PaperTiger--
It would depend on the length of the taxi to the runway. For example, at the old DHA airport, the taxi to 34L could approach 4 miles, and on a hot day, brakes and tires become very warm indeed.
In addition, prior to gear retraction, the landing gear bogie must in a certain position (truck level for example), so as not to be jammed into the wheel-well. If there are indications of this problem, there are procedures with each particular type to cater for this eventuality, and the flight crew needs time for these procedures to be completed. In busy terminal areas, it is often desirable to "fly the aircraft" and at a less busy time, attend to the landing gear problem.