Signing one document online takes a minute. Signing ten can still take ten minutes, or a whole afternoon, depending on how they are organised. "Multiple documents" covers three different situations, and each has a different best approach:
- You have to sign several documents yourself.
- One person must sign several documents from you, such as a contract, an NDA and a data form.
- Many people must sign the same document, such as a policy update for every employee.
1. Signing several documents yourself
If several documents land on your desk to sign, the work is in the repetition, not the signing.
- Save your signature once. Most tools, including the iPhone's Markup and browser signing tools, remember your signature so each document takes a tap, not a redraw.
- Sign in one sitting. Work through them in order rather than as they arrive, so nothing is half-signed.
- Name the signed files clearly. "2026-10 Supplier agreement – signed.pdf" saves searching later.
If someone sent the documents through an e-signature service, each arrives with its own link. Open them one after another; on a phone, signing documents on your phone shows what each step looks like.
2. Sending several documents to the same person
A new client, a new hire or a new tenant often needs to sign more than one document. You have two options.
Combine them into one PDF
When the same people sign everything at the same time, combine the documents into a single PDF before sending. The signer gets one link, signs in one session, and you end up with one signed file and one audit trail covering the whole set.
Combining is easy with tools you probably have:
- Mac: open the first PDF in Preview, show thumbnails, and drag the other PDFs into the sidebar. Save.
- Windows and anywhere else: most PDF editors, desktop or online, have a merge or combine option.
- Word or Google Docs: paste the documents into one file with a page break between each, then export to PDF.
Then place the fields: a signature on each document's signature page, initials where each document asks for them. In Salsox you do that in the editor, choosing which signer each field belongs to. (Quick Send places one signature and one date field per signer, at the end, which suits a single document better than a set.)
Keep each document's own heading visible so the signer can tell where one ends and the next begins, and stay within the size limit: Salsox accepts PDFs up to 4 MB.
Send them separately
Keep them separate when different people sign different documents, or when one might be signed and another still negotiated. Each gets its own link and its own record, and a change to one does not mean re-signing all of them.
If you send several separately, write one short message that ties them together, so the signer knows how many to expect. Our guide on requesting an e-signature by email has wording for that.
3. The same document for many people: bulk send
Sometimes one document needs a separate signed copy from each of many people: a handbook acknowledgment for every employee, a consent form for every parent, a policy update for every contractor. That is what bulk send is for. You upload the document once, give it a list of recipients, and each person gets their own copy to sign.
Bulk send is a feature of larger e-signature plans. DocuSign offers it from its Business Pro plan, and Dropbox Sign from its Standard plan, both priced per user. See DocuSign pricing for what that costs at list price.
Salsox does not offer bulk send. A Salsox document can go to up to 10 recipients, each with their own link, so it suits a contract between a few parties, not a mailing to fifty. If you regularly need many separate copies of the same document, a tool with bulk send is the better fit.
Keeping multiple documents organised
Whatever the volume, a few habits keep it manageable:
- Titles that say what and who. "NDA – Boateng Studio" beats "NDA (3)".
- One status view. An e-signature service shows which documents are waiting, completed or expired, so you are not keeping a spreadsheet.
- Expiry dates. An unsigned document from three months ago should not be signable today.
- Automatic reminders. Salsox reminds unsigned signers every three days, so you only chase the ones who are stuck.
- A regular export. Keep signed PDFs and audit trails with your other records. Salsox exports all of them in one ZIP, on any plan.
Start sending
For a contract and its schedules going to one client, a combined PDF in one document is the simplest route. You can create a free account and send 3 documents a month, or compare paid plans, which have no document count, on the pricing page. For a step-by-step walkthrough of a single contract, see how to sign a contract online.
Frequently asked questions
Can I sign several PDFs at once?
If you are the signer, sign each one; a saved signature makes it quick. If the documents go to the same person together, combine them into one PDF so they sign once, in one place.
What is bulk send?
Bulk send sends one document to many recipients at once, each getting their own copy to sign, such as a policy update to every employee. DocuSign offers it from Business Pro; Dropbox Sign from Standard.
Does Salsox have bulk send?
No. Each Salsox document goes to up to 10 recipients. For many separate copies of the same document, a tool with bulk send fits better.
Should I combine documents into one PDF before sending?
When the same people sign all of them at the same time, yes: one link, one signing session, one audit trail. Keep them separate when different people sign different documents.