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The brake switch can get out of adjustment, try holding up on the brake pedal with your toe as you try to engage the cruise on the road, if it sets the brake switch will need to be adjusted.
If it still will not set, check all fuses and verify manifold vacuum is present at the cruise servo (located above battery) You will likely need a Factory Service Manual if the checks mentioned fail to get it working, good luck.
Don't forget about the check valve near the base of the distributor.
Should let air in towards the engine in the normal vaccum direction, but not in the opposite direction.