I was on the pump 8 years ago and then went off it after a bad experience (partly due to a site failure and mostly due to my lack of attention). I went back on it not too long ago.
Like you, I was regularly going up over 250 on MDI. I also had some wicked dawn phenomenon that was just getting unbearable. In addition, because I am fairly insulin sensitive, I found it very hard to correct on MDI. I went back on the pump basically because I want to live. Going up to 250 on a regular basis is going to lead to bad things.
Going on the pump is tough for the first 6 months. There are lots of adjustments to be made and you've gotta be patient while the kinks are worked out. I too have been having lows at work lately, so I know how frustrating it is. I'm doing some additional basal testing right now, trying to get my rates correct, and it's a pain in the ass. But, I know the better control is worth it, so I'm trying to be patient and do what needs to be done.
I do have my moment with the pump in terms of clothing. I am a petite woman and I like to wear dresses and things that aren't always conducive to the pump. It takes some creativity and when I shop, I always try on clothes with my pump to make sure I can stash it somewhere. Down my bra works well, and pockets are a must. Get some baby socks too and you can stuff the pump in there and pin those to things. They work surprisingly well.
Stick with it. Please. You will learn how to use the pump better and once your basal rates get worked out, you will stop having so many lows.
Is there a pump class you can take? Have you accessed any of the online tutorials?