4 daily habits that will boost your creativity


Whenever the question “So… what do you do?” comes up for creatives, most of us get one of two responses:

1: “Oh, cool! Well anyway, [insert subject-change to the weather/the food/their work/the latest episode of The Walking Dead]”

2: [with rapidly-widening eyes] “Oh wow. So you have to be creative, like, all the time?!”

What blows my mind about response #2 is the way ‘constant creativity’ can intimidate people (even when they have a ton of talent themselves.)

It’s as if the life of a designer/copywriter/developer/strategist/etc… is some mysterious muse-summoning marathon, fuelled by coffee and Spotify, that requires an unceasing burning and churning in the brain.

Here’s the thing: while getting paid to bring ideas to life day in, day out has its challenges, it ain’t rocket science.

Because it can’t be.

You wouldn’t worry if your surgeon is feeling ‘inspired enough’ to operate, or ask your mechanic if he’s in the ‘right headspace’ to fix your car, right?

It’s the same with creatives.

When the hours are slipping away and your deadline is hurtling towards you, there’s no time to wait for some sweet flower of genius to flutter down from the heavens.


So, how does that work? How can you, even on your most blah day, still find ways to reach into your reserves of creative juices and craft something your clients will love—on time, and every time?

It all ties into your habits.

Good creative habit #1: Start a mental and physical ‘swipe file’

Inspiration is all around you, all the time. Absolutely everything you love, admire, hate, makes you think, makes you mad, grosses you out, changes your mind, or makes you act, etc… needs to be part of your ‘swipe file’.

Swipe files can take many forms. I have a note on my iPhone that goes on for pages, filled with blog post and project ideas that hit me at any moment of the day, and links to other posts I think are great.

Here it is (in roughly 1/5th of its glory)

I also keep a running word doc with random blurbs and websites that resonate with me, and a file on my desktop packed with screenshots of what I consider to be great ads, graphics, press kits, books, songs, and videos.

Your swipe file is the perfect resource for those moments when ideas just aren’t coming and those moments when that perfect project comes around, when you’ll have just the thing tucked away and ready to build on.

For example, a one-liner I used in a headline for a client (which I have since seen repeated and imitated tenfold) was something I noticed in a reddit comment thread about motivation 2 years earlier.

Another example: the inspiration for the overall vibe and colors of my own web site came from a popular ‘edgy’ fashion brand.

The bottom line: Always keep your eyes open. Write down, save, and take photos of the things that speak to you. But whatever you do save it all. You’re going to need it.

Good creative habit #2: Watch disruptors closely and analyze what they’re doing differently

Impactful creative statements don’t follow a single pattern. In fact, work that doesn’t follow a common formula is often the stuff that’s most worth paying attention to.

Here’s what I mean:

Earlier this year, a NYC real estate search engine called StreetEasy launched an awesome campaign that has stuck with me since I first saw it.


While most real estate company ads include images of properties or happy couples sitting in their new homes, this campaign does two things:

  1. It catches my attention by channeling one of the biggest gripes of NYC living (unfortunate window views—if you have a window at all.) And, as a New Yorker whose bedroom basically faces a brick wall, I can relate instantly. And laugh. And think. And want to know more.
  2. The phrase “… but behind that wall is New York City” leans into that ‘magic’ of NYC. Yes, it’s expensive. Yes, your apartment is tiny and your views aren’t so exciting from here but you’re in the big city baby! Welcome to the jungle.

See how that works? Just two simple sentences evoke an emotional response that makes me feel like StreetEasy ‘gets me’. Bravo.

This honest humor and brevity is something I always try to channel when working on ad content: how can I grab people in a similar way, whether I’m talking about real estate or tech or wellness or something else? How can I tap into their private jokes and frustrations like that?

On a longer-form note, the website for the insurance company Oscar was groundbreaking for different reasons.


Oscar chose simplicity, jargon-free terminology, and human interest in an industry that often lacks all 3 of those things. There’s no stock photography of laughing model families, or well-rested, honest-looking doctors, or elderly folks looking confident they’ll get their medications on time.

And you know what? It’s refreshing!

So when I’m working on content for more complex or ‘unfeeling’ industries, I always start with a quick visit to the Oscar site to see what ideas fall into place.

Just make sure of one thing: when you catch that disruption, pop it right into your swipe file, stat.

Good creative habit #3: Ask more (and more) questions and listen deeply to the answers

When it comes to creative work the questions you ask are everything.

Questions like:

  • Where do you get your inspiration for what you do?
  • What problem are you looking to solve?
  • Who are you serving?
  • Why are you the only one who can offer this solution, and what makes it unique?
  • How do you want people to feel when they interact with the piece/product/program?
  • Why would someone not purchase/interact with what’s presented?

Write down the answers with as much detail as you can. Then, keep asking follow-up questions until you feel completely confident you’ve got a grip on what’s going on.

A good way to make sure you’re digging as deep as you possibly can is by using the 5 Whys technique.

Ask ‘Why’ up to 5 times to determine the route cause of the statement that precedes them. Each question leads into the ‘Why’ that follows.

For example, here’s how StreetEasy could have come to their campaign idea by asking ‘why’:

Why are you creating this service?
“To make searching for an apartment in NYC easier.”

“Because at any given time, less than 1% of NYC’s real estate is available for rent.”

Why does that matter?
“Because that makes for an incredibly difficult moving/renting process.”

Why is it difficult?
“Because people often have to sacrifice space, safety, or convenience when choosing an apartment.”

Why do people live there then?”
“Because New York City is a vibrant place with equally vibrant people.”

See how that works?

Keep asking those whys. They’ll help you tune in to your target market’s sensibilities, goals, and desires, as well as provide ample opportunity for those ‘eureka’ moments of creativity.

Good creative habit #4: (Re)discover what excites you

Often a lack of inspiration in a dire moment means you’re not connected deeply enough to the work you’re doing. And if you’re not utterly stoked, chances are your audience isn’t going to be either.

So if you’re hitting a rut, go back to the basics (and those questions you asked earlier).

  • What makes this product/program/concept you’re discussing totally awesome?
  • Who does it help, and what private gripes are they having behind the scenes that they might not be telling their friends about?
  • What’s the coolest aspect of it to you? What about the people you’re trying to reach?
  • How can you approach explaining this product/program/concept in a totally disruptive way?

Getting excited about the work you’re doing will make the focusing process a whole lot easier and help you create work that captivates every member of the target audience that comes across it.

Most importantly, don’t stop having fun

When you find ways to have fun with your work, you keep your mind active and entertained enough to keep pushing for that ‘out of the box’ concept or grand slam hook.

It also helps you stay on the alert for great ideas as they flow by, because instead of stressing yourself out with ‘why didn’t I make that?’ thinking, you appreciate brilliance when you see it, and give yourself the mental space to build on it in your own way.

Creatives ‘carry our work with us’ wherever we go. Let’s make it a blessing instead of a curse.

This post was originally featured on the Crew.co blog.

Photo via Greg Rakozy on Unsplash.

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