As a paid subscriber and with all due respect to Drew, and as someone with a lot of experience with branding, I think it's a terrible name. It's not only not obvious how to pronounce it, but when you don't know how to pronounce it there's no real possibility of fumbling your way through it. It looks completely unpronounceable, until, of course, you add invisible vowels.
Worse, it's not particularly memorable.
All that said, developers tend to be more accepting (but not forgiving!) about weird names and unusual TLDs. So maybe it won't be an issue for sr.ht, no one can say with certainty. But if it were my project I would try to ensure I don't handicap myself from the start.