PDFOutliner

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PDFOutliner can auto-magically add a table of contents (TOC) to your PDF. The app provides powerful tools to quickly build and edit a TOC in a PDF.
​You can use PDFOutliner to:
  • Add a TOC to PDFs exported by Pages.app
  • Clean up messy TOC provided by PDF’s original publisher
  • Organize multipage scanned documents in a PDF
  • Build a TOC for a PDF built from scanned or OCR pages, and other use cases.​
Browse the PDFOutliner User Guide online or download as PDF (26 MB, 23 pages).

Tutorials
  • Go to all PDFOutliner tutorials
    • Manually add TOC entries to a PDF's table of contents tutorial
    • Use printed page numbers in a scanned PDF tutorial
    • Add precise links using the Bullseye technique tutorial
  • Efficiently add a TOC to a PDF regularly exported by Ulysses using the new font set technique in PDFOutliner 1.5, see blog post
​See Release Notes for PDFOutliner.
  • Version 1.7.3 released February 15, 2022.
  • Version 1.7 released June 23, 2020.
  • Version 1.6 released August 18, 2019.
  • Version 1.5.2 released May 1, 2019.
Updated February 2022. Requires macOS 10.10+.​

Automagically add a table of contents to your PDF

PDFOutliner can intelligently build a table of contents for your PDF by analyzing the fonts used in the document. Or, you can specify your own font set to prescribe how headings should be mapped to build a TOC.

Specify your own font sets to build TOCs efficiently

Create font sets within the app by selecting sample headings in the PDF, and save the set as editable plain text files. When you've got another PDF with identical heading fonts, load the font set from disk, and let PDFOutliner automatically build the TOC for the new PDF.

Edit the table of contents using powerful tools

Select multiple TOC items and edit the text such as renaming, or adding a prefix or suffix. Clean up the TOC to make it really useful when browsing even in a narrow sidebar or on mobile devices with limited screen sizes.