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Eh, Tumblr and Twitter are both social networks beginning with T and ending with r, but you wouldn't get them mixed up, right?

This seems like just the result of unfamiliarity with the payments domain to me, rather than "horrible" branding.

It doesn’t have to be. I’d never make that mistake. Not because of anything special by me. But just because I’m familiar with the names.

I’ve heard someone mix up Slack and Stripe. Doesn’t mean those two are bad branding. The person isn’t someone who cares about SV or startups.

I can’t reply to your dead reply to mine. quadrifoliate’s example illustrates things much better. Familiarity is important.