2008 street glide - highway speed, selected cruise control then selected speed, bike shut off... will not start.

SOURCE: while running at highway speeds my 94 sportster lost power

Sounds like a bad coil, you should be able to have it checked at a bike shop.

SOURCE: 2008 Street Glide - Reduced heat rear cylinder shut-down feature

this is explained in the owners manual. 3 conditions have to be met in order for the Engine Idle Temperature Management System to work. 1. speed must be below 2k/hr 2. engine temp high(exactly what i forget) 3. operator must roll back throttle to negative position until "cruise on" light is green. This indicates that the EITMS is on. Vehicles are delivered from the factory with the EITMS disabled. It can be enabled or disabled by the rider using the following procedure; 1. Turn the ignition switch to the ON position and push the engine OFF/RUN switch on the right handlebar to the RUN position(do not start the motorcycle) 2. Push the throttle to the roll-off position and hold 3. After approximately 3 seconds the cruise indicator lamp will either flash green(EITMS enabled) or red (EIMTS disabled) 4. repeat the procedure as needed to enable or disable EITMS

SOURCE: 2009 Street glide idles poorly, strong gas smell, stalls

The 09 models come with a "parade" mode which causes the rear cyclinder to quit firing when idling in traffic etc to combat over heating. You should be able to kick it on by rolling the throttle grip FORWARD for 5 to 10 seconds. Have you changed the pipes or air filter? If you have and never had the EFI adjusted (either factory download or fuel tuner installed) your bike could be running extra rich causing the over heating and eventual engine destruction. New Harleys run rich from the factory, any changes to the intake/exhaust system without proper fuel injection management will cause overheating. Try getting your bike into parade mode by rolling the throttle forward to the stops for a few seconds, that will cool things down.

SOURCE: where is the oil drain

I'm not really familiar with the Street Glide but usually on the "Glide" models, the oil tank is on the bottom of the transmission. There are usually two drain plugs on the bottom of the pan. The drain closest to the left front corner is the engine oil drain. The one nearest the center is the transmission.

Good Luck
Steve

SOURCE: My 07 street glide won't start.when i turn the key

Turn the handlebars to the left and lock them with the key. Once locked, unlock and try to restart, this resets the alarm on my 2008 FLHX.