Thread by @dickiebush, 21 questions to reflect on as you end 2021: For 1,318 mornings [...]

21 questions to reflect on as you end 2021:

For 1,318 mornings in a row, I've journaled on a high-quality question.

Over the years, I've started collecting the best ones.

This list will help you recap the year, take stock of where you are, and refresh your perspective heading into the new year.

Let's dive in:

What were the big moments, memories, and milestones from this year?

Add some constraints and try to pick 3-5 per month.

Write this as if you were writing a summary of the year you could look back on in 20 years.

What things do I look back on most fondly, that brought me the most energy and joy?

• People
• Places
• Habits
• Tasks
• Experiences

How can I do more of these things in 2022?

What things do I look back on less fondly, draining my energy and weighing on me throughout the year?

• People
• Places
• Habits
• Tasks
• Experiences

How can I do fewer of these things in 2022?

How could I be a better:

• Son/daughter
• Employee
• Manager
• Partner
• Mentor
• Friend

What am I most grateful for in 2021?

(Bonus points for keeping a list of things throughout the year you're grateful for, and reviewing it at the end of the year).

What's on my "best of" list?

• Books
• Events
• Articles
• Podcasts
• Purchases
• New habits

How can I cut through the noise more effectively?

What are some things that weighed on me throughout the year?

And what did I learn from them?

How did I grow as a person?

• New habits
• New priorities
• New preferences
• New perspectives

Now from here you can split your life into areas and dig into each of them.

My current buckets:

• Health
• Wealth
• Relationships
• Experiences
• Operations
• Side-business
• Career

Then you can ask the following questions in each area:

What were my biggest achievements in this area?

And what are the 20% of things that led to this achievement?

• People
• Routines
• Priorities
• Environments

How can I double down on these in 2022?

Where did I most fall short in this area?

And what are the 20% of things that contributed to me falling short?

• People
• Routines
• Priorities
• Environments

How can I stop doing these things in 2022?

Which area of my life received the most attention?

And which area of my life received the least?

Is this the right allocation of my time, energy, and attention?

Alright, that's enough of looking backward. Now for some more general reflection questions to get the creative juices flowing:

What's the single biggest bottleneck to my continued growth?

And why aren't I relentlessly focused on removing it? https://twitter.com/dickiebush/status/1460979796134014982?s=20

https://twitter.com/dickiebush/status/1460979796134014982?s=20

If I had unlimited money, how would I invest today to increase my time, energy, or happiness?

• $10?
• $100?
• $500?
• $10,000?

If I repeated my weekly actions every week for 5 years, where would I end up?

Is this where I want to end up?

Love this one from @jamesclear:

Imagine your career is a game & ask questions like:

• What game am I playing?
• What are the rules of the game?
• How do players advance?
• How do players lose?
• Is this game still serving me? https://twitter.com/JamesClear/status/1131837705606684672?s=20

https://twitter.com/JamesClear/status/1131837705606684672?s=20

What are some things I could start doing today that would guarantee an absolutely horrible year?

And how can I avoid doing those things?

Invert, always invert. - Charlie Munger

Where am I taking myself too seriously?

And where am I making things harder than they need to be?

How am I complicit in creating the conditions I say I don't want?

(h/t @jerrycolonna and @tferriss)

With my finite resources:

• Time
• Energy
• Attention
• Capital

Am I "spending" them? Or am I investing them?

What were the 5 most difficult conversations of the year?

And what are 5 difficult conversations I'm currently avoiding (with both myself and others)?

What's currently nagging me that I could:

• Automate
• Eliminate
• Delegate

And what is it about my current routines that have me overlooking the fact I can do this?

How could I achieve my 10-year goals in 1 year?

And similarly, how could I achieve 10x my 1-year goals this year?

Alrighty - that's the entire list.

I hope you find it useful!

Hopefully, there is some quiet time during the holidays for you to reflect on these.

If you want these all in one long list, I'm sending them out in my newsletter on Sunday.

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Also, if you found this list valuable, you can jump back to the top of the thread here:

Bonus points for bookmarking it or retweeting it so others can find it too