Which jumper wire to use to connect MSP430F5529 with a breadboard?
The pins have both male and female connections. The female parts are on the bottom side. They are passthrough headers used for stacking the launch pad with booster packs. 

You can use female to male jumpers to connect the top side with a breadboard. Or female to female with some spare male headers on the breadboard. 

Most jumpers are 22 awg and should be fine for power and data. Power is limited by your 5v usb power supply and the 3.6v regulator on board so you don't need larger gauge wire.