I have been vegan for almost seven years and have not had many issues.. I do take a B12 supplement daily because I don't eat any meat, honey, seafood or dairy products. I did have a few blockages, in the past, from not cooking vegetables long enough-such as broccoli stems or cabbage-but have no issues eating them raw. Perhaps I instinctly chew more thoroughly when I am consuming raw vegetables!?!
Just a side note, off topic. I also tried eating steel cut oats and some more fibrous healthier cereal options, and those produced blockages as well.
So, you may just have to try small portions, chewing the food well, to help determine what works best for you. I wish you good luck as you begin your journey to a healthier diet. Ultimately, I believe you will find you have more energy and simply feel so much better overall!