There is no reason for a filed chain to be slower than new, as a matter of fact some will be faster once correctly filed. The flat plate guide you are using is designed to have the front resting on the rakers. I use them now since I cannot see as well as I used to. Having watched many people try to file chains over the years the most common problems would seem to be.
1. The saw must be held still, no way to correctly file when the saw is rolling around. Easy way in the shop is to mount the rig in a big bench vise. In the field you can use a stump vise or better way is to bore cut into a large log or stump far enough to hold the saw. Lap filing is OK for experts but not for those learning.
2. Files, run your thumb against the file (towards the handle) if it doesnt grab the skin pitch it. Another way to check them is just to look at them in good light. If they look shiney at the tips of the teeth they are junk. If this confuses get a new one and check it against your old one. Junk files equates to junk work.
3. Do not drag the file back, lift out of the tooth and back up. Dragging the file will dull it quickly.
4. The point of the teeth should be away from you and you should file towards the point. Get in a comfortable position to do all the lefts then do same and do all the rights, dont try to alternate.
5. Rakers should be filed to gauge available at most places that sell saws/chains. .025 is best most of the time. I would not suggest random raker lowering fr the inexperianced, use a gauge. As a rule rakers usualy do not need to be fooled with until 1/3 of the cutter is gone.
do not wait for chains to be "dull" before filing. A few strokes each tank of fuel is easier on you and the saw.