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Digitizing My Journals With Evernote

6 February 2026

Inspired by this article about how John Steinbeck used his diary while writing The Grapes of Wrath, I’ve been documenting my progress in researching and writing my non-fiction book in my daily journals. My journals are much more interesting as a result!

I then photograph my journal entries related to my book and use Evernote to transcribe them. Longtime readers know I’m an Evernote evangelist and use it for everything. I love it even more since Evernote actually transcribes my handwriting!

Authors who write in longhand could use this process to quickly generate editable text rather than having someone laboriously type it.

I store these transcriptions in the Evernote notebook I created to house my book’s 1900+ (and counting!) research notes.

I tag the journal entries to be able to easily find them later. Once I launch the web site for the book, I’ll re-purpose all my journal entries into a new blog devoted to the book! The blog will certainly improve my SEO ranking for my book’s topic.

Since I was already doing that, I thought, “Why not transcribe the entire journal entry?”

 

4-shelf bookcase with most shelves full of journals, with some small pictures and personal items sharing the space. Some Statue of Liberty pictures and Lego kits sit on the top shelf.
26+ years of my journals (a few volumes temporarily are elsewhere), plus a minor NYC/Statue of Liberty collection that includes 3 Lego kits and a framed print of James Cook’s incredible typewriter art

On 12/14/25, I finally embarked on my long-held dream of digitizing my handwritten journals! I started keeping a regular journal on 8/28/99 and now am writing in book 86.

Over the years, Drew and I have looked for the best method to accomplish this task:

  • I ruled out using my flatbed scanner because it takes too long to actually scan, plus you have to sit there with it and turn pages.
  • I want to keep my journals intact, so that eliminated my super speedy Epson ES-500W from contention. I often use that scanner to create PDFs of Public Domain texts after Drew disassembles the book from the spine. I outlined my steps to perform OCR and otherwise optimize the scanned PDF in step 3 of Planning Your Trip to Public Domain World.
  • Reviews of hand scanners made them seem unreliable and persnickety to use.
  • The CamScanner app could do the scanning, but it doesn’t recognize handwriting.
  • Several years ago, we bought a CZUR book scanner when they first came out. It also seemed to take too long to scan and was cumbersome to use, so we sold it. The CZUR ET24 Pro machine looks very impressive, but it also doesn’t recognize handwriting.

Since Evernote recognizes handwriting, I’m excited to use it to digitize my journals.

Here’s the process I use to transcribe my handwritten text:

  1. Write my journal as usual.
  2. Take a picture with my phone’s camera of each page in the entry.
  3. Crop the saved photo(s).
  4. Share it to my computer. I AirDrop the photo between my iPhone and iMac.
  5. Open desktop Evernote. (It’s usually already running.) Evernote will transcribe images on the phone, too, but I found it to be very frustrating because it would eat up time and memory.
  6. Create a new note in the journal notebook.
  7. Drag the journal picture(s) into my Evernote note.
  8. Hover the mouse over the top right corner of the picture until the Transcribe button appears, and click it. Refer to the picture below.    .
  9. Proof Evernote’s transcription for accuracy.
  10. Create links to other entries, research, etc. that I mentioned in the journal.

Evernote's Transcribe button on a picture of handwritten text.

It’s important to check the transcription carefully against the source text. The transcription process makes mistakes, including but not limited to these errors:

  • In my handwritten text, Evernote’s transcription frequently writes the wrong numbers, whether I’ve written a time, date, or a word count.
  • It leaves out commas where I had them — almost always ignoring the Oxford comma and commas between independent clauses — and adds them where I don’t want them.
  • It adds ‘s for plural words which, as a grammarian, annoys me considerably!
  • Even with typeset text from newspapers, magazines, and books, sometimes Evernote:
    • paraphrases content
    • removes, adds, or changes words
    • makes up whole sentences entirely.

I’ve used this process in transcribing my research finds. The transcription errors become worse as an article’s length grows. I’ve learned
to break up long columns of text when I’m transcribing newspaper articles.

So far, I’ve transcribed 148 pages of my current journal and am up to date with it. I started scanning Journal 1 from 1999 and have completed a number of its entries.

With over 26 years’ worth of words to transcribe, this project will definitely take a while! I keep this quote from Leo Tolstoy in mind:

A man on a thousand mile walk has to forget his ultimate goal
and say to himself every morning:
“Today I’m going to cover 25 miles and then rest up and sleep.”

 

PS. If you’re interested in developing a journaling practice, I’ve previously written how I use my journal and things I’ve learned about adding entries to my journals. I shared some entries with their take-aways in my This Date in My History series of articles.

 

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Related posts:

  1. 6 Weeks of Showing My Work
  2. How I Use My Journal
  3. 20 Things Learned in Last 20 Years
  4. Commit to Creativity Workshop

Filed Under: Authors, Away From the Mic, Narrators Tagged With: Evernote, James Cook, journal, transcription

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