Keep a Book Journal with Day One and Apple Shortcuts

One of the easiest ways to get more out of the books you read is to keep a journal. When you take notes, you’re not just passively reading; you’re reshaping the material in your own words, deepening your comprehension and the connections in your brain. These notes become a record you can revisit to refresh your memory and make recall easier.

I’ve used Day One as my journal for years, but I only recently discovered how well it works to keep my notes and favorite passages from my reading.

Day One is a leading journaling app for the Mac, iPad, iPhone, Android, and most recently for Windows. Journals are protected from prying eyes using secure end-to-end encryption. Prompts and suggestions help remove writer’s block about what to share. The app makes it simple to create an entry from a photo, from your Apple Watch, from a location you visited, and many other ways that remove the friction from keeping a journal. I liked Day One so much that I transcribed a dozen old paper journals to have a complete digital record of my life in the app.

These Vagabond Shoes

We are sitting on a bench in Madison Square Park in the Flatiron District. Buildings encircle this urban oasis, framed by a blue New York sky. It is our last day in the city, and we have been walking all morning. Small dogs in fancy coats trot by us with their owners. The din of the city is somehow a comfort, like ocean surf. The temperature hovers around 30 degrees Fahrenheit, yet I feel warm in the sunlight, layered as I am in cold weather gear. Lisa sits beside me, taking it all in.

“Would you ever think of moving here permanently?” I ask. It’s a common question we pose when we travel.

“Oh, yeah,” she says without any hesitation. “I’ve always been a city girl.” Her face glows in the chilly air.

When we retired four years ago in our mid-50s, it seemed as if we had life by the tail. We sold the house and moved aboard our 43’ ocean-going trawler, set on exploring the world at a sedate six miles an hour. I’ve always loved the water, and getting this chance to cast off the bowlines was a lifelong dream. We built a home in Arizona in a 55+ retirement community as a mere precaution, a refuge from the soggy Pacific Northwest winters. Snowbirds, or maybe seagulls, might have better described us.

But a family tragedy dashed those plans. Crushed and grief-stricken, we sold the boat and stayed put in Arizona these past three years. We made friends and enjoyed the newness and comforts of a planned community that sprouted from nothing in the desert. Mostly, we worked on finding meaning in an unthinkable loss. …

Reflections on Reading The Story of Civilization

This month, I finished a multi-year reading of Will and Ariel Durant’s The Story of Civilization, an eleven-volume opus considered one of the finest narratives of world history ever written.

Durant published the first volume in 1935 when he had just turned 50. The tenth volume, Rousseau and Revolution, won the Pulitzer Prize for general non-fiction in 1968. Will and Ariel, his spouse and co-author, published the final volume in 1975, a culmination of forty years of writing and scholarship. No author’s body of work has even come close to the scope and duration of this epic history set. Excluding reference notes, the text spans ten thousand pages, covering human civilization from the earliest recorded history through Napoleon’s meteoric rise and fall. …

On Notebooks and Pens

A few weeks ago, I came across a blog post about the author’s reasons for switching to a different everyday-carry notebook. I love posts like these, and this one had me clicking on websites, blog posts, and videos about notebooks and pens until long past bedtime.

For some, it can be difficult to resist the possibility that a new notebook or pen might help squeeze more insightful words onto a blank page. There’s a reason I highlighted this passage from Todd Henry’s Daily Creative:

Sometimes the feel of a new tool in your hands is all it takes to create a spark: a new keyboard for your computer, a new pen or notebook. There’s no magic in the tool; it’s how the new tool makes you feel about working, how it invites you back into your craft.

I love digital note-taking and spend a lot of time organizing and linking my reading and knowledge notes. But I sometimes question whether that investment will ever pay off.

Elevate Your Online Reading with Matter

I love the idea of a read-it-later app. The premise is simple: Save articles and blog posts that arise throughout the day with a single tap and read them later when you have the time. This way, you stay focused and never worry about misplacing or forgetting an important article.

A good read-it-later app can transform almost any web article into a clean, ad-free format with a consistent layout and font. It organizes newsletter subscriptions without clogging email inboxes. The best ones allow highlighting and annotations that carry over to popular note-taking apps.

The biggest problem with read-it-later apps is that saving articles is too easy. All those well-intentioned essays and posts languish in your queue, unread. You feel guilty about not reading them, so you archive everything and start over, only to repeat the process. And, maybe even worse, you end up reading the wrong articles.

Why Blogs Matter

This blog had its tenth birthday last July, and I forgot to celebrate.

I had no idea what I was doing when I shared that first essay in 2014. Since then, I’ve written about a hundred more posts. Each is now swirling around the ether, a faint signal in the noise for those who share an interest in keeping a journal, or reading great books, or managing finances on a Mac, or taking better notes. Or being a better father, or living aboard a boat, or suffering an unimaginable loss.

An odd assortment, I know.

Readers from sixty countries have visited my blog. I have corresponded with dozens of people with questions or comments about what I’ve written. I’ve also become friends with other bloggers who care deeply about many of the same things. It’s a marvel of the internet age that we have this medium to find each other, rare and valuable needles in an unending hayloft.

My Year of Reading in 2024

I read 53 books last year, split about evenly between physical and e-books, and listened to just one audiobook. I usually listen to 10 -15 audiobooks a year, but in 2024, I decided to leave the AirPods behind on long walks to be more present. This felt like a fair exchange.

Favorites

The best non-fiction book I read last year was An Immense World by Ed Yong. The book shares how other animals sense the world in ways humans cannot. The book covers dozens of species, from an elephant’s incredible sense of smell to how spiders sense and surf on electric charges in the Earth’s atmosphere. You can’t read these amazing stories without shifting uncomfortably in your chair. We think we understand reality but are too limited by our senses. We are not seeing the whole picture. This is a mind-expanding book.

Celebrating Three Years of Sobriety

I passed my third anniversary of giving up alcohol today. I thought I would share some background on this milestone and why I decided to stop drinking.

I have a long history with alcohol.  Maybe it’s the genetics mapped deep in my Irish blood or an inheritance from longstanding tradition, but alcoholism runs in the family, near and far. I can’t think of a time in my life that wasn’t steeped in the rituals of drinking. 

I met the love of my life in a dive bar. Most of my proudest accomplishments and favorite moments were punctuated with a celebration beer or glass of wine. An early love of Hemingway surely contributed to an interweaving of my very identity with alcohol. If I closed my eyes and pictured my true self in my natural element, it was cozied up to a dimly lit bar with a whiskey on the rocks in a brown, brown study.

How A Hidden Feature in Bear Changed the Way I Review Notes

This is the second of what might become a series of posts about how I use the Bear app to improve how I leverage notes in my reading and thinking. This is not a topic that will interest many, but writing a blog offers its indulgences. Unless your interests lie in the nerdier aspects of note-taking systems, you can safely skip this one.

If you told me a year ago that I’d write a blog post about the power of Apple widgets, I wouldn’t have believed you. But here I am—writing a blog post about Apple widgets.

You might be asking, what are you even talking about? What are widgets? Apple introduced these quirky appendages in 2020 as a way to present information from apps on the home screen of your iPhone, iPad, or Mac. The most popular widgets provide information about weather, stocks, and news. My reaction back then was decidedly ho-hum. Why would I want to clutter the precious real estate of my iPhone screen when I could just open the app?

A particular kind of widget in Bear 2 finally convinced me of their value.

In January, I switched from Craft to Bear 2 for my reading and knowledge notes. I shared why I chose Bear in this post. The switch went so well that I soon brought over my journal from Day One and my writing from Ulysses. For the past four months, almost everything I’ve written has started and ended in Bear.

The End of Private Libraries

There seem to be two kinds of people on this earth—those who love books and everyone else. The bookish have always been far outnumbered, and the gap must be widening in this age of endless digital entertainment. I count myself among the proud minority, but a book, of all things, has brought into question my lifelong practice of keeping a private library.

A recent acquisition illustrates the issue.

“Didn’t you just read this on your Kindle,” Lisa asks me as she flips through the book I’ve brought home.

I dislike direct questioning about my book-buying habits. It feels like the pointed inquiries on medical questionnaires about alcohol consumption.

“Yeah, but I liked it so much I wanted the hard copy,” I tell her.

The fact is, I will likely never read this book, even though I did enjoy it. I bought the book because I like having a visual, tangible record of the time this book and I spent together. I like scanning my shelves and seeing proof of a rich reading life. I like the way a roomful of books makes me feel about myself. Besides, I tell myself, there are worse ways to spend money.

Bear 2 for Writing and Thinking

For the past six weeks, I’ve been evaluating an app to replace Craft for my reading notes.  This post shares the reasons I’m moving away from Craft and why Bear 2 might be the best app around for writing and thinking on the Mac and iPad.

Craft and the Value of Connected Notes

I use Craft to capture the notes, quotes, and wisdom I’ve gleaned from reading and studying.  Before Craft, these notes languished in the margins of books or notecards stuffed in a file box.  In three years with Craft, I have written almost four hundred reading notes linked to several hundred dedicated theme notes, creating what is unfortunately called in personal knowledge management circles a “second brain.” 

The lofty promises of automatic insights from smart note-taking tools are mostly overblown.  I still resort to notecards or a paper notebook when I’m forced to really concentrate. A digital tool does solve the issue of near-instant retrieval, though, and there is goodness in gathering notes together in a trusted system. 

Reading The Story of Civilization

In the spring of last year, I started reading The Story of Civilization by Will and Ariel Durant. This is no quick undertaking. Spanning eleven volumes and 10,000 pages, it will take me the rest of this year to finish.

The first volume was published in 1935 when Durant had just turned 50. He published the final volume forty years later. Midway through these decades of writing, Will’s wife Ariel became a co-author and active collaborator in this epic undertaking. Together, they read an average of five hundred books as research for each published volume.

The Story of Civilization is regarded as one of the most compelling narratives of world history ever written. The tenth volume, Rousseau and Revolution, won the Pulitzer Prize for general non-fiction in 1968. Goodreads currently gives these books a 4.4 out of 5. Such a high rating is rare, which indicates how readers truly admire the series. Essayist Jamie Todd Rubin chose these as the sole books to take along to his proverbial desert island, which was all the prompting I needed to start this adventure.

My Two Journals

I surprised myself a little over a year ago by writing in a paper journal every morning. The surprise wasn’t that I was keeping a journal but that I was doing it by hand. I had been using the Day One journaling app to record my private thoughts for over a decade. But this was no ordinary year. After suffering an immeasurable loss, I yearned for the comfort that sometimes only flows from pen and paper.

Yet what’s even more surprising is that this was no momentary whim. I’ve kept up this daily habit of scribbling in a notebook in the morning and typing in Day One at night for over a year now. And I think I’ve pieced together why, for me, the combination of analog and digital writing has developed into the best possible journaling experience.

The Benefits of Journaling

Keeping a journal promotes mindfulness, reduces stress and anxiety, improves memory, and can enhance creativity. Journaling can also help you heal from profound loss, providing solace, catharsis, and a means to explore feelings that might otherwise get suppressed. When my son was killed in a motorcycle accident a little over a year ago, I turned to my journal as a way to process my grief.

Quicken Classic for Mac – A Long-time User Review

I’ve used some version of Quicken for 35 years. That puts me in a stodgy demographic that manages money in a certain “this is how I’ve always done it” way. For the uninitiated, Quicken is a personal finance software program that helps manage your checkbook and credit cards, pay your bills, keep to a budget, and track investments. It’s available on Windows and Mac, though there are differences in capabilities between the two. There are companion apps for iPhone and iPad, but they feel like afterthoughts, lacking key functionality of the desktop software. Quicken Classic is sold as an annual subscription across three offerings: Deluxe, Premier, and the recently released Business and Personal edition.

Seven years ago, I switched from Quicken Premier for Windows to the less capable Mac version. I’ve written previous blog posts about using Quicken on the Mac: in early 2018 when I switched and follow-on updates in 2019 and 2020. In large part, I was critical of the Mac version of the software, particularly its inability to export investment data.

In the intervening four years since my last post, Quicken has improved in many ways, including the ability to export all its data, including investments, to Quicken for Windows. With this critical functionality in place, I thought it was time to provide an updated and favorable review of the Mac version of Quicken and how I rely on it to manage almost every aspect of my financial life.

My Year in Reading

I read 75 books in 2023, my high water mark for the most reading in a year. Books have always been like a warm blanket, and I needed that comfort during a most challenging year.

You think your pain and your heartbreak are unprecedented in the history of the world, but then you read. — James Baldwin

I took on some ambitious books during the year. I read Tolstoy’s Anna Karenina, which has long been on my to-be-read pile. I read a new translation of The Odyssey after having last followed the plight of heroic Odysseus some thirty years ago. I am tackling a multi-year reading of Will and Ariel Durant’s epic eleven-volume Story of Civilization. I inherited these books from my Grandmother twenty-five years ago, and I have finally found the time to read them. Discovering her careful handwriting in the margins of these books has revealed a new and somewhat startling side to my prim and proper Grandmother. What you mark and highlight says a lot about your thoughts and beliefs. It’s like a second history is being told in these pages. I’ve decided to leave my own trail of marginalia for my daughter, should she find the patience and fortitude to complete this generational journey herself one day.

A Slow Read of The Story of Civilization

 

The Curiosity of Micro.blog

How I fell into a trance with the Indy blog service, Micro.blog, is a curious story.

I received a renewal invoice from HostGator notifying me that the cost of my bi-annual web hosting service was going up 58%. Quick math informed me that I was paying too much for a personal blog. Surely there must be a less expensive alternative? That question led me down many paths, most leading me in circles.

Moving to WordPress.com seemed like a good idea until I realized its plug-in-enabled service made even HostGator’s renewal price seem like a steal. I considered Medium and Substack, but their continual pestering readers to subscribe to their respective services didn’t mesh with my belief in the value of an open internet. Many other competing web hosting services offered attractive short-term teaser rates but would require constant leapfrogging from service to service to remain affordable.

One service — Micro.blog — caught my attention briefly. $5 a month for hosting your blog with your own domain, a federated service that automated cross-posting to all sorts of other sites, and a blogging platform that allowed you to publish both long essays and short tweet-like updates to a timeline with no ads and no algorithms. No spam, no trolls. No fake news. Just old-fashioned blogging.

The Wastelands

Grieving the loss of a child is a journey through wastelands you never expected to cross. Unlike every other challenge you’ve ever faced, there is no easy way through a loss like this. You stumble and fall. You curse. You are hobbled and bloody. You are not sure of the way. You might be going in circles.

The truth is everyone suffers in this life. It’s our lot to take the awful with the beautiful. We all must face it. In a perfect world, your mom wouldn’t forget you in the fog of Alzheimer’s Disease. You wouldn’t lose a dear friend to cancer in the prime of her life. Your son wouldn’t die in a motorcycle accident before his twenty-first birthday.

In the months before we lost Connor, we crossed a high wire of reinvention. We retired from our careers. We sold our long-time family home and said goodbye to a lifetime of friends on Vashon Island. We bought a winter home in Arizona with the half-sane plan of living a life split between the summer sea and the winter desert. For half the year, home was where we’d drop the anchor.

Reinvention might come easier for some. I felt like a reluctant hermit crab who knows he must shift to a new shell to survive but dreads the transfer. The plans were years in the making. And just at that vulnerable juncture between one shell and the other, that final letting go of the safety and security of the familiar for the heady promise of a new life, a tsunami upends everything, stranding this naked, scared crab, its tiny claws raised as if to fight the wind and water and waves.

All Good Things

After five years of amazing adventures aboard our Nordhavn trawler MV Indiscretion, we’ve decided it’s time for a change. We are coming off the water.

We didn’t plan on this. We dreamed for decades to be at this very spot in our lives — casting off the bowlines to explore the world under our own keel at the unhurried pace of seven knots. But life doesn’t always work out like you hoped.

On September 27th, 2022, our son Connor was killed in a motorcycle accident in Colorado Springs. A car pulled out in front of him on a busy street a half mile from his apartment. He was just twenty years old.

After Connor’s death, reeling with loss, we took what would be our final cruise aboard Indiscretion. We were in shock and did not know what else to do. If any solace were possible for our crushed family, we thought it must be found in the harbors and bays of our beloved San Juan Islands. Our daughter accompanied us, and her partner joined a week later. We met up with dear friends from MV Fortitude and MV Equinox who helped distract us from our misery with companionship and love. Still, every anchorage, every island hike, every trip ashore in the tender, every sunset and moonrise — all of it reminded us of Connor’s absence. We found peace but agony too, as this new reality sunk in.

Connor and Lisa
Connor and Lisa

We put the boat away in November and headed south to our new winter home here in Arizona. We’ve spent these past months wondering how we move forward after such a tragedy.

Each time we discussed our return in the spring, we both felt despondent. Our plans to cruise to Alaska this summer felt empty and joyless. Despite our love for the pristine cruising grounds of the Salish Sea and our wonderful boat friends we’ve met along the way, we just couldn’t imagine resuming our life afloat.

Connor spent his youth sailing and boating with us, and the reminder of the memories we made together is simply too painful. In this new grief-stricken world, returning to the familiar and comfortable fills us with dread; we need to invent a new life that won’t constantly remind us of our loss. And maybe, in the process, allow us to accept what feels unacceptable.

These precious moments  …
These precious moments …

Here’s a lesson for us all. Despite our best wishes and plans, life is incredibly uncertain. We don’t know what the future may bring. No one does. We insist on having it all figured out before acting on our dreams. But sometimes, before the plan is perfected, the unthinkable changes everything. If there’s one bit of advice I could offer, it’s this: don’t wait. Go sooner. Better yet, go now. Right now is all we have. You may not get another chance.

The greatest obstacle to living is expectancy, which hangs upon tomorrow and loses today. You are arranging what lies in Fortune’s control, and abandoning what lies in yours. What are you looking at? To what goal are you straining? The whole future lies in uncertainty: live immediately.  — Seneca

We aren’t saying goodbye to adventure. That’s the last thing Connor would have wanted. Instead, we’ve decided to pivot in a direction that will honor his memory and allow us the chance to heal without the constant reminder of our loss. In the last two years of his life, he developed a passion for off-roading in his Jeep. He and his friends would take old forest service roads deep into the Colorado mountains, looking for challenging routes that might tax the 4×4’s crawling capabilities. The battered underside of his Jeep proves he pushed that vehicle to its limits. We treasure the selfies he sent us from the summits of his off-road adventures, the vivid blue sky and Rocky Mountain vistas framing his smiling delight.

Connor and his Jeep
Connor and his Jeep

In that spirit, we bought an off-road capable RV, more akin to a camper van than a plush motorhome, that we’ll use to explore the deserts and mountains that Connor grew to love in the last years of his life. We’ve never been a fan of crowded RV parks, so we chose a rig that can take us far off the beaten path — boondocking as it’s known in RV vernacular — the boating equivalent of dropping the hook in a secluded anchorage. On some trips, we’ll tow Connor’s old Jeep to seek out the otherwise unreachable places he would have loved to see. It comforts us that we’ll follow a path our son would have taken had he lived.

New adventures.
New adventures.

As we close this chapter, we are grateful for the adventures and friendships we enjoyed during our five years of trawler life. Joining the Nordhavn family, even aboard one of the smallest vessels in the fleet, was both a privilege and a joy. I learned so much from the many experienced captains and marine experts who freely shared their wisdom with me time and again. I felt like I was getting to the point where my growing skills and talents could be paid forward to the newest crop of skippers. And oh, will we miss the friends we met along the way. I have to trust that our paths will somehow cross again in the future.

We are incredibly grateful to Devin Zwick of Nordhavn Northwest. In all my years of boating, I’ve rarely encountered a more capable, knowledgeable and compassionate yacht professional. Devin personally skippered the boat from her slip in Seattle to Anacortes, oversaw her annual haul-out, worked with me remotely to iron out the logistics and terms of the sale, and found a terrific new owner for Indiscretion — all in the course of a few short weeks. They say the happiest days in a skipper’s life are when he buys and sells a boat. This is surely not the case with Indiscretion. We dearly love this trawler. But Devin worked extremely hard to make the process as seamless for us as possible. For most people, there’s an “oh shit, what have I done” moment before you sign the papers to buy a boat, particularly one as expensive as a Nordhavn trawler. Our story should lessen the uneasiness for those about to make this plunge. Believe me, that spreadsheet you keep studying won’t help you. Go for it. You only pass this way once.

I kept this blog as a way to share my amazement and good fortune at having the chance to operate and cruise aboard a little ship like Indiscretion. Many nights I sat in the darkened pilothouse when everyone was already asleep, listening to the sounds of the wind, watching the moonlight on the water and the spin of the lights on shore as we circled our anchor, feeling utterly incredulous at my luck. I hope these posts have been informative and inspiring to others who also feel drawn to the wildness and tranquility of the ocean.

And who knows? I’ve skippered a boat for most of my adult life. We might find our way back to the shore one day when the pull of the saltwater in our veins overtakes the grief in our hearts. In a world where nothing is certain, anything is possible.

A Father’s Grief

This is the most difficult thing I’ve ever written. I’m sharing this partly because I hope that releasing these words will provide some catharsis from the excruciating pain I have carried around these last months. Perhaps the sentiments I’ve conveyed here can be a small comfort to someone who has experienced a similar tragedy. I also know that people are worried about us, about me. Consider this an abbreviated journal of our past one hundred days. Unlike anything else I’ve written, this one contains no epiphany, enlightenment, or happy ending. This one is mired in the messy middle of heartbreak and loss.

On the night of September 27th, our son Connor died in a motorcycle accident in Colorado Springs. A car pulled out in front of him on a busy street a half mile from his apartment. He was killed instantly in the crash. He was riding a motorcycle he had owned for just one day. He was twenty years old.

I mentally replay the call we received from the coroner’s office in the wee hours of September 28th over and over and over again, my mind trying to push this all away, to wake up from the darkest, longest nightmare of my life.

Shilshole Marina — The Voyage Home

Kicking back in the cockpit of Indiscretion on this fine May evening, I’ve been thinking about how life has a way of circling back on itself in strange, unexpected ways.

We’ve been settled in our new slip at Shilshole Marina in Seattle for a month now as we finalize the sale of our Vashon Island home. After all the frenetic activity involved in readying a house to sell, it feels good just to be still and observe the hustle and bustle that surrounds us here, in what surely must be the very center of the trawler universe. …

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