I began transitioning to a raw diet almost a year ago (from ova-lacto vegetarian). I am not 100% raw, but am very close. I still allow myself a cooked meal every once in a while, but eat raw as my day in day out diet. It is not an easy transition. While not everyone does, there is a potential for a very unpleasant "detox" period of a few weeks where you feel like you have a stomach bug and the flu at the same time. Your body first dumps stored toxins then has to recalibrate itself to the dramatic increase in fiber consumption. You will also likely have to gradually work your way up to the portion sizes a long-term raw diet requires. The reason most people fail on a raw diet is incorrect portion sizes. Since fruit and veg aren't very calorie-dense and contain lots of water, you must eat HUGE portions to meet a 2000 calorie a day intake. This is difficult and in the time it takes you to work up to healthy RAW portion sizes, you will likely loose some weight and feel a little malnourished (because you will be). There is also the cost factor, you will be buying large amounts of fresh produce year-round. Yes, you can shop on sale, buy from co-ops if available in your area, grow some of your own if you can ext... but it will still likely increase your food bill. Especially if you eat variety. One of the best bits of advice I received when going raw was to "eat a rainbow" every day. Different color foods contain different nutrients, so you want a spectrum of colors in your diet and lots of variety. Whether or not the increase will be financially feasible for you is something to consider. You will also (if you don't already own) probably need a few essential kitchen prep tools (unless you just want to do the very most basic meals) that aren't cheap. High speed blender, good food processor, spiralizer, dehydrator ext...
Now that I have listed the NEGATIVES, lets get into the positives

Not including the detox period, I have never felt healthier in my entire adult life. My skin has cleared up dramatically and my periods have improved. My boobs have gotten bigger, my eyelashes longer, my hair shinier and my lips look like I have fillers. The things women pay lots of money for I got just as a side effect of going raw

I have more energy than I've had since I was a kid. I need less sleep and still feel more motivated during the day. I feel alive, because I'm eating living foods. And when I eat raw foods, I just feel clean and pure inside. It's hard to describe, it's not something I ever felt when consuming cooked. I do supplement B12, but that's it. According to cronometer, I am meeting or exceeding all my other daily caloric and nutritional needs. Raw food prep has also challenged me creatively and given me an entirely new set of skills to learn (I was already a proficient home cook and baker before going raw). I have yet to find a cooked food you can't make a raw version of (pizza, pasta, brownies, cookies, breakfast scramble, chips, burgers, fries, tacos, tuna salad, bruchetta, even soda and ice cream!). I know it's not for everyone, but personally, I love raw foods and don't ever foresee me going back to a mostly cooked diet.