Hello,
I must say I like this thread a lot because it clearly says that there is a problem with an exercise that is considered to be quite basic. Also, it is what I felt when I first tried daily readings.
I just dug again through a number of books and I found in several places the instruction to do daily readings (with single cards, at first only major arcana, later also with the suits) in order to learn how to read. Well, maybe this does work for some people, but certainly it did not work for me. And I think I have an idea as to what might be the reason for this.
The main obstacle seems to me to be not seeing the connection between card symbols and every day life. The Tower -> washing machine breaking down - that's a good example for a connection that was seen I think.
I advise to play frequently a simple game: Think of some thing, event, feeling, person and so on in your life and try to find cards that could symbolize this object or at least some aspect of it. Say: an ambulance car -> The Moon in Crowley Tarot (because there are blue lights on top of the mountains upper left and right corner). A curtain -> The High Priestess. And so on. Over and over again, every time you feel like it and have some time for it. You don't always have to be very serious or boring about it. Write it down or let it slip away into forgetfulness. It doesn't have to be entirely correct according to traditional card meanings or books. Just play with it. Use something that is in your life and link some cards to it.
Then, do it the other way around. Draw a card and think of simple things from your experience that you think are linked to this card. Some objects from the previously described game will pop up. Some others will appear. At first don't think about this as forecasting anything special. Just play a bit with it.
Now, if you want to do a daily reading, you may want to do some evaluation as well. That can only happen in the evening, so you either have to remember the cards (drawn in the morning) or the day's events. I think it's easier to remember the events, so I'd say do your daily readings in the evening and consider the ending day in retrospective. I'd also say you should use more than just one card (I think one is not enough), but then again some people might be quite comfortable doing one card readings. So, draw your cards and see if you can trace your day in them. Some connections might be obvious, others more obscure. Sometimes you'll find that the cards draw your attention to something that you might have missed without them.
You can try this game with different timeframes: Hour, Day, Week, Month. You'll propably have to use a diary if you go for the longer periods.
Finally, if you're having a lot of fun, draw the cards first (in the morning, at the beginning of the week) and try to see what your experience will be. I think you'll have to take notes about the reading to be able to evaluate this later, as otherwise things might slip your mind.
Well, this is a bit lengthy, I'm afraid. I hope it didn't bore you and if you try it, I hope you have fun. Please do tell if it is helpful.
Greetings
Niklas