Philip Krim

Casper Co-Founder & CEO

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What Is the Best Advice You’ve Ever Received?

When we were very early on, Ben Lerer was our seed investor, led our seed round, first check into the company, and I think very early on Ben said, "I just have one rule: no…

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What Was the Worst Advice Someone Gave You?

Some of the worst advice we got was just in fundraising. Whenever you're pitching investors on your idea, I think generally the idea is that what we want to build doesn't exist and that's hard…

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What Is the Secret to a Great Co-Founders' Relationship?

I think the secret to co-founders are making sure that you choose ones that you enjoy spending a ton of time with, and that you trust implicitly. And I certainly have that with my co-founders.…

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How Do You Compete With Rivals?

Well, for us the biggest barrier to our growth is awareness. People just don't realize that they don't have to go into a traditional mattress store, that going into a traditional mattress store is an…

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What's the Hardest Part About Being a CEO?

The hardest part about being a CEO is just that the buck stops with you. At the end of the day, there's no one else to blame. There's no one else to make the call,…

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How Long Have You Gone Without Sleep Because of Work?

I've never pulled an all-nighter in my life and I'm one of those babies that always needed a lot of sleep and to this day I need a lot of sleep, so if I only…

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What Is Your Must-Ask Job Interview Question?

You know, I really don't have a go to job interview question or a cookie cutter format with job interviews. I found the best luck is just to have a conversation with someone and learn…

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What’s the Biggest Mistake When Raising Money?

I generally tell people, one, it's pitch the dream. Think big when you're talking to investors, because they want to hear about what you want to build and not get overly focused on being too…

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Where Do You Go to Rejuvenate?

I usually just sleep. Sleep is, as we talked about, a bit of a rare commodity, so I love naps, I love sleeping. Any time I can jump in bed, happy to do that, and…

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Who Do You Surround Yourself With in Business?

Internally I have a great senior leadership team, and we've purposely hired people that are very experienced operators and have been there and done that with other organizations so I can learn from them. You…

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Tell Us About a Mistake You Made and What You Learned

One mistake that we had just came with an original launch date that we set with launching a new product, so whenever you're trying to ship new products and especially physical products, there's a lot…

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What Kinds of Questions Do You Ask in Your One-on-Ones?

In my one on ones, it's generally a way to get an update on what they're working on, what's going well, what's not, generally always try to also focus on the people side, how are…

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What's a Sign Someone Is Ready for a Promotion?

I think when they don't feel challenged by their job or by their role every day, it means that they're not taking on enough responsibility or not having enough accountability, and I think to me…

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How Do You Conduct a Post-Mortem?

Post-mortems are really important, I think, within our organization we do them frequently because we're always trying to learn how to improve our processes, and I think it's critical ingredient to break down what went…

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What Is a Unique Challenge Faced by Women Entrepreneurs?

I think female entrepreneurs are still vastly outnumbered by male entrepreneurs and male VCs and I think the landscape needs more diversity and I think that's something that we all should embrace the challenge of…

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How Do You Keep Your Superstar Employees Happy?

I think one of the keys to retention is to having that path to always having more responsibility ahead of you. Fortunately with Casper, it's been a very fast growth path and so the business…

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Do You Have Any Tips for Managing Millennials?

You know, I think for millennials, they really wanna find reward in their work and they wanna make sure that they're at a place where they understand the mission and the values of this culture.…

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How Do You Find a Mentor?

Finding mentors are really tough. It's something where I never was actively looking for a specific mentor. I generally try to cast a pretty wide net, because I know there's a lot I can learn…

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What Do You Do When Team Members Fight?

We actually encourage conflict in the sense that we love debate. It's something that's been part of the kind of founding culture with the five co-founders, and it's something that we actively encourage. We love…

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If You Could Write a Letter to Your 21-Year-Old Self What Would You Say?

I think I would say that while the job never gets easier, again, just building companies or being an entrepreneur, that it does get more and more fun. You learn along the way. And if…

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What Makes Your Blood Boil?

I don't always have the most patience and I think, I think with people who aren't genuine or people that are trying to take advantage of you, I just don't have time for folks that…

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What's the Most Effective Marketing Technique You Use?

You know, since launch and to this day, friends and family telling other friends and family about Casper is still the number one reason why people at checkout say they bought from us so that…

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When Did Customer Feedback Make You Change Something?

So, I think one example, probably one of the most stressful times at Casper was a few months into the business after we had launched. We just couldn't keep up with demand. People continued to…

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Who Do You Admire and Why?

There are a ton of folks that I admire. I think one of my favorite CEOs and executives that I love listening to is Jamie Dimon at JPMorgan. I think he's an incredible leader, visionary,…

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When Did You Know Your Business Was Validated?

For us it was an idea that we had a lot of conviction, had to exist, so even when we were being told no by all of the investors we were pitching, we kinda got…

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What Did You Stop Doing After Becoming a CEO?

You know, it's funny, for us you know, I think I wore the founder hat before kind of really wearing a formal CEO hat. I was CEO from the very beginning, but as a founder,…

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What Do You Hope People Get Out of Listening to Your Answers?

You know, I always hope that people walk away with at least kind of one nugget or one thought about how to do something different within their day. So to me, I always hope that…

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Where Did You Get the Idea for Your Company?

So, four of the five co-founders for Casper were in a co-working space working together, randomly assigned to sit next to each other. Three of the four were working on a company. That were friends…

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How Have Your Parents Affected You?

I think my parents affected me at a very early age with regard to my career path. My dad was always an entrepreneur, always working for himself. He also started very young. And incredibly hard…

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What's Your Biggest Regret So Far?

You know, ultimately, I don't spend a lot of time thinking about the past and having regrets. I'm very blessed to be where I am today, and I think the mistakes that I made in…

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"Named one of Business Insider's Silicon Alley 100"

As CEO of CasperPhilip Krim leads the company's comprehensive business strategy, expansion, and vision for the future. Working with the company’s four other co­founders, Philip drives Casper’s goal of becoming the first end-to-end sleep brand. Philip and Casper’s co-founders recognized a paradox in 2014 — a generation of entrepreneurs and working professionals who were placing increasing value on their health and fitness were neglecting sleep. Casper is now reimagining the sleep industry from the ground up.

A serial entrepreneur, Philip has founded and served as CEO at two previous startups, where he focused on new and evolving consumer and e-­commerce trends. He launched his very first business out of his dorm room at the University of Texas, Austin.

Philip’s work has been profiled in the New York Times, the Wall Street Journal, and USA Today, and he has been featured on CBS This Morning, Mad Money with Jim Cramer, and Fareed Zakaria GPS on CNN. He was named one of Business Insider’s Silicon Alley 100 and received a TechCrunch Crunchie award for Best in E­Commerce.