My first step is to put a dummy load on the antenna end of the feed line then check the SWR or reflected power power at the transmitter end. This tells me my feed line does not have major problem that would cause me to chase my tail trying to get the antenna to match. Then the dummy load comes off, antenna goes on, readings taken. Move up in frequency, check again. Move down below the original frequency, check again. This gives me a good idea of how much and in which direction the antenna needs to be moved. Make changes, rinse and repeat until it is as good as I can get it, meaning lowest SWR or Reflected power.
As ghrit said, the most important thing is what the transmitter sees is the most important. This is why it is important to put the meter as close as possible to the transmitter antenna connector using the shortest possible length of cable. I use a double male adapter instead of a jumper if at all possible.