Overcoming Procrastination with Small Wins
by admin in Productivity & Tools 25 - Last Update November 15, 2025
I used to stare at my to-do list like it was an insurmountable mountain. The bigger the project, the more I'd find myself organizing my desk, checking emails for the tenth time, or suddenly deciding it was the perfect moment to research a new coffee machine. It wasn't laziness; it was a form of paralysis. The sheer scale of what I needed to do was so overwhelming that doing nothing felt safer than starting and failing. I suspect you might know the feeling.
The paralysis of the perfect plan
For years, I believed the solution was a better plan. I'd spend hours creating detailed outlines, Gantt charts, and complex task dependencies in my favorite digital tools. The plan would be a work of art—perfectly structured and logically sound. And then, it would just sit there. The irony was suffocating: my obsession with creating the perfect roadmap was the very thing preventing me from taking the first step on the journey. The end goal was so big and shiny that the messy, unglamorous beginning felt impossible to tackle.
My 'aha' moment: The psychology of the checkmark
My breakthrough didn't come from a new productivity app or a famous guru's book. It came from a day where I was so swamped, I decided to do just one, ridiculously tiny thing: reply to a single, non-urgent email. I did it, and I checked it off my list. And for a fleeting moment, I felt a tiny spark of accomplishment. It was a minuscule hit of dopamine, a chemical reward from my brain saying, "Hey, you did a thing!"
Breaking it down isn't enough
I realized then that while everyone says to "break your tasks down," they often miss the most crucial part. It isn't just about making a list of smaller steps. It's about making the *very first step* so comically small that your brain doesn't have a chance to resist it. The goal isn't to make progress on the project; the goal is to get that first checkmark, that first chemical win.
My 2-minute rule experiment
I started experimenting with this idea. I created a simple rule for myself: if a task feels daunting, my only goal is to work on it for just two minutes. Not to finish a section, not to write a paragraph, but simply to start the timer and do *something* for 120 seconds. Anyone can do anything for two minutes. More often than not, those two minutes would turn into ten, then thirty. The small win of simply starting was enough to break the spell of procrastination.
How I build momentum with small wins today
This has fundamentally changed how I approach my work. Instead of looking at the mountain, I just focus on picking up a single stone. Here’s the simple process I follow now:
- Identify the 'minimum viable action': I ask myself, "What is the absolute smallest, easiest action I can take to move this forward?" Not "write the report," but "open a new document and give it a title."
- Focus only on the win: I don't think about the next step or the ten after that. My entire world shrinks to completing that one tiny action.
- Celebrate the checkmark: I physically or digitally check the item off. I consciously acknowledge the small victory. This isn't silly; it's a way of training my brain to associate action with reward.
- Ride the wave: Once that initial resistance is gone, I use the momentum. The next small step feels easier, and the one after that easier still. The mountain starts to look like a series of small, manageable hills.
Honestly, it felt like a cheat code at first. It felt too simple to work. But I've learned that procrastination is rarely a time-management problem; it's an emotional-management problem. By using small wins, I'm not trying to out-discipline my brain—I'm trying to trick it into wanting to work. And most of the time, it falls for it every single time.