Thanks again oagre, for bringing some great history to life here.
In my readings, I have read a bit about Operation Market Garden. While ambitious and unprecedented in scale, the planning was poorly thought out, intelligence reports not taken seriously enough and the leadership was sub par.
In short. The airborne landings were too spread out and in some cases troops landed too far away. Without enough planes, the whole operation was spread out over a number of days, with troop drops happening over the course of about 3 days. The whole concept of airborne landings were to land the bulk of your troops in one landing and take your objectives by surprise. In this, the troops needed to be landed near their objectives. In the case of the British they were landed too far from their objective at approximately 10 miles distance.
Intelligence reports were cast aside as well. In this case enemy troop disposition and exactly which units were in the contested area. This was a major failing and can be coupled with a failure in command.
While the whole concept of the plan was Montgomery's, with Browning in command of airborne operations who many have said was not suited for the task. It was thought that Ridgeway or Taylor, I don't recall at this time which, should have been in command of the airborne planning for this operation and in overall command of airborne forces in battle. In effect, the blame for failure lies on the shoulders of Montgomery for all facets of this operation.