Yawn, 5:30am I'm up.
Looks like the last time apart the seat was cut but not lapped. Guides sound as if their in tight enough. Put valve in and lift about 3/8" off seat, you should be able to wobble the valve fore and aft about 1/2mm, any more than 1mm is too much, valve guide liners are an alternative to new guides. Now give all the valves a lap, the bad one might take a bit. Check that all have a nice even lap mark. If the bad one's lap mark is thick then thin it's bent.
Push rods don't usually bend by themselves. Something came into contact, either valve/piston, collar/guide. Over adjusted tappet could be at fault but not the only thing eg turning motor over with the timing marks not lined up etc. Do NOT reuse a bent push rod or valve.
The lower collars will push back on.
How do the ring gaps look?
Cheers