love is perhaps isn't much better. But maybe ignorance is bliss in the sense that you don't know what you're missing, yet there's still going to be a feeling of missing out.
Might I propose that its better to love and succeed than to love and lose or never love at all?