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.
I knew that Bear’s implementation of widgets was top-notch. Widgets are an afterthought in Craft, and Obsidian doesn’t offer them at all. What I didn’t understand was that a widget exists in Bear that does something you can’t even do in the app itself: the random note widget.
Before I dive into how important the random widget has become in my notes system, let me explain the problem it solves.
The Compounding Value of Review
When I first created my connected notes system, I clarified three vital parts of the process: capturing notes and quotes from my reading; curating what I’ve gathered into the system; and compounding the knowledge and insights I’ve gleaned with regular review.
I’ve earned high marks on capture and curation. I’ve had no problem marking passages I like on my Kindle in this digital age. My physical books are filled with margin notes. And I’ve done pretty well organizing all those notes and quotes into stand-alone documents for each book I’ve read. In the Zettelkasten way, I’ve written hundreds of “permanent notes,” which are ideas or knowledge areas I’ve encountered across my reading, linked and cross-linked with other related ideas and books.
But the compounding part of the system, which consists of reviewing my notes and looking for connections and insights I might have missed — arguably the most crucial phase — had lagged. I was reminded of this when I imported my notes from Craft to Bear. I needed to correct some formatting issues, which required inspecting each note individually. There were many notes — far too many — that I hadn’t touched since writing them. What’s the point of taking notes in the first place if you don’t review them?
If you just put notes in all the time and never review them, you’ll have a lot of garbage and hidden notes. You’ll look at your software and realize you don’t use it and abandon it.
— Curtis McHale, PKM in Retrospect
An inspiration for a better review process came from my years of using ReadWise. For almost 1,000 mornings, I’ve reviewed a handful of randomly selected passages from the books and articles I’ve read using the ReadWise app on my iPhone or iPad. These bite-sized reviews are a terrific way to remember and connect with quotes that are meaningful to me.
Daily ReadWise Review
On many mornings, I’ll have an aha! moment from reading a particular passage or the coincidental benefit of seeing these random quotes strung together.
When I discovered the existence of random note widgets, I had another one of those aha! moments. What if I expanded my morning ReadWise sessions to include random book and knowledge notes from Bear?
Review Your Notes with Random Widgets in Bear
This is easy to implement in Bear. Here’s a snapshot of my dedicated Bear home screen on my iPad. I have similar screens on my iPhone and Mac.
Bear Home Screen on iPad
The random widgets (circled in red) serve as my morning reminder to review one knowledge note, book note, journal entry, and vocabulary word. Each pulls from a specific tag in Bear. Here’s an example of how this works for a knowledge note in my system:
Knowledge Note Example
Notice the two tags at the bottom of the note. The knowledge tag organizes the note, and the review/wisdom tag serves as a status. I added this by dragging and dropping all my knowledge notes onto the review/wisdom tag in the sidebar. This instant drag-and-drop tag assignment is one of Bear’s superpowers. Any note with this tag will appear in my knowledge review widget.
Here’s the magic of using a separate status tag instead of the note’s organizational tag for the random widget. Once I review the note, I delete the review/wisdom tag to remove it from the pool. This way, I never review the same note twice.
I currently have three hundred knowledge notes and four hundred book notes. It should take a year — more or less — to review each one. This cadence feels right.
I’ve written thousands of journal entries over the past forty years. I use an Apple Shortcut to pull up those I’ve written on this day over my lifetime, an excellent review method I brought to Bear from Day One. Out of those thousands of entries, I’ve tagged about three hundred as particularly insightful. These are the ones I review with my random journal widget. I may decide after a year to revisit these, or I might switch to other journal tags I’ve used in the past: fatherhood, goals, philosophical musings, etc. Keeping the review tag separate from the journal entry’s organizational tag makes these thoughtful rotations possible.
My fourth widget is a flash-card-style vocabulary review for challenging words I’ve identified in my reading.1 I’ve structured the layout of the note so the definition isn’t visible from my Home Screen. I’ve prepended the title with two colons so these notes don’t clutter up my quick-open note searches. While this works great for vocabulary, the idea could be applied to almost any study topic.
Vocabulary Review Notes in Bear
Eventually, the widgets on my home screen will appear blank, meaning I have completed a circuit through the pool of notes in that category. At this point, I’ll restart the process by dragging the current crop of notes to its appropriate review tag. Any new notes I’ve written will be added to the pool, and the virtuous cycle continues.
Make Review a Daily Habit
I’ve tried to inject substance into these morning review sessions beyond mere passive reading. I follow the outbound links. I review the incoming back-links. I prod myself with questions:
What else have I learned or considered since writing this note that I can add?
Are there other books or articles that I’ve read that relate? Or new knowledge notes I’ve created that I should link?
If it’s a knowledge note, is it still relevant? Alternatively, has it grown so large in links and backlinks that I should carve it into separate ideas?
Can anything in this note help me with what I’m working on right now?
Some reviews are quick. Others are more engaging, particularly when I come across a note from an important book I read a while ago but haven’t fully absorbed or implemented. This kind of review is one of the most valuable ways I learn to apply what I’ve read.
Setting up these widgets on my Mac and my devices took some time, but I have come to appreciate the visual reminder on my home screen. Unlike the myriad ways our devices can distract us, here’s an invitation to quietly reflect on the wisdom and lessons I’ve gathered from the writers and thinkers I admire most.
Best of all, I have a sustainable process that avoids the dreaded black hole syndrome that plagues so many well-intended note systems, and it ensures I’m getting the highest rate of return on my reading and thinking.
If you keep your notes in Bear and haven’t explored note reviews with a random widget, give it a try. If you’re not using Bear, what process do you have in place for review? Let me know in the comments below.
If you read on a Kindle, have a look at the Vocabulary Builder app on your device. It shows a history of the words you’ve looked up in the dictionary. I used this helpful online tool to export these to an Excel spreadsheet and created reviews for the words I looked up at least twice. ↩
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.
So, while Craft may not be self-aware (yet), it has helped me retain and apply more of what I read and let me inch further down the path to wisdom in the process. You can read this earlier post about how I use Craft to help me read better here.
All is not well with Craft, however. Development veered away from its original minimalist design 18 months ago to expand into the lucrative corporate note-taking market. The once pristine interface is now saddled with sharing and collaboration features that aren’t useful to me. With each update, the app gets more complicated to use.
Meanwhile, important shortcomings still need to be addressed. Craft still doesn’t offer a way to use tags to organize notes. Its search function is too dumb to look across blocks of text in a document.Note security lacks encryption or even two-factor authentication. The default font size can’t be increased, straining my tired eyes in the evening. There’s no way to create a backup of my notes database, which seems bonkers. Adding unnecessary insult, the annual subscription cost for Craft just doubled to $96 per year.
Perhaps my biggest issue with Craft is its lack of versatility. In addition to Craft, I keep my journal in Day One and write for others in Ulysses.I tried Craft for all my writing two years ago, but I missed important features and capabilities of these two purpose-built apps, and Craft’s hobbled search function made it very difficult to find anything as the volume of notes increased.
It troubles me to keep silos between my reading notes, my journal, and my public writing when there’s such potential for synergy. Many of the essays on this blog started as entries in my journal. Some were inspired by a book I had read. I am missing out on connections and insights that would be easier to grasp if my writing were centralized in one connected app.
As a result, I’ve been eyeing a new home for my reading notes that might stretch to include my journal and other longer forms of writing. One place for all my words.
A Summer with Obsidian
The obvious choice for most serious note-takers is Obsidian, an app that has exploded in popularity over the past three years. Obsidian is available on most platforms, stores everything in plain text files, takes linking and back-linking to new heights of efficiency and geekiness, and can be customized with a vast array of visual themes and function-adding plugins. Technology bloggers celebrate Obsidian’s ability to easily handle their notes, journaling, and writing.
I spent two months trying out Obsidian as a replacement for Craft last summer. I found the learning curve treacherously steep. For Mac users, the Electron interface is a confusing jumble, reminiscent of my early days with WordPerfect. Persistence and grit are rewarded with a powerful, capable notes app that can do almost anything. Readwise integration works like magic. Obsidian easily handled my 4,000 journal entries from Day One and allowed me to create links between my reading notes and journal without hampering performance or search. Obsidian is continually updated with new features to improve its note-taking capabilities.It truly is a fantastic tool led by a conscientious, values-first team.
I wanted to love Obsidian, and the nerdiest part of me still does.But all that power and customization led to continual tinkering. I experimented endlessly with themes and plugins to perfect my system. I spent hours watching YouTube videos to figure out ways to automate more and more elements of my note-taking. I became proficient with the query programming language of the DataView plugin. Updates to the app and its plugins were frequent but rarely in sync, which resulted in crashes and performance problems that required my attention. The iPad and iPhone apps were slow to open, buggy, and sometimes unusable. Worst of all, I mistook futzing with the app for actual, productive work. I became bedazzled by the technology in the way the hammer shapes the hand.I’m sure at one point or another, I referred to Obsidian as My Precious. In the words of Roland Deschain, I had forgotten the face of my father.
Obsidian may be the perfect app for many, or even most. Just not me.I packed up my notes and returned to Craft.
What’s Important to Me
A weakness in people interested in note-taking apps is the shiny object syndrome. We’re always looking for the next app that will perfect our note-taking system, which is often just procrastination from doing the more challenging work of thinking and writing.I don’t want to be that guy who keeps changing apps or, heaven forbid, only writes about changing apps.
To guide me, I needed to settle on the things that mattered most in a note-taking and writing app:
Intuitive design. I appreciate uncluttered apps that allow me to focus on my words rather than the tool. Minimalist designs appeal the most to me, particularly those that adhere to Apple’s interface rules for the Mac and iPad.
Note linking. The app must be able to link one note to another and show incoming links from other notes.
iPad and iPhone. The app must offer iPad and iPhone apps with feature parity to its desktop app. I do 90% of my writing on an iPad Pro. I review reading notes and drafts of blog posts on an iPad Mini. I frequently capture notes and ideas on my iPhone.The app has got to support all this.
Fast. The app must open quickly, support markdown, and allow keyboard shortcuts to write and navigate my notes.
Search. It must be easy to find notes with simple but effective searching technology.
Versatility.The ideal app handles note-taking, journaling, and longer-form writing without too much compromise of using dedicated (but siloed) apps.
Stability.The last thing I need when I’m trying to capture a fleeting thought is a frozen screen, a crash, or having to update the app again before I can use it. Frequent interface changes for no good reason drive me up the wall.
Reasonable cost. Any monthly or annual subscription cost must match the value received.
Future proof. The tool stores my writing in plain markdown text files or has robust and trusted export capabilities that provide access to my content easily in the future, regardless of the app.
These criteria helped narrow my selection to just a handful of possibilities.One familiar name kept popping up.
Bear 2
The Bear app has been around for a long time.Its first public beta appeared almost ten years ago, putting it into grandfather status compared to its peers. Bear is developed by Shiny Frog, an “artisanal” software firm that makes just this one app, and only for the Mac, iPad, and iPhone.
The first version of Bear was released in 2016 and earned critical acclaim for its calming and quirky interface and ability to import and export practically any kind of notes file. I used it to tackle the chore of shuttling my notes between Craft and Obsidian.
After a concerning lull in active development, a modernized version of Bear came out last year.Bear 2 supports note linking, offline access to files, tables, tables of content, footnotes, powerful search, and note encryption.I looked at it briefly when it was first released but moved on when I learned its organizational scheme doesn’t support folders.No folders? What?
I decided I should have another look after reading 300 Times a Day, a gushing blog post about Bear written by a writer I admire. What I discovered surprised me.
Designed for Mac
First, Bear is only available on Mac and iOS devices: no Windows, Android, or even a web client.As a result, Bear is developed by Mac users who understand and leverage every aspect of the hardware and software to make it as intuitive and powerful as possible.This shows itself in myriad ways: swiping gestures on the iPad do what you expect.Intuitive keyboard commands exist for everything.It works like a Mac app.
Bear lets you add widgets to your Home Screen for instant access to a favorite note or the last few notes you edited. Sharing notes between apps is seamless. Bear makes good use of Apple Shortcuts for automating note creation.
Bear also supports the Apple Watch to capture thoughts on the go. I thought this might be a gimmick, but I have used it on walks to record notes on audiobooks that I doubtless would have forgotten otherwise.
Bear note capture on Apple Watch
Hidden Power
Beneath its calming interface lurks a set of power functions that rival and, in some cases, exceed those found in Obsidian.You can search for notes by keyword, tag, special operators, and note creation or modification time. Search results extend to the contents of PDFs and images. On the Mac, you can search and replace text within a note (a feature lacking in Craft).
Images in notes can be cropped, resized, and renamed. Any PDFs you insert show a nice preview (optional) and viewer when opened. On the iPad, annotations of PDFs with the Apple Pencil are easy to make.
Bear’s sync engine relies on Apple’s CloudKit technology. In my short time with Bear, syncing notes between my Mac, iPad, and iPhone has been fast and error-free. All notes are encrypted with Apple’s private keys, meaning Bear has no access to my data. The app can be password protected, and individual notes can be further secured with a password. In contrast, none of my notes in Craft were encrypted or even protected with two-factor authentication. A Craft employee or ambitious hacker could read all my notes.In Obsidian, notes are stored as a simple folder of text files, available to anyone with physical access to my computer. To me, Bear feels like the most secure of the bunch.
You can create a complete backup of your Bear notes. It might seem basic, but this was one of my sore spots with Craft that failed to offer any way to back my system other than a raw markdown export of notes.
Import and export functions are truly world-class. Built-in importers exist for Day One, Obsidian, Evernote, TextBundle, and folders of Markdown files.You can export to TextBundle and Markdown as well. If you have PDFs and images in an Obsidian vault, Bear is one of the only apps I know that can import these without breaking attachment links. Documents can be shared in PDF, HTML, RTF, DOCX, and ePub formats.
I imported my Day One journal into Bear as a test of performance. Importing 4,000 journal entries and over 1,000 images and PDFs took under three minutes. Tags from Day One came over flawlessly.Searching those journal entries was lightning fast, and I successfully retrieved entries where the search term was embedded inside a PDF.
Each note has an information panel that displays writing statistics like word count and reading time, a table of contents, and back-links. Back-links are presented in alphabetical order and can optionally show unlinked mentions.A keyboard shortcut toggles these screens on and off.The Mac version allows you to drag the panel to the side so it stays open as you navigate your notes for reference.
Bear has the most powerful web capture of any tool I’ve used, including DevonThink. Share a web page with Bear, and it will convert it to a very presentable note, images and all. I couldn’t do that with Craft or Obsidian.
Exquisite Writing
What I like best about Bear is how it encourages thoughtful, distraction-free writing. The typography is exquisite. You can change the default font, font size, margins, line, and paragraph spacing. Pro customers can choose from 28 built-in themes, but the default, in my eyes, is perfect. With a keyboard shortcut or a quick swipe with your finger, everything disappears but your words.
Markdown symbols are hidden (if you want), and keyboard commands produce all the formatting if you prefer to not type the symbols.You can add footnotes, tables, images, external links, bullet and numbered lists, and quoted passages from a tool palette that pops up as you need it.
Tags
Bear’s organization scheme relies on tags, not folders.This was initially difficult for me to wrap my brain around. I’ve been using folders to store computer stuff for decades.Yet the implementation of tags in Bear is intuitive and powerful.The tags from my Day One journal populated in Bear, and I could nest these under a parent tag called journal by just editing the tag name. Hundreds of notes were updated with the new nested tag name in a couple of keystrokes. In short order, I recreated my folder system from Craft as nested tags in Bear.Tags offer the added benefit of allowing notes to appear in more than one place in your system simply by adding a tag.Working with tags these last six weeks, I no longer see the need for folders, which I guess is what Bear is getting at with their tags-only organization.
Here’s a high-level view of my tags in Bear. You can select custom icons for each, some of which are initially set based on the tag name. Check out what Bear suggested for my “drafts” tag nested under Writing. Only a Mac developer would pay this level of attention to detail and poke fun at the same time.
Tags and screen layout on the Mac in Bear 2
Cost
The pricing for Bear 2 is simple and fair. $2.99 per month or $29.99 per year for all its Pro features. Bear offers a free seven-day free trial.
A Wish List
There are a few areas where Bear falls behind Craft and/or Obsidian that do matter to me.
Better control over back-link presentation.Bear’s back-links are shown in a separate window without any ability to change the sort order. This could be better. Even without unlinked mentions, Craft’s in-note presentation of backlinks is better than Bear or Obsidian.
Templates. Bear doesn’t yet offer the ability to create a new note using a template like Obsidian and Craft. I miss this feature, though it’s not that difficult to copy and paste from a template note. I’ve created my most frequently used templates using Apple Shortcuts, but it would be nice if Bear had the function built in as a keyboard command.
Improved persistence in note links.I experienced what must be a bug when I inadvertently created a note with a name that already existed in my system. Links to the existing note were redirected to the new note without any notice or warning message. If I deleted the new note, all links created for the original note were erased.This could create some serious data loss issues if not corrected.Until this is fixed, I am mindful of naming new notes in Bear.
Version history. With Craft and Obsidian (with its premium sync service), revisions to individual notes are tracked and can be restored from a prior version with just a few clicks. This does not exist in Bear.
Quick open gesture.Bear’s quick open gesture on an iPhone or iPad requires a three finger swipe down from the top of the screen. It works but isn’t always easy to carry out, especially one-handed on an iPhone. I believe pulling down from the top of the screen, which now searches within the note, would be better for this frequently used function.
My list of desires for Bear will be shorter than others interested in document collaboration or using platforms other than Mac and iOS.Bear is working on a web version, which might satisfy some, but honestly, if you’re looking for collaboration or different platforms, Craft is still a great choice. Obsidian is hard to beat if multiple platforms, automation, and customization are essential.
Craft, Obsidian, and Bear — My Scorecard
Features
Craft
Obsidian
Bear
Intuitive Design
8
4
9
Note Linking
9
9
7
Mobile Experience
8
5
9
Performance/Stability
7
9
9
Search
5
10
10
Versatility
6
9
9
Future Proof
7
9
9
Security / Backups
3
8
9
Cost
6
8
10
Overall
6.6
7.9
9.0
Scorecard notes:
Links and Back-Links: Obsidian has world-class back-link capabilities, including unlinked mentions, but loses a point on presentation. Back-links are littered with brackets and garish yellow highlights that are difficult to read and give me headaches.
Future Proof: Craft loses points because alias wiki links revert to the original note name when exported. This export error affected nearly 100 of my Craft notes and took time to track down and correct. Obsidian ought to get a perfect ten since it stores everything in plain text, but the app lacks a TextBundle export function to preserve file links when moving to any other notes app.
Is Bear the one?
I’ve put Bear through its paces these last six weeks. I wrote a half dozen literature notes, over forty journal entries, and four blog posts. I expected Bear’s charm to wear off a little, but the joy is real. I am a little startled at how taken I am with the app.
Still, I understand Bear isn’t for everyone.It’s only available within the Apple ecosystem, lacks collaboration or web access, and can’t be customized or extended with plug-ins. It doesn’t even offer a way to organize your notes with folders.These are deal killers for most.
Steve Jobs believed that “innovation is saying ‘no’ to 1,000 things,” so you can focus all your energy on doing one thing incredibly well.The Bear team at Shiny Frog must subscribe to this view. They’ve brought a laser-like focus to making an elegant, powerful writing and notes app for the Mac, iPad, and iPhone. For some lucky minority, Bear represents note-taking nirvana, an app closer in spirit to old-school typewriters and handwritten journals than typical feature-bloated software. An app that disappears into the background, letting you zero in on the most essential thing: your words.
It’s clear that Bear can handily replace Craft as my note-taking app.I didn’t expect that Bear could so easily supplant Day One for journaling and Ulysses for writing. These are amazing, purpose-built apps that I’ve enjoyed for years. There are features I’d miss: “On this Day” reflections, journal suggestions and prompts in Day One; WordPress publication and manual sheet reordering in Ulysses. Yet, the power of having all my writing in one connected and comfortable place feels tantalizingly near.
Bear might just become my only digital tool for writing and thinking.
Questions or thoughts about Bear, Craft, or Obsidian? Leave a note in the comment section below.
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.
Why Quicken
I began my career in public accounting and held a CPA license in Washington state for over thirty years. I spent most of my career as a finance executive with a large publicly traded company, which allowed me direct experience with stock options, restricted stock units, performance shares, deferred compensation plans, and various employee benefit programs that follow that kind of employment. I’ve always tried to be disciplined when it comes to money, and I’m comfortable managing my own finances. With this background and financial situation, I have had many opportunities to evaluate and push the boundaries of Quicken as a personal finance program.
It takes time and expense to maintain a system like Quicken. Many manage their money with simpler apps or just by scanning their accounts online. For me, the effort of a system is worth it. With Quicken, I know what’s going on with my spending and income in relation to expectations every week. Every expense has a monthly budget that fits within a long-range plan. The impact of gyrations in the stock market is personalized with a press of a button. My entire financial history is accessible from Quicken’s search bar. Bills always get paid on time. Checks never bounce. I am rarely surprised at the end of a month, quarter, or year. The peace of mind I get from using Quicken far outweighs the cost.
As a disclaimer, I don’t work for Quicken or have any financial interest in the software or related services. Quicken doesn’t offer a free trial to evaluate, so unbiased reviews from actual users are helpful. I read almost everything I could find before switching to the Mac in 2018. Consider this update an act of paying it forward.
Recent Improvements
Since 2020, there have been dozens of software updates to Quicken. Unlike those early years when I first moved to the Mac, Quicken has now become a pleasure to use, and I consider it a stable, trusted system. Here are a few of the improvements that made the most significant impact on my use:
Error-free Transaction Downloading. The team at Quicken has vastly improved the technology involved in downloading transactions from banks, credit card companies, and brokerage firms. When I first used the Mac version, download errors would pop up continuously. Those days are happily behind me. I’ll go weeks and months between download errors, which seem to resolve after a day. My experience is limited to just a few institutions, so your own mileage may vary.
Investment Analysis and Dashboards. The Mac software now provides overall investment allocation between stocks, bonds, and cash, even with mutual funds that own a blend of assets. This update essentially removed the need for me to separately analyze my investments in Excel. In addition, a new dashboard provides a valuable snapshot of investment performance and holdings that rivals and, in some ways, exceeds my brokerage tools. Quicken’s investment section has become quite good.
New Investment Dashboard (Source: Quicken)
Bill Manager. Quicken has refined its bill tracking and payment capabilities in a big way. The Premier version of Quicken offers free bill paying, but I prefer to send these occasional checks directly from my bank. I use their bill manager service, though, which does some pretty innovative things. First, it can download PDF statements automatically without having to log in to the payee’s website each month and hunt around for the statement. It also automatically schedules the payment based on the due date and records in the payment register. You can make payments directly from Quicken, but my recurring bills are paid automatically, so recording the transaction is all I need. A couple of companies I pay aren’t included in Quicken’s Bill Manager service, but these can be added manually. Second, I get a nice cash balance forecast as these future bill payments are scheduled in the register, preventing possible overdrafts or shortfalls. Bill Manager solves a problem I didn’t know I had, and I’m glad I have it.
Snappy Performance. The software runs faster thanks to performance improvements, particularly with newer Silicon Macs. I use Quicken on an M1 MacBook Air and an M2 Mac Mini. Both perform exceptionally well.
Investment Data Export. Until late last year, Quicken for Mac’s export capabilities excluded investment data. This meant I could not move back to Quicken for Windows or any other competing personal finance apps without losing all my investment history. I hated having to rely on this one particular version of software for all my precious financial data. Luckily, Quicken has now fixed this shortcoming, and Mac users of the software can breathe a collective sigh of relief.
Mac Version Still Lags Windows
Despite the many improvements to the Mac version of Quicken, it still lags behind the Windows version in a few key areas:
Reporting in the Windows version is more robust, customizable, and allows comparisons to budget.
Windows Investment analysis is more in-depth with Morningstar Portfolio X-Ray and performance benchmarking.
Tax Center in Windows makes income tax planning easier by calculating estimated taxes using actual tax brackets on recorded income.
Other planning tools like Lifetime Planner, Debt Reduction, and Savings Goals haven’t made it to the Mac yet, but these tools always felt a little gimmicky. I didn’t use them on Windows, so I don’t miss them on Mac.
Quicken Risks and Alternatives
This is an interesting time for legacy software companies like Quicken. I suspect their loyal customers look a lot like me: retired or near retirement, comfortable with desktop apps, lugging along a decade or more of historical data within their app, and resistant to change.
Most new entrants into the personal finance technology space are mobile app-centric. Some don’t even offer desktop apps. Quicken has recently entered this space with its Simplify mobile app and likely believes it represents most of its future growth, which explains why it recently rebranded its desktop software to Quicken Classic.
Intuit, the former parent company of Quicken, recently announced the shutdown of its personal finance app, Mint. Mint is one of the most popular and longest-running app-based finance tools, so its demise sent shockwaves through its customer base. Indeed, this announcement caused me to look more carefully at my use of Quicken and think through what steps I would need to take if the service were similarly shuttered.
I think that the risk is relatively low. Aquiline Capital Partners acquired Quicken in 2021. Typically, private equity firms maintain ownership from five to seven years, so Quicken is in the sweet spot of ownership. Aquiline will be focused on investment and growth vs. the cost-cutting and profit harvesting that comes near the end of the investment horizon as they look to sell their asset. This is good news for Quicken’s current customers.
And yet, I can’t help but feel that users of Quicken software are on borrowed time. Highly regarded mobile apps like Monarch Money and Copilot will continue to improve and introduce more and more capabilities. Eventually, Quicken will be forced to mothball its desktop software as everything moves to the cloud and apps. This is one of the reasons I’m happy that Quicken for Mac’s export function now includes investment data. I might not need this now, but someday I will.
As a safeguard, I create and archive two export files from Quicken every quarter. One is simply the Quicken Transfer File (QFX) you can export from the file menu. I also download a CSV file of all my Quicken transactions by selecting All Transactions from the sidebar and choosing Export Register Transactions to CSV from the File menu. This yields a 60,000-row text file I can access with Excel to search and sort every transaction stored in Quicken for the past 30 years. Between these files, I’m confident I could move my history to a new finance app without too much trouble, even if Quicken stopped working altogether.
Recommendations
Quicken Classic for Mac has a lot going for it in 2024. The software is intuitive, stable, and a pleasure to use. I am pleased with Quicken’s decision to allow a complete export of my data, including investments, should I ever need it. As a Mac user, I have no desire to revert to the more capable Windows version through Parallels or some other clunky virtualization process.
Quicken’s subscription cost is fair for the value I receive, and the frequent updates are delivered almost monthly (as I write this, Quicken released Version 7.5.0, which introduced more new enhancements). Almost all personal finance apps use a subscription business model, and many are more expensive than Quicken. Buying an annual license during Black Friday sales in November can save 30-40% off the regular subscription rate.
For someone with 30 years of history with Quicken, I’m in no mood to switch platforms, given the state of the app today.
And yet, if I were just starting out, would I choose Quicken? I doubt it. From a clean slate, I would probably choose one of the more innovative mobile apps that deliver the power of personal financial management to your pocket or tablet. I plan to test drive a few of these over the coming year to better understand these next-generation tools.
Until then, Quicken for Mac will remain my everyday companion and financial advisor. If you’re a long-time Quicken for Windows user considering switching to the Mac, it’s an excellent time to make the leap.
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.
As I dug deeper for alternatives, I was reminded that HostGator not only supplied my personal blog but also housed my boat blog, our family website, their respective registered domains, and, importantly, email accounts for my entire family. Canceling HostGator would be a considerable disruption. Moving to a competing hosting service would be a chore—a big one.
After a week of researching my website options, I called HostGator about the price increase. The call took five minutes of mild negotiating. By the time I hung up, they had reduced the increase by two-thirds. It was still going up 17%, but given the cost of other services and the work involved in switching, I felt I was getting a bargain. I would keep my blog on WordPress with HostGator for another two years.
But, I kept thinking about Micro.blog.
Like many, I’ve grown distrustful of the big social media sites. I have accounts on most, but I rarely look at them or post to them. An impersonator tried to take over my Instagram account a few weeks ago. My Twitter (X?!) feed is filled with all sorts of craziness. What happened to human civility? Facebook is all ads, and God help me if I click on any of them. When a service is free, you and your posts are the product. That’s Business 101. I know there is still a lot of good on these sites, but it’s buried so deep that slogging through it fills me with despair. With all the heady promises that technology would bring us closer together, how did we end up here?
Maybe, I mused, I still needed Micro.blog after all. What if, alongside my longer posts on my regular blog, I shared the updates on Micro.blog that I used to post on social media? I kept thinking: no ads and no algorithms. No spam, no trolls, no likes, no push for followers, no sensational posts designed to go viral. Nothing goes viral on Micro.blog, so there’s no need to push fake news—just honest thoughts, pictures, and videos amidst a community of like-minded creators.
What ultimately convinced me to sign up with Micro.blog was learning about its founder, Manton Reece (@manton). I read his blog posts about the purpose of Micro.blog. I perused his manifesto on Indie Microblogging. I watched a few videos of him being interviewed, looking to me like a young Steve Jobs, clearly brilliant, explaining the social good of the service and how he and his team are trying to make the world a better place through this technology. His scorn for traditional social media is palpable. I liked him at once. He’s one of the good guys. You can tell. How could I not support this cause?
So, I have joined Micro.blog (@robertbreen). You can follow me there by clicking the menu link at the top of my home page at robertbreen.com, or you can see a summary of my latest updates on the right sidebar on most of the pages on my website. Essays and longer posts will still appear here on the regular blog. Shorter posts and updates on my travels, the books I’m reading, and the daily happenings in my life will hit Micro.blog. I hope you’ll have a look. And who knows? You might be the next to fall under the curious trance of Micro.blog and its mission to save blogging.
I’ve kept a journal for most of my adult life. I got started in my early twenties filling dozens of blank journal books. Ten years ago, I went digital with an app called Day One, and I have been using an iPad to journal since then. My journal holds thousands of entries — over a million words — spanning more than thirty years of private thoughts and memories. …
