VintaSoft Imaging .NET SDK 15.2: Documentation for .NET developer
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PDF: How to add 2 digital signatures to PDF document?
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Here is C#/VB.NET code that demonstrates how to add 2 digital signatures to a PDF document:
using System.Drawing;
using System.Security.Cryptography.X509Certificates;
using Vintasoft.Imaging.Pdf;

/// <summary>
/// Adds two digital signature with text appearance to a PDF page.
/// </summary>
public class PdfPageDigitalSignatureHelper_Multi
{
    public static void Run()
    {
        // open PDF document
        using (PdfDocument document = new PdfDocument("TestDocumentToSign.pdf"))
        {
            // get the X509 certificate from .pfx-file
            using (X509Certificate2 certificate = new X509Certificate2("TestCertificate.pfx", "test"))
            {
                // create a helper that alows to add digital signature to a PDF document
                PdfPageDigitalSignatureHelper digitalSignatureHelper = new PdfPageDigitalSignatureHelper(certificate, new RectangleF(20, 20, 250, 100));

                // set the reason for signing
                digitalSignatureHelper.SigningReason = "Approve document";

                // set the signature appearance text
                digitalSignatureHelper.SignatureText = string.Format("Digitally signed by\n{0}, page 1", digitalSignatureHelper.SignerName);

                // add signature to first page
                digitalSignatureHelper.AddSignature(document, 0);

                // set the signature appearance text
                digitalSignatureHelper.SignatureText = string.Format("Digitally signed by\n{0}, page 2", digitalSignatureHelper.SignerName);

                // add signature to second page
                digitalSignatureHelper.AddSignature(document, 1);
            }

            // sign PDF document and save PDF document to the output file
            document.SaveChanges("TestDocumentToSign-signed.pdf");
        }
    }
}
Imports System.Drawing
Imports System.Security.Cryptography.X509Certificates
Imports Vintasoft.Imaging.Pdf

''' <summary>
''' Adds two digital signature with text appearance to a PDF page.
''' </summary>
Public Class PdfPageDigitalSignatureHelper_Multi
    Public Shared Sub Run()
        ' open PDF document
        Using document As New PdfDocument("TestDocumentToSign.pdf")
            ' get the X509 certificate from .pfx-file
            Using certificate As New X509Certificate2("TestCertificate.pfx", "test")
                ' create a helper that alows to add digital signature to a PDF document
                Dim digitalSignatureHelper As New PdfPageDigitalSignatureHelper(certificate, New RectangleF(20, 20, 250, 100))

                ' set the reason for signing
                digitalSignatureHelper.SigningReason = "Approve document"

                ' set the signature appearance text
                digitalSignatureHelper.SignatureText = String.Format("Digitally signed by" & vbLf & "{0}, page 1", digitalSignatureHelper.SignerName)

                ' add signature to first page
                digitalSignatureHelper.AddSignature(document, 0)

                ' set the signature appearance text
                digitalSignatureHelper.SignatureText = String.Format("Digitally signed by" & vbLf & "{0}, page 2", digitalSignatureHelper.SignerName)

                ' add signature to second page
                digitalSignatureHelper.AddSignature(document, 1)
            End Using

            ' sign PDF document and save PDF document to the output file
            document.SaveChanges("TestDocumentToSign-signed.pdf")
        End Using
    End Sub
End Class