OK so i have my antenna up and above the house roof. I calibrated my radio using the built in swr calibration switch. I made contact with someone about 5 miles away buut he said that i sounded far away . Is this normal? He was using a whip in the vehicle.
"Whip INSIDE the vehicle" will absolutely cause problems. That could mean that the issue is totally on the other end. I'd try to make contact with someone who has a base antenna, or at least an external antenna on their car.
Kind of hard to fit any sort of efficient antenna INSIDE a car, plus all the steel around them will impact performance.
CB can be hit and miss. There are some CB users that are using really crappy antennas and will have really poor performance. Trusting their reports shouldn't be done.
Im hearing all kinds of talk on every channel is this skip ?
It could be. If you are hearing it on all channels, then very likely.
What are the best conditions for using CB radio ?
When mother nature and the atmosphere cooperate. Sometimes nighttime is better as the atmospheric conditions cooperate with you a bit more.
Should i look into getting an amp or raising my antenna higher ? Its like 22 feet in the air.
An amplifier won't help if the antenna setup isn't up to par. I'd make sure all your stuff is working as well as it can. Take some time to try making more contacts and see how well it's working. An amplifier on it's own only boosts your own signal. You'd want one with a pre-amplifier to boost the receiving also. I won't comment on the legalities of amplifiers...
22 feet in the air is good, but is the antenna in the clear? If you have tall buildings close by, then you may need to raise it more.