Archive for ‘Planning’ Category
2025 Wrapped: Do An Annual Review To Design Your Best Life

The unexamined life is not worth living.
~ Socrates
WRAPPING UP PAPER DOLL’S 2025
There’s no getting away from your annual review.
It all started with an email from Spotify Wrapped. Spotify was one of the first online platforms to sum up a user’s habits and achievements for the past year, and people seem to love sharing this bit of self-knowledge. Mine tells me that my top artist was The Floating Men, a group I first saw in concert in 1993, in what we used to quaintly call record stores. I need no app rewind to know this music is the soundtrack to my life, but as a whole, it’s left to me to interpret that I haven’t listened to much new music lately (unless it’s in the background of a TikTok).

Spotify tells me my top artists and songs, how many minutes I listened, and even my listening age, which they peg at 47, not because I’m almost a dozen years more youthful than my actual age, but because I listened most to songs from the 1990s. (While Spotify didn’t bother to mention it, I’m able to see that I’m geographically diverse, with my most listened to music from the Southeastern United States, Canada, the UK, Sweden, and the Pacific Northwest.)
A few days ago, Goodreads sent me my 2025 Year in Review statistics. Breathlessly, it reported that I’d finished 37 books and 9620 pages this year (though it’s already out of date after a holiday week spending reading) and that I’m a top 10% reviewer. (I doubt that’s a qualitative description. Given the length of my blog posts, I think we can just assume it means I write really long book reviews.)

It also lets me know I’m just a handful of pages short of hitting my 2025 Goodreads Challenge goal, so I’d better finish this blog post and get back to reading!
Duolingo started emailing around Thanksgiving, and I don’t love that my year in review is only actually 11 months of data. It’s true that I faithfully studied Italian and Spanish every day of 2025. Thankfully, Duolingo’s year in review kindly avoids mentioning that I quit learning chess after two weeks because — and this is embarrassing for a professional organizer to admit — my sense of spatial orientation and ability to recall which way some pieces move was woeful.
It also ignores the fact that although I tried to learn Portuguese as well as Spanish in advance of my September travels, I somehow failed to learn that when you say thank you (obrigado or obrigada), the gendered form of the word depends on your gender, not the recipient of your gratitude. No wonder I got some funny looks at the airport when I was just trying to be polite!
Even Jimmy John’s is telling me how many (and which) sandwiches I consumed in 2025!

Entertaining and accurate as they may be, how helpful are these backward glances?
Sure, they let me easily click to brag a bit about my accomplishments, but what goes unmentioned (and without fancy graphics) is at least as important; we need to know where we fall down if we hope to get back up!
After five years of averaging close to 11,000 steps by day, I fell significantly short in 2025. Fitbit tells me when I hit my goals, but stares off into the distance and politely ignores that I’ve been slacking off a bit this year.
WordPress, my blogging platform, doesn’t make an annual review easy, and I am avoiding (and wouldn’t believe) ChatGPT in this regard. So, I had to manually count and scroll. Counting this post, I only wrote 30 completely new (non-refreshed) posts this year, versus 40+ in most years of the past half decade. Some of that was intentional, as I’d decided not to publish on holiday Mondays or while traveling, but it ignores that I also took off the entire month of October after I returned from Europe, polishing older posts but not writing new ones. It’s up to me to figure out what that means in terms of motivation and productivity.
And that’s what an annual review is all about.
THE EXAMINED LIFE: BEYOND THE STATS
What if we look beyond the numbers? Professionally, I can (and do) count how many new clients I worked with this past year, and how many “graduated.” But numbers don’t paint the full picture. When we look at the qualitative vs. the quantitative, we see trends.
When I began blogging in 2017, I was focused almost entirely on paper. Since then, I have expanded my reach each year, covering topics from financial organizing to productivity, motivation to time management. Although I work with residential as well as business clients, I tend to leave blogging about residential organizing to my excellent colleagues.
Each month, Janet Barclay curates the Productivity & Organizing Blog Carnival. I’ve been delighted to reach Megastar Blogger status, having had 50+ of my posts in monthly carnivals, and I’m working my way toward Ultimate Star status, but with only 12 months in the year, it’ll take a while to hit 100 posts.

In December, Janet curates the Best of 2025, where each participant explains why, among the posts they’ve written, they consider that one to be their best, and the definitions vary widely.
“Best” posts in the December 2025 Productivity & Organizing Blog Carnival covered a wide spectrum of topics: useful concepts about ADHD and kitchen gadget clutter, joyfully embracing change and organizing with spreadsheets, intuition vs. pro/con lists and knowing when to slow down.

Most years, I consider my “best” post based on the quality of writing or how much humor I could pack into one post. However, pressed to describe my best of 2025, I picked a post from late summer, Organize and Lower Your Medical Bills: Spot Errors, Negotiate Costs, and Save Money. Why? Because the impact current events are having on people’s finances and health means this kind of advice is useful and important. While I can count the number of views or comments on a post, I can’t quantify the value of that post vs. others.
Beyond my official “best” post, however, I tried to come up with a Paper Doll 2025 Top 10 List but only got as far as these eight:
- Paper Doll on the Power of a DONE List
- Paper Doll’s Ultimate Guide to Memento Mori and Appreciating Your Time
- Global Day of Unplugging 2025: Phones and Apps to Reduce Phone Use and Improve Your Life
- Digital Disaster Prep: How to Organize Your Tech Info Before You Need It
- How to Track, Lower, or Cancel Your Recurring Subscription-Based Bills
- Paper Doll Celebrates National Clean Off Your Desk Day
- Paper Doll’s Ultimate Guide to Organizing Yourself to Get a REAL ID
- How to Use Time Tracking to Improve Your Productivity
Why only eight? Not because I didn’t love any of the other posts, but because some were silly, some were time-specific, and mostly, because just as every mother loves her children, my posts are my babies, and when you have twins or triplets or quintuplets, you can’t easily pick among them. Thus, my Paper Doll 2025 Year in Review “best” list is eight posts — plus two series. So sue me!
- How to Use Timers for Improved Productivity and Focus — Part 1
- How to Use Timers for Improved Productivity and Focus — Part 2: Picking a Good Timer
- How to Use Timers for Improved Productivity and Focus — Part 3: Tangible Timers
- How to Use Timers for Improved Productivity and Focus — Part 4: Digital Timers
- How to Use Timers for Improved Productivity — Part 5: Hybrid Timers and Bonus Material
and
- Take Note: Paper Doll’s Guide to Organized Note-Taking (Part 1)
- Take Note: Paper Doll’s Guide to Organized Note-Taking in Lectures & Presentations (Part 2)
- Take Note: Paper Doll’s Guide to Organized Note-Taking for Learning and Creative Projects (Part 3)
EXAMINING YOUR OWN LIFE
When Socrates spoke of the lack of value of an unexamined life, he wasn’t thinking about Spotify Wrapped or “Best of” lists, of course. He knew that looking at where you’ve been is merely the first step in deciding how you will live going forward.
Find the Treasure
Over the past several years, blogging about reviewing the past year and planning for the next one, I’ve come up with a list of questions I think offer a path to living the examined life. However, once you hit December, it’s hard to recall powerful happenings closer to the beginning of the year, so you may need some assistance in your re-examination.
Start by looking at your calendar. That’s where you put the things you intended to do, so it’s a great starting framework. Most of the events on your calendar actually happened, or you would probably have crossed them off or moved them.
Many of the successes and achievements in life are unplanned, however, so try to find the mini-recaps you did all through the year, even without realizing that’s what they were.
Scroll through emails and texts you sent, and flip through the pages of your diary or journal, if you have one. Rereading messages you shared may offer insight into what mattered (and how you dealt with it) during the year.
Pull up the photo library on your phone and navigate to January 2025. Scroll forward and I bet you’ll be surprised by achievements and delights that seasoned your year.
The key is to remember more of the past year than just cold, hard statistics.
For example, after a quiet December, my initial instinct was to think that my personal year was fairly flat. However, reviewing my personal calendar and photos immediately reminded me that in addition to my big trip to Portugal and Spain, I also:
- saw Hamilton with my friend Chris,
- flew to visit Paper Mommy,
- attended my 40th high school reunion,
- road-tripped to Massachusetts for my friend Phil’s vow renewal,
- and after 15+ years of not having seen The Floating Men perform, I went to three shows!

(Perhaps we’ll need to examine how developing a gratitude practice may be the key to remembering more of the highlights of each year.)
See the Whole Picture
When I looked back at my professional year, I’d only focused on clients and blogging, but my calendar showed me the podcasts I’d appeared on and the speaking engagements I’d done. And when I went back through the emails in my “Success Folder,” I was able to read testimonials for the real change that organizing and productivity coaching made in my clients’ lives. (Don’t have a “Success Folder” of your own? Don’t worry, I’ll have an upcoming blog post on that!)
It’s too easy to erase the good stuff from our brains and focus on the negative. When I started my annual review, my first thoughts were about how two different people hit-and-ran my car 48 hours apart and my disappointment with myself for not doing more and varied marketing this year. But those are just snapshots, not the whole picture.
In a discussion about public reputation, a beloved boss once told me that, “One ‘Aw, <bleep>’ wipes out ten ‘Atta boys’ — but your reputation in your own mind is just as likely to bury the gold under that <bleep>ing manure.
So, answer these in your head, aloud by yourself, or with a yearly review buddy, or try journaling your responses. Give yourself the opportunity to find the truth of your past year.
The Good
- What challenges made me feel smart, empowered, or proud of myself this year?
- What did I create?
- What positive relationships did I begin or nurture?
- Who brought delight to my life?
- Who stepped up or stepped forward for me?
- What was my biggest personal highlight or moment I’d like to relive?
- What was my biggest professional moment I’d want to appear in my bio?
- What’s a good habit I developed this year?
The Neutral
- What did I learn about myself and/or my work this year?
- What did I learn how to do this year?
- What did neglect or avoid doing out of fear or self-doubt?
- What did I take on that didn’t suit my goals or my abilities?
- What was I wrong about?
The Ugly
- What challenges made me feel weaker or less-than?
- Whom did I dread having to see or speak with this year?
- Who let me down?
- Whom did I let down?
- What did I do this year that embarrassed me (professionally or personally) or made me cringe?
- When did I hide my light under a bushel?
- What am I faking knowing how how do? — Instead of pretending you know how to do something but are choosing a different path, ask for help. Make decision about what to do from a position of strength rather than weakness.
- What’s a bad habit I regret taking up or continuing?
- Where did I spend my time wastefully or unproductively? (It’s social media. For all of us.)
- Where did I spend my money wastefully or unwisely?
WHAT SHOULD YOU DO WITH YOUR ANNUAL REVIEW?
Use What You Learn
If all you did was answer these questions as if they were a series of college essays, it might be instructive, but it wouldn’t be powerful. Instead, use your answers as guideposts for what’s to come (or what you wish will come).
For example, when there are people or activities that make you feel smart, bold, and fierce, look for ways to add more of that in the year to come. Did human connection make you realize you know more than you thought you did? How can you find opportunities to spend more time with people who challenge you (in all the right ways)?
When you see an obstacle, look for a phrase or quote to help stiffen your backbone. For example, in the years when I had too many answers to the question, “When did I hide my light under a bushel,” I stuck a sticky-note on my mirror quoting Nelson Mandela:
“Your playing small does not serve the world. Who are you not to be great?
It’s OK if you were wrong about things, ideas, or people, but how will you secure your chances at figuring out the truth and making better decisions going forward?
Let your answers about last year guide how you approach next year.
Try Year Compass
Obviously, you don’t have to go with my questions. One of the best platforms to review your year is Year Compass. It’s free, available in 63 languages, and you can download it as a printable booklet and fill in by hand on paper or type in a fillable, printable PDF.

The first half of Year Compass involves paging through your calendar, as I’ve suggested, and answering just six essay-style questions:
- What are you most proud of?
- Who are the three people who influenced you the most?
- Who are the three people you influenced the most?
- What were you not able to accomplish?
- What is the best thing you have discovered about yourself?
- What are you most grateful for?
But that’s merely the beginning.
Year Compass nudges you through a discovery of the best moments of your past year so you can analyze your biggest accomplishments and challenges. It also creates space for forgiveness and compassion (towards yourself and others) and for recapping your year in ways that I’ve never seen on any other annual review platform. Year Compass also takes the insights from the first half part of the process to help you design your dreams and actions for the coming year.

“My Secret Plan to Rule the World” Photo by Ann H on Pexels
Value Your Values
Socrates was obviously wise; in addition to his recognition of the importance of examining one’s life, he said, “Not life, but good life, is to be chiefly valued.” Only you can decide what defines a “good” life for you, your family, and your inner circle, but centering your future behavior on activities that reflect those values is a pretty good way to organize how your approach.
I encourage clients to take time to spell out exactly what their values are. However, it’s not always easy to define — and prioritize — our values. If you could use a little support in identifying the values that matter most to you, consider these resources:
- Core Values List (50) — Put together by James Clear, the author of Atomic Habits
- The Ultimate List of Core Values (Over 230) — Created by CEOSage coach Scott Jeffrey.
- Dare To Lead List of Values (118) — Shared by Brené Brown, the author of Daring Greatly, as well as Daring to Lead, Rising Strong, and The Gifts of Imperfection
- Ultimate Core Values List: 50 Common Values and Why They Are Important in Our Lives — Collated by Nir Eyal, the author of Indistractible: How to Control Your Attention and Choose Your Life
No matter how many quizzes I take or versions of these lists I peruse, my values always come out the same. Can you guess? Paper Doll‘s top three values are knowledge, usefulness, and humor.
Please feel free to share your own key values in the comments, below.
HOW TO WRAP UP LAST YEAR FOR THE BEST SHOT AT THE NEW YEAR
This time of year is about endings and beginnings. If you like to start a year with a clean slate, you may want to read Use the Zeigarnik Effect to Finish Off Your Unfinished Tasks, the final post I wrote in 2025 to help you close those last open loops.
Longtime readers may have noticed that I did not talk in-depth about resolutions, goals, and annual themes. In 2025, I started the year with those concepts, so I will just direct you to How to Use Cathedral Thinking and Intentional Words to Organize Your Year for inspiration to create an intentional life in 2026.
But I will tell you that I’ve very excited about my theme word for the coming year: WHIMSY. Most of us found 2025 to be a pretty “heavy” year, and a little lightness and charm is exactly what I want, and what I hope to continue bringing to you wonderful readers next year.
Until we meet again, I hope you all have a very happy, healthy, organized, and productive New Year!
Paper Doll Helps You Find Your Ideal Analog Habit Tracker
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If you cannot measure it, you cannot improve it.
~ Lord Kelvin (William Thomson, 1st Baron Kelvin)
If you cannot measure it, you cannot improve it. ~ Lord Kelvin (William Thomson, 1st Baron Kelvin) Share on XTHE BENEFITS OF HABIT TRACKING
Over the past two weeks, in Organize Your Annual Review and Mindset Blueprint for 2023 and Paper Doll’s 23 Ideas for a More Organized & Productive 2023, we touched on the importance of building good habits, either in and of themselves or to replace deleterious ones. We talked about the wisdom of James Clear, author of Atomic Habits: An Easy & Proven Way to Build Good Habits & Break Bad Ones.
Clear’s best-seller, which should be read in its entirety, talks about how successfully tiny habits (at the metaphorically microscopic, atomic, level) are based in four laws of habit creation:
- Make it obvious
- Make it attractive
- Make it easy
- Make it satisfying
In chapter 16 of the book, Clear references the essential nature of habit tracking, and ties habit tracking to the above four laws, but I’d like to speak directly to the last one. He states, “One of the most satisfying feelings is the feeling of making progress.” Well, duh!
And how can we verify our progress? Well, often, we can measure it by looking at the end result. If we’re trying to lose weight, we can measure our progress in having to tighten our belts or buy smaller clothes. If your kids are making progress toward doing better in school, improved grades will eventually make it obvious.
But it takes time to see that kind of progress, and if we’re going to keep motivated, to stick with our habits, we’re going to need to be satisfied daily. We need to see a sign of progress, no matter how minuscule, often. That’s where habit tracking comes in.
Habit tracking gives us an immediate sense of progress, even if the progress is only in our willingness to make an effort.
Persistence is the measurement of your belief in yourself. ~ Brian Tracy
Persistence is the measurement of your belief in yourself. ~ Brian Tracy Share on XTHE DRAWBACKS OF HABIT TRACKING
I should note that there are some inherent drawbacks to tracking our habits.
Our intention is to draw our attention to what we’re doing so that we can strengthen our resolve and recognize our struggles so that we may overcome them.
However, it’s easy to become so focused on our string of achievements that we become obsessed. When that happens, any time we do end the streak has the potential to demoralize us and weaken our resolve to get back on the horse.
If you tell yourself that you will run every day, but the weather is so stormy that “it’s not fit outside for man nor beast,” you may see your options as two-fold and rigid: risk life and limb and frostbite to hit your goal and mark that X or dot on your tracker, or leave it blank. That’s black and white thinking.
And if you leave it blank, you may feel like you’ve already lost. Somewhere, in the back of your head, despondency sets in, and failure to achieve your goal on one day can make you feel like a failure overeall, uninspired to get back to your habit the next day.
But this is an unnecessary dichotomy. Our habit goals are just that, goals. Doing something is always better than doing nothing.
If you can’t run three miles today, could you sprint up and down the stairs in your house, or work out along with a walking or dancing video?
If you miss your 10,000 steps and only manage 7500, could you do 500 extra steps for the next 5 days (or 250 for the next 10, or …)?
Maybe you promised yourself you’d practice the piano for 30 minutes a day, but your work and childcare schedule made that impossible; could you just play some scales to stay limber, or play one song to boost your spirits and remind yourself why this is a goal habit in the first place?
My colleague Karen Sprinkle created a wonderful 48-Week Achievement Guide, an e-book explaining how to use her patented chart for logging progress on goals. She recognized the inherent loss of momentum that comes from not getting to check off a day or week of a habit.
Thus, Karen’s chart creates space for four FREE weeks, weeks in which you have a “get out of jail free” card to not achieve your goals, while not exactly wrecking your streak, either.

Maria White interviewed Karen for episode #13 of her Enuff with the Stuff podcast, entitled Finally Accomplish Goals Using the 48-Week Achievement Guide. Take a listen.
DON’T BREAK THE CHAIN: THE BASIC CONCEPT
One of the best known tales of habit tracking comes from Jerry Seinfeld, master of his own (habit tracking) domain. Once asked how he wrote so many jokes, he explained that early in his career, he made a commitment to himself to write one joke a day.
Just one joke. But one joke every day.
He didn’t tell himself he had to have a Tonight Show monologue. He didn’t push himself to write a sitcom script. He just had to write one joke each day.
Seinfeld had a large wall calendar in his apartment, which showed all the dates in the year. Each time he wrote a joke, he marked the calendar with a red X, and as the story goes, he eventually had a long chain of red X’s to create a visual cue to show how he’d been consistently putting in the effort.
Did he need talent? Of course. Comedic timing? Without question. But Seinfeld’s advice to young comedians was simple: Don’t break the chain!
The chain of red X’s on the calendar is just the simplest form of habit tracking.

AUTOMATED HABIT TRACKERS
The easiest (though not necessarily the best) kind of habit tracker is one that is automatic, or done for you by something or someone else.
I recently bought a new scale, and realized that it had a Bluetooth function. I didn’t really need a scale with Bluetooth, but I was intrigued to find that once I connected it to the iPhone app (which itself connects to the Fitbit app), my scale tells the app not only my weight, but also my BMI, metabolic age, the percentage of my body made up by water and of skeletal muscles, my bone mass and muscle mass, and all the percentages of my fat that is body fat, subcutaneous fat, and visceral fat. And I hope that’s the last time I ever use the word “fat” in this blog!
My point is that all I have to do is to step on the scale (which I do only once per week so as not to obsess) and the app and the magic of Bluetooth does all the rest.
Similarly, while I can (and admittedly do) look at my Fitbit tracker on my wrist, the app takes care of tracking my efforts. Here’s how I did this past week.

Note: while I didn’t make my 10K goal steps on Tuesday last week, I made up for it the next day. I didn’t get down on myself for it, because I knew that progress, not perfection, is key to building habits.
There are even “smart” water bottles that measure and communicate (again, by Bluetooth) with an app to track how much you’ve hydrated!
Paper Doll’s 23 Ideas for a More Organized & Productive 2023

Happy New Year! And welcome to GO (Get Organized) Month 2023, where we celebrate efforts to make our spaces more organized and make ourselves more productive.

We in the National Association of Productivity and Organizing Professionals (NAPO) love this opportunity to help you make this year your best. To that end, today’s post offers up 23 ideas for achieving what you want this year in your space, schedule, and life.
CREATE A FRESH MINDSET
1) Learn last year’s lessons to build next year’s success.

You were probably super-busy last week, but I encourage you to read the final Paper Doll post of 2022. (Trust me, it was a good one!)
Organize Your Annual Review & Mindset Blueprint for 2023 is full of questions and resources for figuring yourself (and your last year) out.
I often joke to clients that while I’m not a mental health professional, I am like a marriage counselor between you and your stuff. Well, last week’s post is like a cross between a therapy session and a deep dive with your BFF. It rejects the demoralizing proposition of resolutions in favor of creating a fresh, motivating mindset for the coming year, whether with a word, quote, or motto of the year, and uses signage, a vision board, or a music playlist to keep your eyes on the prize that is your new and improved life.
2) Don’t take my word for it. Listen to James Clear.
If you’ve been paying attention to the news in the “habit” realm at all in the last few years, you know that James Clear wrote Atomic Habits: An Easy & Proven Way to Build Good Habits & Break Bad Ones, a book that takes the research of habit researchers (like Charles Duhigg in his The Power of Habit) and makes it all actionable.
Organize Your Annual Review & Mindset Blueprint for 2023

The holiday week is the perfect time of year to plan for next year, to set goals and intentions, and get a fresh start. Of course, you don’t need a new year for that. Check out Organizing A Fresh Start: Catalysts for Success from this past September to see all the ways you can find inspiration for fresh starts quarterly, monthly, weekly, and each day.
But before we can design the coming year, it’s essential to review the past, and to get a handle on what worked (and didn’t) so that we can use that knowledge to set us up for future successes.
LOOK IN THE REAR-VIEW MIRROR
On the very businesslike side of the productivity realm, this is called an annual review. People in the corporate world often experience this in terms of a sometimes-feared, often-maligned annual performance review.
That’s where you tell your boss how you think you did during the course of the year (in hopes of a raise, promotion, and an atta-boy/atta-girl), and your boss tells you how the company thinks you did (in hopes that you’ll be so thankful to have a job, you won’t notice that any extra money is going to the CEO’s newest yacht).
But a personal annual review, which can cover both lifestyle and professional topics, is solely for your own benefit. It’s to help you figure out the who, what, where, why, and how of your past year so that you can find the common threads (or snags) in your successes (or challenges).
Gather Supplies
The process is as formal or informal as you’d like, but I encourage you to start with some of the tools you use to create the structure of your year:
- planner or calendar
- journal
- correspondence — email or text threads — with your best friend, accountability partner, or mastermind group
- a sense of your values
With a pen and paper (or fresh Evernote note or blank document), sift through what you’ve written and logged about your life over the past year. Where did you go, with whom did you meet, and what did you do? As if you were reading a mystery, you’ll find yourself noticing clues to patterns in your year. (Feel free to wear your Sherlock Holmes deerstalker hat.)

There are a few kinds of clues, and depending upon your life and work, as well as what you value, different clues will yield evidence for making different kinds of decisions.
Know Your Values
Speaking of values, these are not uniform across nations, regions, communities, families, or even periods of our lives. In the United States Army’s Basic Combat Training, they focus on seven values: loyalty, duty, respect, selfless service, honor, integrity, and personal courage. Conversely, the immigration portal for the Durham Region of Ontario, Canada lists Canadian values as “equality, respect, safety, peace, nature – and we love our hockey!”
If you’re not quite sure how to identify the values that help you plan your life, here are some great resources:
Nir Eyal’s 20 Common Values [and Why People Can’t Agree On More] (Eyal is the author of Indistractible: How to Control Your Attention and Choose Your Life.)
James Clear’s 50 Core Values list (Clear is the author of Atomic Habits.)
Brené Brown’s 118 Dare To Lead List of Values (Brown is the author of Dare to Lead, as well as Daring Greatly, Rising Strong, and The Gifts of Imperfection.)
The Happiness Planner’s List of 230 Core Personal Values
Some people highly value achievement and contribution; for others it’s balance and inner harmony. For me, it’s knowledge, usefulness, and humor.
We’ll get to how to use your values in a bit. For now, it’s just helpful to go through one (or more) of these lists and identify from three-to-five overarching values that resonate with you and how you aspire to live your life.
Ask Qualitative Questions
The Good
- What challenges made me feel smart, empowered, or proud of myself this year?
- What did I create?
- What positive relationships did I begin or nurture?
- Who brought delight to my life?
- Who stepped up or stepped forward for me?
- What was my biggest personal highlight or moment I’d like to relive?
- What was my biggest professional moment I’d want to appear in my bio?
- What’s a good habit I developed this year?
The Neutral
- What did I learn about myself and/or my work this year?
- What did I learn how to do this year?
- What did neglect or avoid doing out of fear or self-doubt?
- What did I take on that didn’t suit my goals or my abilities?
- What was I wrong about? (Note: Being wrong isn’t a negative. Not one of us knows everything. In the words of Dr. Maya Angelou, “Do the best you can until you know better. When you know better, do better.”
The Ugly
- What challenges made me feel weaker or less-than?
- Whom did I dread having to see or speak with this year?
- Who let me down?
- Whom did I let down?
- What did I do this year that embarrassed me (professionally or personally) or made me cringe?
- When did I hide my light under a bushel?
- What am I faking knowing how how do? — Instead of pretending you know how to do something but are choosing a different path, ask for help. Make decision about what to do from a position of strength rather than weakness.
- What’s a bad habit I regret taking up or continuing?
- Where did I spend my time wastefully or unproductively? (It’s social media. For all of us.)
- Where did I spend my money wastefully or unwisely? (Target? Let’s take a poll. Was it Target?)
Although most of these are questions I’ve developed over the years, the inspiration for including this list came from the Rev Up for the Week weekly newsletter put out by Graham Allcott, author of How to Be a Productivity Ninja, among other titles.
Paper Doll’s Guide to Picking the Right Paper Planner

With two weeks until the new year, you’ve probably already started planning for 2023. But if you’re agitated about next year not being any more orderly than this one, you might be hesitating about committing to a planning system. Today’s post is designed to put you more at ease, and give you some guiding principles.
WHY USE A PAPER PLANNER?
There’s nothing wrong with using a digital calendar. I use one myself, though not for scheduling. I use my digital calendar so that when I get an email with Zoom logins, or have a telephone consultation with a prospective client, I don’t have to go looking for the emails to find the links or phone numbers.
In Outlook, I can create an appointment or task directly from an email, and the system will prompt me at a pre-set time with all the key details. It’s like having my own personal Jeeves pop his head into the room to let me know the countess and duchess have arrived to join me for tea.
But honestly, I never use my digital calendar to plan my life. I’m a Paper Doll, so it stands to reason, I prefer a paper planner. But how do you know what’s best for you?
Let’s start with the mindset, and the different advantages and disadvantages of paper planners vs. digital calendars.
Learning Curve
If you are over the age of eight, you already know how to use a paper planner. On the monthly view, there are boxes for the days of the month to put major events, deadlines, and vacations. On the weekly and/or daily views, you can time block for tasks and list appointments.
Digital calendars aren’t complicated, per se, but they are not always intuitive. There might be a generational schism at play, but I’ve had clients try once, twice, even three times to input an appointment, only to have some technical or user kerfuffle lead them astray.
Why does this matter? Digital fatigue creates friction, and friction prevents people from completing a task, whether it’s removing the lid to the laundry hamper to toss clothes in, or schedule an appointment when the system isn’t working.

Woman With Planner Photo by Marten Bjork on Unsplash
Digital fatigue creates friction, and friction prevents people from completing a task, whether it's removing the lid to the laundry hamper to toss clothes in, or schedule an appointment when the system isn't working. Share on XControl vs. Convenience
At first, the ease of clicking to accept a meeting invitation would seem like an advantage for digital calendars. But is it?
When I train clients to improve their productivity, we focus on identifying priorities so that we can protect boundaries around them. On a digital calendar in your phone, you generally see the month with blobby dots signifying appointments on particular days.

You have to click through to look at the individual date to schedule the meeting, but then you’re losing the surrounding context because you’re just seeing one appointed after another another in a list. Again, you can’t see time.
When we brainstorm ideas, schedule appointments, break projects into tasks and plan when we’ll do them, we’re thinking about context. When we see a whole month of appointments on the printed page, we instinctually know we have to give ourselves (and our brains) some recovery time. That’s less obvious when we only see the one time slot and the computer merely tells us if there’s a conflict. (Also, on the digital calendar, it’s less clear that you haven’t scheduled time for a potty break or commute.)
Many people — children, college students, people with ADHD, overwhelmed professionals —often suffer from a lack of ability to visualize the passage of time. An analog planner involves more tactile interaction with the appointments and tasks we schedule. As we deal with finding a reasonable time for each time, we gain mastery, not only over our schedules, but our comprehension of time.
Cost
Basic digital calendars are built-in to our phone and computer systems, and most apps are inexpensive. Conversely, paper planners may run you from $20-$50. But when it comes to our planning tools, cost does not necessarily equal value.
Yes, there’s a dollar value to the purchase price of an app vs. a paper planner. But there’s a time value related to mastering a new calendaring system. Are you prepared to commit yourself to learning the intricacies of a new app or the same app every time it updates?
Privacy vs. Searchability
This is another close call. Your paper planner is completely private, as long as you don’t leave it unattended; a digital planner generally syncs across all of your digital devices, which means that while it should be private, there’s never a 100% certainty that there are no prying, hacking eyes.
Conversely, your digital calendar is usually searchable. You can type a keyword or person’s name to find a scheduled appointment or task. Your planner can only be searched by trailing your gaze across each page, and the less careful you are with entering data, the more you risk losing the information when you need it.
Visual vs. Visual+Tactile
When you drive, do you think in terms of linear directions, or are you more inclined to recall what to do when you reach landmarks? If you prefer linearity, go digital; if you like touchpoints and landmarks, paper will likely resonate more.

Hand in Water Photo by Yoann Boyer on Unsplash
Does digital time “feel” real to you? On a digital calendar, every item appears in the same font and size. You can often color-code items, but digital entries have a vague sameness about them.
If you write something down, you can stop thinking of it, per se, and start thinking more robustly and contextually about it. Somehow, dragging an email into Outlook to set a meeting, or typing an appointment into your phone, leads to an out-of-sight, out-of-mind situation for many. But with a tangible paper planner, every time you eyeball your month or your week, you are speedily, comfortingly reminded of the important aspects your life.
Similarly, your fine motor skills applied to the task tend to be the same; you could be typing a grocery list or the key points for an interview (then buried into the notes section of a calendar event). With a paper planner, your tendency to print some things and handwrite others, your ability to use a particular color pen, to draw arrows and circles and adjust the size to shout or whisper on the page, yields a unique temporal language that makes sense to you.
Will a weighty paper planner “feel” more real to you vs. that free app (among dozens) on your phone?
Only you know for sure. For me, it’s a paper planner, all the way. But not all paper planners are created equal.
WHAT TO CONSIDER WHEN PICKING A PAPER PLANNER
Anxiety over making the wrong planner choice is common; it’s one of the reasons people give up one planner and buy another mid-year. You don’t want to plunk $30 or $45 on a pile of paper that will sit like a lump on your desk because you’re afraid to “mess up” a pretty planner. This keeps people from committing to their planners and being successful at scheduling events and tasks.
Some users want simplicity; others desire flexibility. Some clients want aesthetically pleasing planners to inspire them, while others seek a serious, “professional” look. There’s no one perfect planner for everyone, but there are clues in how you feel about potential features.
Page Design
- Adequate space — to show appointments and key information, especially on the monthly view. If you’ve got loopy handwriting, will small monthly view boxes cramp your style?
- Layout for monthly/weekly/daily views — Understand how you “see” time. Also, depending on your life and lifestyle, consider whether you need an academic or full-year calendar, or a planner with lots of extra space for weekend and night activities.
- Creative fields — Modern planners may give you spaces for more than just appointments and tasks. Do you want bubbles or fields or pages for note-taking, brainstorming, mind-mapping, or gratitude journaling?
- Practical fields for tracking metrics — On the flip side of those creative attributes, there are planners with spaces for habit tracking, budgets, meals/nutritional logging, goal-setting, and other countable, observable elements.
- Bonus features — Are you drawn to daily motivational quotes, religious references, or cartoons? I never loved my Franklin Planner so much as the year I was able to get one with a New Yorker cartoon each day. I’ve enjoyed my colorfully-tabbed Emily Ley planner for the last few years, but miss daily quotes and bits of wisdom.

Planner Quote Photo by Bich Tran
Planner Design
In addition to features on the page, you might care about the design specifics of the planner itself:
- Size — Do you think you’d like an executive, classic, or condensed planner? The largest sized planner may not fit in your bag, or may take up too much real estate on your desk, but the tradeoff of picking the smallest option will be losing writing space.
- Weight — Does a hefty paper planner give you a greater sense of gravitas so that you’ll take your schedule seriously? Or will the bulk make it inconvenient for you to carry around?
- Binding — There are ring binders (usually with 7 rings), which let you choose how many pages you want to carry with you at any given time. (I like all the monthly pages, but prefer only last month, this month, and next month for weekly/daily pages.) Coil binding won’t let you remove or add pages, but tends to be more condensed. Both ring and coil binders assure your planner will stay open and lay flat; stitched binding may flop closed when the planner is new, and “perfect” binding (glued, like with a paperback book) can deteriorate with rough handling.
- Cover Style — Do your want your planner to have a leather (or “vegan leather”) cover for a fashion statement? What about a zipper? Are you good with a plastic or stiff paper cover? Will a simple planner cover help you take your planning more seriously or bore you? (Or are you willing to upgrade a staid cover with artwork or washi tape?)
Also remember that your planner is mostly about knowing what you have to do and when. If you need help with project management at the more granular level, take a peek at last year’s Checklists, Gantt Charts, and Kanban Boards – Organize Your Tasks.
PLANNER FORMATS: FOR WHOM ARE THEY REALLY DESIGNED?
As I research planners each year, I find that most planners fall into one of a few general categories:
Basic Planners
Think back to before the computer era, when you’d go to the dentist. Before leaving your appointment, the receptionist would consult a big, black-covered planner with neat columns, flip forward in the book, and write your name for a particular date (column) and time (row). That’s the what you’ll get when you seek various office supply store-branded calendars: columns and rows and not much else.
Basic planners offer a variety of the planner design elements above, but relatively few extra page design options. Popular examples:
At-A-Glance — is the most like that dental office planner in the days of yore. It’s efficient and practical. If you’re easily distracted by colorful design elements, this style should keep you on the straight and narrow.

Franklin-Covey planners in the ring format are customizable. You not only get to pick your planner size, but also choose from a variety of themes. There are spaces for appointments, tasks, and notes on the same page; others have little boxes for tracking expenses. You can also purchase pages for contacts, more notes, budgeting, and a number of other extras.

Levenger Circa SmartPlanners come in junior and letter sizes and some DIY customization. They use ring-like discs, such as we discussed in Noteworthy Notebooks (Part 4): Modular, Customizable, Disc-Based Notebooks.

Moleskine planners comes in a wide variety of sizes, colors, bindings and styles for monthly, weekly, daily, and combination views. Much like Moleskine notebooks, these are well made, with curved corners and elastic closures. These are often suited to creative souls who still want to stick to a simpler style and format.
Planner Pads are the planners I recommend the most often to the widest variety of clients. There are monthly calendar pages, but the heart of the system is the weekly pages divided into three sections (projects/tasks, daily scheduled tasks, and daily appointments), which “funnel” the overall projects and tasks to where they belong each day. However, cover choice is limited to black and a sort of seafoam green. I’ve said it for years, but Planner Pads is missing a great marketing opportunity; they already have the best basic planners — why not make them a little more attractive?

Passion Planners are still pretty straightforward, with columns for each date and sections for work and personal tasks and for notes, but they add weekly sidebars for focus areas and a place to jot down the “good things that happened” that week. The covers are faux leather and come in a variety of sumptuous colors; choose cover design, pick one of three sizes, and decide whether you want your week to start on Sunday or Monday.

Basic planners are the best for time blocking. (For more on this, see my Playing With Blocks: Success Strategies for Time Blocking Productivity from last year.) They tend to be promoted as gender-neutral options, with rare prompts for life goals or touchy-feely stuff.
“Fancy” Planners
For want of a better term, these are a step up from the basics. It’s worth noting that fancy planners marketed to women tend to focus on aesthetics and tracking emotional/psychological factors; planners marketed to men tend to include more tracking of quantifiable action-based metrics.
There are a handful of smaller sub-categories I’ve noticed in this realm.
The Animal Planners
Panda Planner — In addition to scheduling tasks and appointments, it covers inspiration and goals in sections labeled “Today’s Priorities,” “Morning Review,” and “Things I Will Do to Make This Week Great.”

However, if you want a journal that you could place on display to clock your habit tracking as the day goes by, there are a variety of styles, from gridded notebooks to artistic visions.
























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