It sounds like you want to make sure he is taking care of this and that's fine. It is ok to care for someone's best interest.

Ask yourself first. Are you doing this all for his well being OR does part of you doing whatever you want to do partially revolve around the idea of a positive response towards you for this.

It is good for him to see you in a positive light I believe. At the same time what happens if he had thought about it and is taking care of it soon. Will you come across as pursuing? Controlling?

He may say thank you I totally forgot. Thanks.

He may see the text or whatever and think. Crap I forgot. I'll take care of it but I don't want her to think she helped me an not respond or say ya I remembered.

Or he may think it's you trying to control his life a bit and become angry. Ya I know I am taking care of it. Don't worry I have my life handled.

I struggle with doing what is right for me as well. I always ask myself is this for me as a person or to get a reaction in any way. I don't want to do it for a reaction.

I like NYG suggestion of you do plan on approaching the subject.

Hope it all goes well regardless of what you decide. You are doing well and approaching this correctly by asking advice before acting.

The person that you will spend the most time with in your life is yourself, so make yourself as interesting as possible.