One of the features I like most about speedplay is ease of entry. Just step down,,,,it couldn't possibly be any simpler (I've used all the others too.) If your speedplays are hard to get in to, then there must be something wrong with the cleat installation.
Well, no, and this is the point I've tried to make. Someone above mentioned that they wanted double-sided entry and had gone to the Speedplays from SPDs. The entry motion for both is the same. If that's what you use as your first clipless, that's what you get used to. There is, however, no indication by feel that you are centered on the pedal, and that's to me what makes the design awkward. It's not that they are hard to clip, it's that they are hard to get into a position where you know that added pressure will clip them. The feedback you get from the catching of the front of a Look cleat (and the self-aligning it then does) is not there. Too often I crept across an intersection trying desperately to align so I could engage, and finally had to look down. I gave them ample opportunity, but didn't like them. Their initial popularity had to do with their appeal to the people who had used SPDs all their adolescent lives and were adding a road bike to their stable as well as apparent weight savings when added to the weight of a bike, but that was when other pedals were considerably heavier.
Other pedals are tail-heavy and respond instantly to a forward kick on the upstroke to capture the front of the cleat. People who have problems with that are those who have come from an SPD background, and step on the pedal late (at the top of the stroke or later), or even while the pedal is stationary, causing it to occasionally render itself upside down. That is the basic difference in use between the 2 designs; where in the pedal stroke engagement is attempted (SPD late, Look earlier) You get used to what you start with, and if that is SPD, Speedplay will work for you. If you do not come from an SPD background, they won't, and that was my experience. I am not saying Speedplay is a bad design at all (although I did use the word 'horrible'). The Look design (for me) can be clipped easily while pedaling, but I found the SPD/Speedplay design was best aligned and clipped while the pedals were not rotating. That's why (again for me) I use and prefer the Look design on the track.
BTW, I used Frogs for several years, and once I got used to the float, I loved them, but their entry is remarkably close to what I was used to already, as the cleat guides itself forward to engage.
Speedplay road pedals can be made to feel more secure in a sprinting situation for someone who moves their heels a lot. For those with a smoother technique, this is a non-issue. With properly maintained pedals and cleats, pre-release on either design is usually rider-related. Enjoy your Speedplays, and maintain them as recommended. They will last a long time if you do.