Congrats on taking charge of your health!
My personal feeling is, if you're feeling okay and eating a good variety of food - including quality meats (make sure your salami doesn't have nasty additives, gluten etc) - vegetables and leafy greens, then I wouldn't worry too much about trying to increase calories! The aim is to get really good nutrition, with good fats, proteins and vegetables. So definitely listen to how you feel. But I'm not an expert on this so I'll be interested to hear what others say. You might run a search on Mark's blog on calorie counting.
I do find portable food a challenge. Do you have an insulated chiller container that you could use for cold meats? Some chicken with olives, tomatoes and a bit of basil? Salads are always good of course. I've seen some good quality thermos insulated bowls in the shops, if you can afford one of those for taking hot soups. (Be a bit careful regarding lukewarm, it's easy to breed nasty bugs! You want either really cold or really hot.)
I always keep a nut bar or a ziploc bag of macadmaias in my purse for those times when I'm getting hungry and there is no decent food around.
If we’re not supposed to eat animals, how come they’re made out of meat? Tom Snyder