Which is better for working out?

The Daily Tech Hat 3. Its polyester-spandex blend and wicking sweatband move sweat off your head, while the cotton Lift Down absorbs it and stays damp.

Which fits a larger head better?

The Lift Down in XL, which lists 58-62 cm. The Tech Hat's snapback also reaches 62 cm, but a sized cap gives a cleaner fit at the top of that range.

The Lift Down is easier to keep clean because it is machine-wash safe, and cotton twill holds up well over years. The Tech Hat needs hand washing and hang drying, and polyester can hold odor if it is not washed carefully.

Is the Daily Tech Hat 3 worth stepping up to over the Lift Down?

Only if you want performance fabric. If you wear a cap casually and want color choice and easy washing, the Lift Down covers more ground.

The Lift Down. Its front panel has no logo at all. The Tech Hat has a small embroidered logo.

Can I machine wash either hat?

The Lift Down, yes, though spot cleaning is recommended. The Tech Hat is hand wash only and must hang dry.

Lift Down Classic Cap vs Daily Tech Hat 3

Buy the Lift Down Classic Cap if you want a plain, broken-in cotton cap with 23 colorways and a size that actually fits. Buy the Daily Tech Hat 3 if you sweat, travel or work out in your hat and want wicking fabric and a snapback that covers most heads. The Lift Down is the sturdier casual cap; the Tech Hat is the more functional one, and its higher rating comes from a much smaller pool of owners.

Choose the Lift Down Classic Cap if you want a soft pre-washed cotton cap with no logo and a wide choice of colors.
Choose the Daily Tech Hat 3 if you want a breathable, sweat-wicking hat for workouts, travel and hot days.

Prices

Lift Down Classic Cap: $18.03 at Merchery (last seen Nov 13)
Daily Tech Hat 3: $50.00 at Nostrand Sports (last seen Nov 13)
Difference: the Lift Down Classic Cap is $31.97 cheaper than the Daily Tech Hat 3 at the latest prices (Nov 13)