When is it normal to ask for a raise or get one ?

I worked for a practice for about 9 years, a good Dr came along a few years back and we developed a good relationship. He really cared about you as a person and the patients also. I had good relationships with the people I worked with. The good Dr left the practice to open his own. I was sad to see him go as the main Dr in the practice didn’t care about you and lied often. The good Dr had an opportunity for a position and I decided to take the leap and take it . I saw an opportunity for growth and to work for someone who cared. Since I’ve been there last May things and production have increased and I have been able to handle a lot for him. He gave me a leadership position. The downfall to this is the drive is 40 minutes from my house. Whereas before it was 10. Since being there I’ve taken on a lot of tasks and opportunities to help him save money, so much so that I got a chemical burn on my arm that got infected and I needed a steroid and antibiotic to help with the rash. I learned this to help and he’s been very appreciative and pays me for time even when I’m not in office . I’ve been here 10 months now with no increase. I’ve been commuting, taking on new tasks, and my workload has been crazy. We chat a lot about finances and money savors and I feel almost guilty for wanting to ask for one. Should I ask for one ? Sometimes I feel like if I don’t get one would it be easier and less stressful for me to go back to my old office? Keep in mind. I have 3 little kids. Thanks for reading