As mentioned by other posters, whey bother starting with a bottle? Just give him a cup (sippy, regular with straw — I like the sippy type with the straw that pops out of the top) and work on increasing his solid foods. The AAP recommends not using a bottle past 1 anyway due to teeth related issues. At 10 months, he is old enough to begin most solids. Besides oatmeal and jars, why don’t you start finger foods? Cheerios, of course, and very small soft pieces of fruits or veggies (cut up and cooked carrots and sweet potatoes, small pieces of bananas, etc.) Or dairy products like yogurt and cottage cheese (sliced cheese is still considered a choking hazard). Introduce foods one at a time to check for allergies. If after a week or two your baby is still gagging on regular food, you should consider speaking to a speech therapist who specializes in feeding, as it may be indicative of oral motor issues or sensory issues in the mouth.
Unfortunately, I also never found that eating more by day or putting them to sleep with a full stomach helped my kids to sleep through the night. A lot of it is the personality of the baby. If your issue is getting the baby to sleep, that is not really a bottle vs. nursing issue, that is a separate question. (Although it may be coming up now if you always used to nurse baby to sleep. If that’s the case, the baby will need to transition to a new method of going to sleep in any case now that you’re not nursing, why make it a bottle?) Ferberizing works well if that fits your parenting philosophy/ comfort level.