Tube-specific, not tubeless tires are probably going to be easier. On the other hand commuter tires are usually pretty stout. You need to rely on technique, get the beads both down into the groove
How urban? Like zero maintenance, or like freestyle BMX?
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Genesis 49:16-17
"Well, well!" said Holmes, impatiently. "A good cyclist does not need a high road. The moor is intersected with paths and the moon is at the full."