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Hah! Honestly I'm very happy with it and I'd be hard pushed to consider anything else if buying again. (Granted I'd probably have a closer look at the Niche Zero and Rok hand grinder first)
The only downside I can think of is the noise (one of the downsides of the straight-through design), but even that isn't loud enough to wake my toddler upstairs, so can't be that bad. (Also, between very noisy for 5 seconds vs pretty noisy for 10-15 seconds, I'd choose the former)
I had no intention of looking at those variants to be honest. In fact, I originally ordered the 30 with a view to upgrade to the stepless adjustment assembly (https://www.baratza.com/shop/sette-270-270w-adjustment-assembly) at a later date, but figured it was just worth getting the 270 up front. (BTW, allowing customers to buy the entry level option and separately purchase the upgrades if possible is a great move IMO)
I just weigh and single dose my shots as the Sette is pretty good regarding grind retention like you say. I've got a single time setting programmed of 10 secs that I just stop once all the beans have passed through.
There will undoubtedly be an advantage to weighing the actual output as however low the retention might be, there will still be an amount retained. But yeah, didn't think that justified the additional costs for the W/Wi versions