What single Louisville company is part of the same fraternity as Airbnb and Dropbox? It’s a company called WeatherCheck, and they now are an alumnus of the prestigious Silicon Valley accelerator Y-Combinator. They’re the first and only Y-Combinator company to date from Kentucky!
Demetrius Gray, Founder of WeatherCheck, and Co-Founder Jermaine Watkins recently returned from their 4-month stint with the accelerator, and it has proven to be an amazing accelerator for their company.
In this podcast, I have an in-depth conversation with Demetrius and learned:
◊ more about his background and how he became and entrepreneur,
◊ how WeatherCheck got started and raised early seed capital,
◊ how they got into Y-Combinator,
◊ what they learned from Y-Combinator that can apply to our startup community, and
◊ where they’re headed.
This is a must-listen podcast for our startup community and aspiring entrepreneurs.
Transcript (This was machine transcribed. Please forgive the typos.)
Alan: 00:00:01 Hi everybody. Welcome to the MetroStart podcast. This is Alan Grosheider, and today I’m interviewing Demetrius Gray. He’s a founder of WeatherCheck and the first Louisville area company to, I think. right Demetrius, ever get into Y-Combinator?
Demetrius: 00:00:18 Yeah, man. The first actually in the state of Kentucky. Wow. Yeah. Yeah. That’s, wow.
Alan: 00:00:25 That’s pretty amazing because that’s one of those, if you’re an entrepreneur, you’ve heard of y Combinator and you’ve heard of Airbnb and I guess Dropbox and some of the big companies that have gone through y Combinator. So congratulations man. That’s amazing.
Demetrius: 00:00:39 Man. It was, it was a heck of an experience. I mean we, uh, we were out there for like three months and I’m like, I’m just telling you, you know, I’m out there still once a month for about a week at a time and um, it’s been really cool to kind of, um, build a little bit of a bridge to the bay area, um, with a heck of a lot of access.
Alan: 00:01:02 Yeah. And I think I’m excited because it seems like that access is going to be good for other companies in our area, since you guys are pretty tied into the startup community. And in fact, you know, you and I have, have, have some combined founders and, and you know, I, hopefully it’s going to be good for the whole startup community. It’s those connections kind of take off. Okay. All right, well why don’t we start, let’s kind of get an idea about, I like to find out what got somebody started being an entrepreneur and it seems like there’s a lot of common common denominators that, you know, got somebody that made somebody want to be an entrepreneur. So I’m just curious, you know, about growing up and what got, what made you want to be an entrepreneur? Would you do, what was your, your childhood like were you an entrepreneur as a kid? Those sorts of things.
Demetrius: 00:01:54 Yeah. So, um, so you’ve heard of the Book Rich Dad, Poor Dad? Yeah, I probably will eventually write a book called Black Dad White Dad.
Alan: 00:02:06 Okay.
Demetrius: 00:02:08 Um, my mother actually married a, um, petroleum engineer, white guy from, um, uh, central California, um, Stanford educated, um, petroleum engineer. Um, his, his, his father actually had invented the horizontal drill, um, for the oil and gas industry, which really kind of, um, opened my world. And then, um, my, uh, grandmother on that side, um, her father had invented a form of die casting, um, called Granger’s. Dot Casting and southern California. And so, um, it was really my first sort of foray into entrepreneurship, having watched to them I’m running oil and gas proliferation company, um, that was eventually sold to Halliburton. Um, then, uh, before that, um, then watching my, my great grandfather Harlow’s, um, die casting company, um, pass success simply through generations and eventually be sold. Um, and so, you know, every meal was about sort of like what’s going on in the business.
Demetrius: 00:03:23 And so I had a, um, an early front row seat, um, to, you know, that life. So obviously eventually came out. I actually steered clear up the oil and gas business. I really wanted to start by wanting to go to medical school. Um, but then got the accounting, uh, and, uh, um, eventually ended up in a business of my own. But, uh, yeah, that’s, that’s, that’s where the impetus come from. I mean, I still talk to my dad and grandfather nearly every day, um, just about what’s going on at whether Jack and has a gun and, you know, um, those sort of encouragement that every entrepreneur needs to kind of keep going. Um, anybody who’s, for instance, the old Facebook knows, like, they’ll see this old white guy who signs every post poppy father who’s like encouraging me to keep going. But I mean, I’m so grateful to them for, um, they’re just continuing to pour into me and believe in, uh, you know, what we’re building. So, yeah.
Alan: 00:04:34 That was that. So is your dad or Stepdad or was it,
Demetrius: 00:04:38 yeah, so take me as my Stepdad and, uh, yeah, I mean, but you know, by marriage, you know, just lucky hitting, um, um, eventually came to find out that my biological father had his own sort of entrepreneurial journey in the franchise business in and a South Carolina. And, um, I was able to reestablish the relationship with him and years later, um, in my teenage years. And, um, and so he’s had a considerable amount of entrepreneurial success in the franchise space. And so, um, with Lyndie’s and chick-fil-a and, and so, yeah. You know, just, uh, kinda crazy that, uh, that no matter where I looked, there was this sort of entrepreneurial energy, um, that I guess I was sort of predestined for.
Alan: 00:05:35 I see. You’ve got the jeans. Yeah. It’s interesting because there doesn’t seem to be a whole lot of rhyme or reason to people deciding to people becoming entrepreneurial. It almost seems like a Jean because there, I’ve talked to a number of people who had no entrepreneur ism in their family there. Their parents were teachers or professors and they grew up, uh, you know, we’re with nobody really being an entrepreneur in the family and they just had that drive. And then in your case, it sounds like there were entrepreneurs all over the place as you were growing up.
Demetrius: 00:06:11 So the little town that I grew up in, in western Kentucky Madisonville I mean, there’s so many entrepreneurial people there. Um, I, you know, I don’t think they know what we have in some ways. Um, I don’t know if you don’t have the business locally and liberal Mercer transportation. It is owned by a guy named her Blegen whose also from my hometown of Madisonville, Kentucky. Um, and he sold his other Trump Ligon transportation to Landstar trucking, um, which was a huge sale. Um, and so, and her bloops that and like, well, this is great dude. Um, and, uh, then, you know, loud donuts from down and engineering here in Louisville. Huge outfit of forensic engineers. I’m number two in the country, I believe also Lau don’t an engineering started in Madisonville, Kentucky. Uh, so it’s a weird sort of place. Um, but the entrepreneurial spirit there in terms of building or, um, you know, you look at Brook, bluegrass pharmacy started there. Um, you know, just these sort of juggernauts of companies that kind of come out of that area of the state. But yeah. And then obviously Steve Bryshere, uh, his family originally from Hopkins can, where it’s space. So I know them very well. So yeah.
Alan: 00:07:36 That’s interesting cause it seems like a lot of times in those, in smaller towns, there’s one sort of boss hog cat and guy that that owns everything and everybody else works for him. But it sounds like that town, you know, spinning off a lot of entrepreneurs.
Demetrius: 00:07:51 Yeah. I mean they’re doing a wonderful job at it and, and um, you know, I think, I don’t even know if they realize how well they’ve done that daily, exactly that. But, um, but yeah, you know, I wouldn’t try to do it for anything.
Alan: 00:08:05 Is there anything there that you, you see that, that helps push that along, that, that creates that atmosphere?
Demetrius: 00:08:12 No, it is, um, I think the, there’s a certain freedom in that community to explore and to be, um, I spent, you know, childhood riding my bike around town and going to the local hamburger shop. And it almost sounds like I grew up in the 1950s, but you know, it just, it just was a great town to grow up in. You know, there weren’t really many limitations. Like I didn’t, I didn’t feel like there was any sort of, uh, racial animus towards success, you know, that, you know, you’d think small town, you know, Western Kentucky that, you know, I’m not, certainly there weren’t a whole bunch of black role models or anything like that, but, but, um, you know, like you, if you were relatively smart and you know, for the most part everybody wanted you to succeed, you know, and um, and, and so I had a lot of help from the community, kind of helped get me off to college and all that good stuff.
Alan: 00:09:18 I think that’s probably so important is the, just drilling into somebodies head that it’s possible no matter, you know, what their background is. If somebody grows up in an atmosphere where people are around them acting like it’s not possible. That’s kind of what you think. And if, if you grow up with people always just saying you can do anything you put your mind to, I think maybe that’s, I think that’s probably the deciding factor on whether a kid grows up to, to be more entrepr