Your filter doesn't look terribly bad. It's pretty normal to find small bits of metal and rubber in it. But what you're seeing may be an accumulation from several oil changes where the P.O. didn't clean the filter, just dumped the oil. Hopefully, the little side cover will seal back up, the little piece of gasket that tore out fitting back in where it came from. Now you see the importance of having a spare gasket on hand. This gasket usually lasts and lasts, darn near forever, but in the event you damage one (like yours), you need to have a spare on hand. An extra filter is a good idea too. Then you'll have a clean one to swap in at oil changes, and you can clean up the "used" one at your leisure to have ready for the next oil change.
While your plugs don't look terrible, I do think they look a tad rich. That strap coming up off the side should gray for most of it's length. Yours is black a good half way up. Also, the porcelain center section should be white farther down into the plug body. There should only be a black color ring near it's bottom. Yours looks like the color ring is about half way up. Now, this could just be from all your choke use during starting attempts. Using the choke will blacken up the plugs quite quickly and it takes a good ride of a few miles to burn them clean again. But, it could also be an indication that you're running rich, possibly from having some leaky float needles over-filling your float bowls. Your float needle seats have an o-ring on them and just push into the carb body. If that o-ring has gone bad, sometimes even if the float needle is still sealing, fuel can leak past the outside of the float needle seat and over-fill the bowl.
While your plugs don't look terrible, I do think they look a tad rich. That strap coming up off the side should gray for most of it's length. Yours is black a good half way up. Also, the porcelain center section should be white farther down into the plug body. There should only be a black color ring near it's bottom. Yours looks like the color ring is about half way up. Now, this could just be from all your choke use during starting attempts. Using the choke will blacken up the plugs quite quickly and it takes a good ride of a few miles to burn them clean again. But, it could also be an indication that you're running rich, possibly from having some leaky float needles over-filling your float bowls. Your float needle seats have an o-ring on them and just push into the carb body. If that o-ring has gone bad, sometimes even if the float needle is still sealing, fuel can leak past the outside of the float needle seat and over-fill the bowl.