Pop Quiz, Monday with Rachel Trobman, CEO at Ouchie


The Pop Quiz, Monday is a fun little exam that we love to give to savvy business people. The examination is not a surprise after all since the interviewee already knew about the questions in advance. However, we can always pretend and have fun with the scenario of a young entrepreneur sitting in class nervously biting on their pencil. They are ready to take a pop quiz on a chapter that they were supposed to read the night before. Instead, they played Metroid all night on their SNES (Oops, this was me in high school). The real purpose of the pop quiz is that this is a fun way to introduce business tips from real-world experiences that you cannot learn in a classroom. We want to thank our interviewee for being a good sport and volunteering their time to answer a few questions to help our community grow from their knowledge.

I want to introduce you to our guest today who will be taking our Pop Quiz Monday.

Can you please tell everyone your name?

Rachel Trobman

What is your job role?


Tell us about your company?

We’re a digital health company that’s transforming chronic pain care.

What do you love most about your job?

The ability to help people in a measurable way and build a team that I enjoy working with every day.

What motivates you to get up every day and go to work?

The above points, and the fact that we’re trying to bring hope to many who have lost it.

How do your co-workers inspire you?

With their passion, their belief in me and what we do, and with their focus just on the next task ahead without getting pulled into the massiveness of what we’re taking on.

How do you have fun at work (team building, pranks, etc..)?

We dance, we pull pranks on each other, we share funny stories.

What are some of the challenges of your job?

Running a million dollars worth of things without millions of dollars, focusing on the micro and macro at the same time and dealing with very long sales cycles when we’re super focused.

What are some lessons learned from a past project that you can share with us?

I learned the value of trusting your gut when it comes to building a team. I learned that people (investors, partners, etc.) who don’t get your vision shouldn’t be along for the ride, but that you can learn from them.

What advice would you give to someone who is starting in your industry

You hear a lot about having a clear business model and about fundable companies vs. non-fundable companies. Try to take all this feedback and absorb it without thinking like it’s an attack on you personally or your business. You also have to be prepared to lose it all to win it all.

Thank you for taking our pop quiz today. You get an A+ for effort. You can learn more about our interviewee and their business by visiting them on the web:

www.ouchie.com, www.upsidehealth.co, www.twitter.com/ouchie, www.facebook.com/theouchieapp

Author: Ricky Singh, MBA

Editor of The Startup Growth.

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