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Creatively Blocked? These 20 Founders Share Their Most Effective Strategies….

Staff Writer. Covers media, tech, startups, culture and workplace trends.

Most of us are well acquainted with that sinking feeling that occurs when you hit a creative wall. But you shouldn’t let that blinking cursor on the blank page intimidate you.

Even though it might seem like your idea well has run dry and innovation is a finite resource, that is simply not true. Everyone’s brain operates differently and the way one person gets out of a creative rut will not necessarily work for someone else.

But if you find yourself stuck and in need of a new tactic to get your brain working again, we asked 20 founders the strategies they swear by.

Here is what they had to say:

Name: Shan-Lyn Ma
Company: Zola
Creativity strategy: I love to walk near water. As someone who grew up in Sydney, a city surrounded by water, it’s something I miss. Now I make an effort to walk somewhere near water whenever I feel like I am facing a hard problem that I have to think creatively about

Read more about Ma: This Founder Has a 5-Minute Secret Weapon That Helps Her Focus Every Day

Name: Aaron Levie
Company: Box
Creativity strategy: It’s a combination of music and whiteboard or a notepad. I play some kind of classical music or Bob Dylan to get creative juices flowing, get a clean sheet of paper and brainstorm every possible solution to a problem. I list out new ideas until I’m exhausted and can’t come up with anything else, or when I get to the point where I think I have the answer.

Read more about Levie: Why This Founder Says You Shouldn’t Be Afraid to Go Big

Name: Brit Morin
Company: Brit + Co
Creativity strategy: I’m not the type of person who can just look at a blank sheet of paper or Google Doc and come up with an idea. I love to do some inspiration research first. Sometimes that means I go to a place like Pinterest or Brit + Co, sometimes I go outdoors into nature, and sometimes I’ll just go shopping to see if I can spot products that spark an idea. Creative inspiration is all around us, we just have to be looking for it.

Read more about Morin: This Founder Shares the Secret to How to Make Your Business Last

Name: Amber Venz
Company: RewardStyle
Creativity strategy: To find creativity I go to other people’s work. Reading, Instagram, Pinterest, podcasts, TED talks, I’m always finding something that resonates with me.

Read more about Venz: This Founder Shares the Mindset That Helps Her Stay On Track

Name: Bastian Lehmann
Company: Postmates
Creativity strategy: You have to do something completely different. Do something you love, go outside, walk around. If you’re not getting anything done, you may as well spend an hour outside the office.

Read more about Lehmann: This Founder Shares the One Trait He Looks for in Every Hire

Name: Carrie Dorr
Company: Pure Barre
Creativity strategy: Creativity is directly correlated to energy. If I’m blocked I take a hard look around at what’s negating my energy. Sometimes the things that are negating it can’t be fixed, so I have to figure out how can I insulate myself against it. What works for me is getting outside with headphones on, and movement and rhythm. If there is a trail or mountain near by, all the better.

Read more about Dorr: This Founder Shares How to Tailor Your Schedule to Fit Your Brain

Name: Julia Hartz
Company: Eventbrite
Creativity strategy: Talking through it with my team. The people you hire are your greatest asset and strongest resource. We’ve put a lot of energy into hiring great talent, and there is always someone to count on who knows the answer or can bring a creative approach.

Read more about Hartz: The Day This Eventbrite Co-Founder Learned When to Speak Up

Name: David Bladow
Company: BloomThat
Creativity strategy: I think movement is key. I walk, but I also move desks a lot. I’m like nomad with where I work; I find that a change in space helps me.

I keep a pen and notebook on me at all times in case the moment strikes. I fill up notebooks. Reading books, I find analogies in other people’s experiences. All it takes is a fragment of an idea to get your brain going again.

Read more about Bladow: This Founder Has 3 Simple Tips to Achieve Maximum Productivity

Name: Randi Zuckerberg
Company: Zuckerberg Media
Creativity strategy: I just try to force myself to sit and write — even if what I write is nonsense, and I end up throwing it out. Creativity and writing is a muscle, and you need to discipline yourself to actually sit and write ideally at the same time every day to get used to it. Before you know it, if you keep going, you’re going to write something. I was able to write my whole business book in less than a month, because I decided that I was going to write four to six hours every day.

Read more about Zuckerberg: Why Everyone Can Use Randi Zuckerberg’s Number One Focus Tip

Name: Chris Wanstrath
Company: GitHub
Creativity strategy: Just start doing it. For example, for writing, if you feel totally uninspired, just write down something that happened in your day. Get your brain firing on those cylinders. Or if you’re writing code, just write something stupid to get started.

For me, if I have to give a talk, and I don’t think I have any ideas, I just start writing an old talk I gave or pacing around the room and talking to myself and recording it. I just do stuff I know isn’t good to get to the good. That’s how I deal with the block.

Read more about Wanstrath: This Founder Believes He Found the Answer for Burnout

Name: Daniella Yacobovsky
Company: BaubleBar
Creativity strategy: I think the key is giving yourself space to think. We get stuck when we are sitting and focusing on the problem. We get tunnel vision, and it can be hard to think big picture. Clear your head.

Read more about Yacobovsky: This Co-Founder of BaubleBar’s Secret for Inspiration? Always ‘Keep Your Eyes Peeled.’

Name: Tim Chen
Company: Nerdwallet
Creativity strategy: Often I just stop and read a book, because it jogs another part of your brain to think about the problem.

Read more about Chen: Nerdwallet’s Founder Shares the Worst Advice He Ever Got

Name: Oliver Kharraz
Company: Zocdoc
Creativity strategy: I expose myself to new ideas through reading and talking to people — friends who are active in completely different spheres. Many friends — both in healthcare and who are artists, writers and very pragmatic types — all have a unique way of thinking about things.

There’s also a lot we can learn from people who are no longer around. I read about history, religion, economics. I’m a little bit of a science-fiction geek. I like to look back at what people dreamt about how the future would be. I get inspired the most by things that didn’t go as predicted.

Read more about Kharraz: This Founder Says to Succeed You Need to Question Everything

Name: Merrill Stubbs
Company: Food52
Creativity strategy: Going for a walk or doing some sort of physical exercise. I also like going swimming. It’s important to pay attention to my body and slow down my mind a little bit. If I can get moving it frees up my head and makes some space.

Read more about Stubbs: The Life-Changing Book That Helps This Entrepreneur Think Big

Name: Jenny Ripps
Company: Owl’s Brew
Creativity strategy: If I am struggling with a concept or a creativity block, I will talk things over with my business partner Maria Littlefield. I find that she and I think differently, and I find the conversation gets me out of my own head.

Read more about Ripps: The One Thing This Entrepreneur Does Each Day to Stay Productive

Name: Josh Reeves
Company: Gusto
Creativity strategy: A change of scenery and environment. When I talk to entrepreneurs and they are trying to come up with something innovative or a new idea, my biggest piece of advice for them is to not lock themselves up in a room for two weeks. There’s not much value in being in closed off environments. You want to be around your potential customer or something you’ve never seen. We need something different to drive creativity. For me, a lot of it’s visual. And get enough sleep. It’s impossible to get work done or be created without enough sleep.

Read more about Reeves: The CEO of Billion-Dollar Startup Gusto Believes Passion Should Come Before Revenue

Name: Aaron Hirschhorn
Company: DogVacay
Creativity strategy: Get away. You’re not going to come up with the answer sitting at your desk and thinking or Googling. Get out of the office, get some different perspectives. I talk to different people. Getting outside, hearing other perspectives, hearing how other CEOs have thought about similar transformations in their company, how they have weighted the various options and decisions, often helps me

Read more about Hirschhorn: This CEO Says the Key to Being a Good Boss Is Getting Out of the Way

Name: Dave Rusenko
Company: Weebly
Creativity strategy: It’s always helpful for me to change my physical location. A lot of times our thinking and our experience in a particular place constrains our thinking. It’s always been helpful to move to a different space or a different location in the office and get some thinking done.

Read more about Rusenko: Weebly’s Founder Explains the Richard Branson Moment That Changed How He Ran His Company

Name: Melissa Ben-Ishay
Company: Baked by Melissa
Creativity strategy: Through my experience I learned that’s just a part of the process. I just let it happen, and it passes. I try to change my focus and not necessarily force it. I stop trying to get creative in that moment and do something else and naturally I’ll get inspired.

I get ideas from everywhere. Most of my ideas come from thinking about my childhood, anything that reminds me of it. Sometimes I’ll go to the supermarket and walk around the candy isle. Or when I go out to dinner, I see the way the chef makes something. The flavors inspire me to think differently about my dessert flavors. It gets me thinking, and I get new ideas that way.

Read more about Ben-Ishay: How Getting Fired Turned Into Sweet Success for This Entrepreneur

Name: Jeff Chapin
Company: Casper

Creativity strategy:
You’re not going to be that creative sitting at your desk. Whatever it takes to do something with your body and hands and experience it is the solution. You have to create the right environment to do that and it’s on us to create that environment now.

I leave the office and go to stores, talk to people in their homes, go to tradeshows. We also have a workshop, and you can go play around in the workshop and play with materials.

Read more about Chapin: Behind a $100 Million Mattress Startup, Casper Co-Founder Shares Advice on Finding Success as an Entrepreneur


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