Just my opinion, but at 10 months you have plenty of time to wean from the bottle, and a lot happens with the little ones in just a few weeks....
First of all, do you want to wean from the bottle or from formula? We have started transitioning to whole milk at about 11 months, my girl (now 1 yr) still breastfeeds so now she gets about 1 bottle of cow's milk in addition to Mama-milk. I have no intention of weaning before she turns two, so I guess that's one of the reasons why I don't understand the hurry to get him to eat solids only. Most toddlers still get a great deal of nutrition and calories from milk.
The thing about the bottle is, it is no worse than the sippy, as long as you don't let your child suck on it for hours and practice good oral hygiene. If your child has sugary liquids in her mouth for hours, he will get cavities, no matter if he drinks from a bottle or a sippy.
I agree about slowly introducing the sippy at meals and then go from there.
We have a food mill and a mini food processor. The food mill works great for everything that can be cooked soft (you don't have to cook it to a mush, just soft), I use the food processor when I want to give her something with meat - or I cut well cooked chicken into strips and let her feed herself. She only has front teeth and seems to have no problem mashing things up with her gums. She takes 3rd food jars to daycare for the convenience of it, othewise she eats mashed up food that we eat.
Just slowly go from a very soupy constistency to a more chunky texture and follow your child's lead, he will let you know what he likes.
Good luck!