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I've had an Speedmaster and have an Explorer 1 - I wear the Explorer 9 days out of 10 and sold the Speedmaster. Are you looking at a 36mm version? Couldn't get on with the new larger one...
I'm not a fan of the hands on the BB36 but if you like them, you can't deny the value for money vs the rest.
If @dammit is to be believed, the Railmaster is impossible to buy.
I've not seen a DJ41 in person but anything that size tends to be too big on my wrist. They are very pretty though...
Soul
Speedmaster First Omega in Space
Tudor Black Bay 36
Rolex DJ 41
Omega Railmaster
Rolex Explorer 1
I know they’re quite different but I like them equally. Not that concerned about holding value - just want a watch that I like. BB36 obviously lowly of the low in comparison to the others but it wears very nicely on my tiny wrists.