Why a stock sale changes what the buyer needs to see
In an asset sale, the buyer can leave unwanted liabilities behind. In a stock sale it generally cannot, so it protects itself in two ways: by investigating thoroughly, and by asking you for representations and warranties in the purchase agreement, often backed by an escrow or holdback. Your disclosure schedules are where you list the exceptions to those promises, and every exception should point to a document the buyer has already seen.
That link between the schedules and the data room matters. If a contract, a lawsuit or a tax notice is disclosed in the schedules but the buyer cannot find it in the room, expect questions late in the process, when time is shortest. Building the room and drafting the schedules side by side avoids that.
Entity type shapes the request list too. A Delaware C corporation with outside investors will be asked about its cap table, option grants and financing documents. An S corporation will be asked to show that its election was properly made and maintained, because a broken election can follow the shares to the new owner. Your CPA can tell you what applies to your company.