On the road to learning more about Judaism, you are likely to encounter some obstacles. Having traveled on this road for 5 years and experiencing some highs and lows, I feel that I am in an excellent position to assist those of you who are currently struggling with issues and maybe even prevent some problems from coming up.
1. You will most definitely have to field questions from family and/or friends who are not observant. The best way to approach the situation is to always be respectful and honest. If they ask you a question to which you don’t know the answer, admit you don’t know the answer, tell them you will find an answer, and then call your rabbi as soon as you can to get that answer. If you hear things that frustrate or upset you, bite your toungue. As tempting as it is to want to talk back, now is not the time to do it. Remember that your family is most likely worried that you will reject them. Keep that in mind when they ask you questions that you are uncomfortable with. To your family, you are representing observant Judaism.
2. One day your family asks you a question that you are just stumped on and you don’t have someone to talk to about that. That’s where your rabbi comes in. If you don’t have a rabbi that you can talk to, find one ASAP. If it means you have to shul-shop all over town, do it. Your rabbi should be knowledgable in obeying Jewish law yet maintaining relationships with non-observant family.
3. You might wonder where all your interests fit in this new lifestyle of yours, you could ask yourself “Can I still listen to 80’s hair band music?”, “Can I still go see concerts?” If you liked taking ballet classes or jazz classes before you became observant, you can still do so within reason. If you made a living as a singer or an actor before becoming observant, you can still sing and/or act. There are all women for women shows, especially if you are lucky enough to live in New York. If there are no opportunities for such shows, make one of your own. Bottom line, you should not change so much who you are that you wake up one day in the future and you don’t recognize yourself.