You gotta grind. That’s what Mark Cuban from Shark Tank says all the time. “You gotta grind, you gotta get up and grind”. He’s right.

What does that mean anyway? I have a pretty good idea. Currently grinding here.

Recreation is not a grind

In my last post I talked about how much I suck at surfing. Why? Because I don’t have time. I don’t have time for recreation because I usually work 7 days a week, 12-16 hours a day. That wasn’t the plan, it just happened. When you start a side hustle, you basically spend any time you’re not at your “day job” on your business. So when I get home from work, I work on Over Winter. I won’t always have two jobs, but as Over Winter grows and becomes a full time gig for me I know my work days will get even longer. Here’s the cool thing about that though. It doesn’t feel like work.

I don’t date

It’s been over a year and a half since I’ve dated. It was time consuming and distracting. I need to hyper-focus all my time and energy into building the Over Winter brand – which by the way is the most exciting and rewarding thing I’ve ever done in my life. If Over Winter is the cup, the brand is a collection of all things you pour into it. So for now, I spend most of my time alone. I’ve become really good friends with myself, which sounds weird I know – you either get it or you don’t.

No vacations

Not because I don’t want to, because I do. Take me to any tropical place and put me on the beach and I’ll be happy. Problem is it won’t be long before I’m looking around at the clothes people are wearing, where they’re shopping, what they’re doing. I’ll start wanting to sketch new product ideas, see how many people are on our website, or curate photos for our Instagram and Facebook – or write a blog post. Being an entrepreneur isn’t something you turn off. It’s a 24-7 lifestyle fueled by passion. Mark Cuban also says follow your effort, not your passion.   

My friends are my family

I’ve always been close to my family, and even moved back to Northern California to be near them. I grew up in the kind of family where everyone stayed within 30 miles of where they grew up. It makes it easy to see everyone, so because of that we spend a lot of time together. I don’t have to put the time and effort into establishing new friendships because my family is always there if I have some spare time to hang out. They also don’t care if I stay the weekend and sit on my laptop the whole time. They’re just happy to have me around.

The people I work with at my “day job” have also become like family, so being at work is like being with family too. Unconditional love. It keeps me sane and grounded. I‘m also a firm believer that you are the sum of the five people you spend the most time with. Choose wisely.

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Leave Your Shore is a series of short stories, company news and inspiration written by the founder of Over Winter, Ryan Mathews. If you have comments or just want to say hey, you can use the form below or email We’d love to hear from you.

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