Lose the Big Dummy and The Bike Friday, keep the Pugsley, Nomad and LHT. Maybe even lob the LHT too.
The Nomad and the Pugsley are without doubt the most versatile of the bunch, and will be totally up for any job you want 'em to do, anywhere in the world. The Dummy is fine for big shopping trips I guess but I'd prefer to use a car. The Bike Friday is.. well... a bit gay. And the LHT is a handsome bike for sure, but it's a derailleur, man...