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Thank you to all the subscribers that have joined me on this journey. 100,000 is an amazing milestone—but to be honest, I feel like we’re still at the starting line. Let’s go!
Today’s newsletter is brought to you by Flatfile!
Personally, I have spent enough time in spreadsheets to get my excel PHD. This also means I’ve spent enough time pounding my face into my keyboard in frustration while trying to import spreadsheets.
Data onboarding is a MASSIVE headache. Flatfile fixes this.
Flatfile is an unmatched toolkit for data import that is helping teams save precious time to focus on the business tasks that matter. Instead of staring at cell D47 and wondering how a missing comma just caused you to miss your lunch break, Flatfile does the work for you and sends you on your way.
With over $44 million in funding and blue chip clients like Square, Zuora, and Clickup, Flatfile is making serious waves. To level up your data onboarding and improve your customer experience, schedule a risk-free demo of Flatfile today!
Today at a Glance:
Our minds tend to overcomplicate the process required to achieve forward progress. We incorrectly assume that it requires herculean effort or intensity.
The reality? Giant leaps forward are simply the macro output of tens, hundreds, or thousands of tiny daily steps.
The Seinfeld Calendar Framework: (1) Hang a big calendar on the wall; (2) Use a big red marker to put an X over every day that you complete your daily habit; and (3) Don’t break the chain of Xs!
The 30-for-30 Challenge: Choose the arena, commit to 30 days of 30 minutes per day, create pressure loops by stating your intentions publicly, and use a calendar or tool to track your daily execution.
If you’re interested in being a part of a 30-for-30 Challenge community, fill out the form here to get exclusive first access when it’s launched.
The 30-for-30 Challenge
I spend a lot of time thinking about progress.
I find happiness and fulfillment in progression—in the feeling of being one step further down the path from where I was yesterday.
I’m not quite sure where that path is headed, but I am sure that the only way I want to progress along it is forward.
Over time, I’ve observed that our minds tend to overcomplicate the process required to achieve this forward progression. We incorrectly assume that it requires herculean effort or intensity.
The reality? Giant leaps forward are simply the macro output of tens, hundreds, or thousands of tiny daily steps.
My goal with my writing is always the same: take the complex and make it simple. So today, I’d like to share my simple, tactical approach for making forward progress.
Seinfeld’s Secret
Jerry Seinfeld is an absolute legend—an inspiring figure to study for creatives and non-creatives alike.
He is considered one of the top comedians of all time and has amassed a reported financial fortune of nearly $1 billion. He earned a total of $100,000 for the entire first season of Seinfeld. By season 9, he was earning over $1 million per episode.
Jerry Seinfeld is impressive in many ways, but perhaps most impressive is the fact that he has exhibited such tremendous creative consistency over the years. As he is quick to point out in a number of interviews, this was not some gift he was simply born with.
It was—at least partially—engineered.
An up-and-coming comedian named Brad Isaac had a famous interaction with Jerry Seinfeld that revealed his strategy for hacking consistency and growth:
He said the way to be a better comic was to create better jokes and the way to create better jokes was to write every day.
He told me to get a big wall calendar that has a whole year on one page and hang it on a prominent wall. The next step was to get a big red magic marker. He said for each day that I do my task of writing, I get to put a big red X over that day.
“After a few days you'll have a chain. Just keep at it and the chain will grow longer every day. You'll like seeing that chain, especially when you get a few weeks under your belt. Your only job is to not break the chain.”
I call this the Seinfeld Calendar Framework:
Hang a big calendar on the wall.
Use a big red marker to put an X over every day that you complete your daily [insert habit]. The habit should be simple and manageable to complete.
Don’t break the chain of Xs!
Importantly, it was not about the writing or jokes being high quality—it was about the consistency of the daily practice.
The beauty in this system was in its sheer simplicity. It emphasized a manageable daily practice that would compound effectively.
Seinfeld knew: With daily practice comes long-term prowess.
30-for-30 Challenge
After reading about Seinfeld’s calendar hack, I adapted it to create my own improvement approach.
I call it the 30-for-30 Challenge: 30 days, 30 minutes per day.
The mechanics are simple:
Choose your arena for progress. This can be any new skill, habit, or an existing area of competency you are looking to improve.
Commit to focused effort in that arena for 30 minutes per day for 30 consecutive days.
Create a positive pressure loop. State your intention publicly or tell a friend or family member about your plan. This subtle decision makes it more costly to quit.
Track the daily execution with a calendar.
The 30-for-30 Challenge has three core advantages:
Meaningful Commitment
Choosing a single arena for progress requires clear commitment that reveals whether you are physically and psychologically invested in the thing you want to improve at.
30 days of effort is meaningful.
If you’re half-in, you won’t want to take it on and commit to the full scope 30 days.
It’s a commitment razor.
Light Intimidation
While 30 days is long enough to require a real commitment, 30 minutes is short enough that it removes intimidation and allows you to mentally attack it.
Pre-start self-intimidation is one of the biggest drivers of stagnation. We make something too daunting, so we don’t take it on. New habits and improvement initiatives can often feel that way.
Remember: When you’re staring at a cold lake, jumping in is the hardest part—once you’re in it, it’s not so bad!
A lot of people say they want to get into great cardio shape, but if they’re currently out of shape, it can feel like a daunting task. 30-for-30 breaks the intimidation down into something simple, reasonable, and manageable.
Just punch the clock for 30 minutes today. That’s it.
Effective Compounding
30 days of 30 minutes per day is 900 total minutes of accumulated effort.
900 minutes of focused effort can have surprisingly significant results. There’s almost nothing in the world that you won’t improve at if you spend 900 minutes of focused, dedicated effort on it.
A few examples:
900 minutes of Zone 2 cardio puts you in much better cardio...
Thank you to all the subscribers that have joined me on this journey. 100,000 is an amazing milestone—but to be honest, I feel like we’re still at the starting line. Let’s go!
Today’s newsletter is brought to you by Flatfile!
Personally, I have spent enough time in spreadsheets to get my excel PHD. This also means I’ve spent enough time pounding my face into my keyboard in frustration while trying to import spreadsheets.
Data onboarding is a MASSIVE headache. Flatfile fixes this.
Flatfile is an unmatched toolkit for data import that is helping teams save precious time to focus on the business tasks that matter. Instead of staring at cell D47 and wondering how a missing comma just caused you to miss your lunch break, Flatfile does the work for you and sends you on your way.
With over $44 million in funding and blue chip clients like Square, Zuora, and Clickup, Flatfile is making serious waves. To level up your data onboarding and improve your customer experience, schedule a risk-free demo of Flatfile today!
Today at a Glance:
Our minds tend to overcomplicate the process required to achieve forward progress. We incorrectly assume that it requires herculean effort or intensity.
The reality? Giant leaps forward are simply the macro output of tens, hundreds, or thousands of tiny daily steps.
The Seinfeld Calendar Framework: (1) Hang a big calendar on the wall; (2) Use a big red marker to put an X over every day that you complete your daily habit; and (3) Don’t break the chain of Xs!
The 30-for-30 Challenge: Choose the arena, commit to 30 days of 30 minutes per day, create pressure loops by stating your intentions publicly, and use a calendar or tool to track your daily execution.
If you’re interested in being a part of a 30-for-30 Challenge community, fill out the form here to get exclusive first access when it’s launched.
The 30-for-30 Challenge
I spend a lot of time thinking about progress.
I find happiness and fulfillment in progression—in the feeling of being one step further down the path from where I was yesterday.
I’m not quite sure where that path is headed, but I am sure that the only way I want to progress along it is forward.
Over time, I’ve observed that our minds tend to overcomplicate the process required to achieve this forward progression. We incorrectly assume that it requires herculean effort or intensity.
The reality? Giant leaps forward are simply the macro output of tens, hundreds, or thousands of tiny daily steps.
My goal with my writing is always the same: take the complex and make it simple. So today, I’d like to share my simple, tactical approach for making forward progress.
Seinfeld’s Secret
Jerry Seinfeld is an absolute legend—an inspiring figure to study for creatives and non-creatives alike.
He is considered one of the top comedians of all time and has amassed a reported financial fortune of nearly $1 billion. He earned a total of $100,000 for the entire first season of Seinfeld. By season 9, he was earning over $1 million per episode.
Jerry Seinfeld is impressive in many ways, but perhaps most impressive is the fact that he has exhibited such tremendous creative consistency over the years. As he is quick to point out in a number of interviews, this was not some gift he was simply born with.
It was—at least partially—engineered.
An up-and-coming comedian named Brad Isaac had a famous interaction with Jerry Seinfeld that revealed his strategy for hacking consistency and growth:
He said the way to be a better comic was to create better jokes and the way to create better jokes was to write every day.
He told me to get a big wall calendar that has a whole year on one page and hang it on a prominent wall. The next step was to get a big red magic marker. He said for each day that I do my task of writing, I get to put a big red X over that day.
“After a few days you'll have a chain. Just keep at it and the chain will grow longer every day. You'll like seeing that chain, especially when you get a few weeks under your belt. Your only job is to not break the chain.”
I call this the Seinfeld Calendar Framework:
Hang a big calendar on the wall.
Use a big red marker to put an X over every day that you complete your daily [insert habit]. The habit should be simple and manageable to complete.
Don’t break the chain of Xs!
Importantly, it was not about the writing or jokes being high quality—it was about the consistency of the daily practice.
The beauty in this system was in its sheer simplicity. It emphasized a manageable daily practice that would compound effectively.
Seinfeld knew: With daily practice comes long-term prowess.
30-for-30 Challenge
After reading about Seinfeld’s calendar hack, I adapted it to create my own improvement approach.
I call it the 30-for-30 Challenge: 30 days, 30 minutes per day.
The mechanics are simple:
Choose your arena for progress. This can be any new skill, habit, or an existing area of competency you are looking to improve.
Commit to focused effort in that arena for 30 minutes per day for 30 consecutive days.
Create a positive pressure loop. State your intention publicly or tell a friend or family member about your plan. This subtle decision makes it more costly to quit.
Track the daily execution with a calendar.
The 30-for-30 Challenge has three core advantages:
Meaningful Commitment
Choosing a single arena for progress requires clear commitment that reveals whether you are physically and psychologically invested in the thing you want to improve at.
30 days of effort is meaningful.
If you’re half-in, you won’t want to take it on and commit to the full scope 30 days.
It’s a commitment razor.
Light Intimidation
While 30 days is long enough to require a real commitment, 30 minutes is short enough that it removes intimidation and allows you to mentally attack it.
Pre-start self-intimidation is one of the biggest drivers of stagnation. We make something too daunting, so we don’t take it on. New habits and improvement initiatives can often feel that way.
Remember: When you’re staring at a cold lake, jumping in is the hardest part—once you’re in it, it’s not so bad!
A lot of people say they want to get into great cardio shape, but if they’re currently out of shape, it can feel like a daunting task. 30-for-30 breaks the intimidation down into something simple, reasonable, and manageable.
Just punch the clock for 30 minutes today. That’s it.
Effective Compounding
30 days of 30 minutes per day is 900 total minutes of accumulated effort.
900 minutes of focused effort can have surprisingly significant results. There’s almost nothing in the world that you won’t improve at if you spend 900 minutes of focused, dedicated effort on it.
A few examples:
900 minutes of Zone 2 cardio puts you in much better cardio...