I love them all for different reasons. I didn't know at the time that I would become as enamoured with the Speedy as I have, so I chose the monogram 30 classic in case it was the only Speedy I might ever own. I love it and the way the patina has developed on the handles.
However, after using all three the past couple of years, the Speed 30B DE is an ideal bag. You don't have to worry about the rain/weather if the handles and strap get wet. The gold hardware is a beautiful contrast to the dark pattern. The red interior is lovely. It's so elegant.
I do enjoy the DA bag a lot, when it's sunny/and or just cloudy. It's so fresh looking and it makes me think of summer which on a grey day with little sunlight, is an image I need.
I live on the west coast and it rains here so much. So I only take out my monogram and DA Speedies when I know it won't rain. I have been caught a couple of times but because of the patina, the raindrops just disappeared and all is well. I use all three bags year round depending upon my mood.
I hope this helps. There's many more Speedy owners who have a much more extensive collection than myself who can probably share their wisdom with you. Good luck with your decision and I look forward to seeing which Speedy you choose!