Prakriti
Hi, I'm a Mindflayer, but don't let that worry you
I have limited experience with DBB and a lot of experience with Roll20, and I will say that DDB looks a lot slicker and more polished. And DDB has an aura of officialness that Roll20 lacks (which is odd, since they're both license-holders, as far as I know, with neither being more closely connected to WotC than the other).This is totally true. And I totally use Roll20. However-- for me-- long term, I'd rather shift my operations over to DDB entirely. I find (--my opinion--) that the rules reference, the character sheet, the character building, the encounter building are all far better experiences in DDB than in Roll20. So I tend to spend my money on DDB. And lately, since they added the encounter tracking and we mostly use theater of the mind, I almost only use Roll20 to roll dice except for the rare combat when I need a grid.
Once they add dice rolling and finish fleshing out the combat tracker, I'll have almost everything I need to run the vast majority of my games all in one place. Just the fact that my entire group much prefers building their characters in DDB over Roll20 has been enough to move me over. And as they start adding more DM tools and a battle map . . . well, as per my post above, I think you can see their long term strategy . . .
Anyway, it's rare to hear from people who have ample experience with both DBB and Roll20, so thanks for your input. I can definitely see a future where DDB gobbles up the VTT market.