Yes, DocuSend can place up to 65 sheets of paper in one envelope, or 130 pages printing double-sided if you select Two-Sided-Printing. DocuSend detects the additional pages in a large PDF document, as long as each page is for the same customer at the same address and is in sequential order. A state-of-the-art inserter is programmed to place the correct pages into the envelopes, eliminating human error. We know how important it is that your clients receive the correct documents.