What should be caulked and what shouldn ?
A good painter will leave a surface uninterrupted by cracks. Have your bid and contract clearly specify all areas that will be caulked or left uncaulked, with reasons for not caulking. Generally speaking, window openings, wall to deck joints, expansion joints and any visible cracks in the surface wood or masonry should be caulked. If they aren’t, the contractor should provide you with a valid reason for not caulking and it should be spelled out in the contract.