Pros: Air chuck for the win. Push to flate.

Cons: Forgetting my pump.

Recommendation: Get's me outta a jam, also works well for seating tubeless tires the first time. Used it many times, never lets me down. Get the repair pack with patches and tire levers.

Pros: quick and easy

Cons: none

Recommendation: throw that hand pump away.

Pros: lightweight, no leaks, easy to use

Cons: none

Recommendation: consistent tool
works well, quick to use

Pros: Small.
Light.
Engages the valve and works perfectly the first time every time.
Decent price.

Cons: It gets REALLY cold..wear gloves.
It's so small it's easy to lose it.

Recommendation: I have tried several mini pumps and another Co2 inflator, The pumps were all terrible, and the Co2 inflator was fine but it got recalled for a manufacturing flaw. It also the type looks like a pump and the cartridge goes inside it. This one is tiny and works every bit as good.

I carry this, and one Co2 cartridge or two, depending on the length of the ride.