NYCM Becomes “Lovesick” for Jacob Whitesides

The 18-year old singer/songwriter will be stopping in NYC to play Webster Hall on May 21st

large.RjzuvdUkse8-miiDNcj3KC6k5pe8NEydQCEfveI6QFoNashville native Jacob Whitesides started as  many do these days, recording videos is his room and sharing his music online for the world to hear. Well, the world was listening. Now Jacob’s out on tour and making a stop in Manhattan. Of all the teen heartthrobs around, JW quickly became our favorite as we bonded over a shared love for NYC pizza and talked about his upcoming Webster Hall show.

“This is, I think, the biggest show of the Lovesick Tour so I expect it to be a lot louder, a lot more packed, and pretty freaking awesome.” – JW

It all began for you by posting videos of cover-songs on YouTube. What was the first cover you shared and if you could go back to do it again, would you change anything about it?

My first cover was “One Time” by Justin Beiber. I would not change anything because it actually won over my first girlfriend ever.

Your new single is titled “Lovesick”. What does being love sick mean to you?

Honestly, being love sick, oh my gosh. I feel like I’m constantly love sick because my girlfriend … Every time me and my girlfriend get any amount of time together, we have to leave each other for the same amount of time. If we get two weeks with each other, then we probably won’t see each other for another two weeks to a month. We’re always saying goodbye to each other, which makes me super sad.

“Lovesick”, the actual song, is a little bit more playful. It’s more about getting into trouble with your girlfriend. We really delve into what makes Nashville song-writing so special, the story-telling aspect of it, taking personal feelings and turning it into a story. That was the main focus for Lovesick.

Now, this girlfriend of yours, if you could plan a date-night for the two of you in New York City, what would you do?

New York City, oh my gosh. Honestly, probably just walk around. New York City is her favorite, so we’d probably just walk around and get a slice of pizza. She doesn’t like any other pizza except New York City pizza.

What toppings do you get?

I’m pretty plain. I like pepperoni and pineapple. I wasn’t a massive fan of it before. I never really had it but now every time I go to New York with Bea, she wants to get pizza so I’ve become a pretty massive fan.

A lot of people like to ask what’s the craziest thing a fan has ever done for you. What we want to know is what’s the craziest thing you’ve ever done for a fan?

What’s the craziest thing I’ve ever done for a fan? I actually did this series on YouTube … I did one where I showed up to a girl’s school. I pretended to be her principal. She was leaving school early that day to go to my concert that night. I sat in her principal’s office. She came in there and I pretended to be her principal for about four seconds. Then I turned around and it was me and not her principal.

I did a couple of videos like that on YouTube where I surprised fans in really weird ways. One girl ordered a pizza before my show. I actually went to the pizza place that she always gets her pizzas from, made the pizza, and then delivered the pizza to her front door, which is super awesome as well. I’ve done a lot of cool surprise-type things for my fans that I really enjoy doing.

That’s awesome. Have you ever been asked to be a part of a prom-posal?

I have been asked to go to proms and stuff. I’m just such an awkward dancer that I feel like if I took one of my fans to prom that I wouldn’t be able to dance with her and I wouldn’t want to ruin her big night by not dancing with her. I’m just … Dancing gives me anxiety so I can’t do it.

Alright. We’ll let you keep singing then! You’re playing Webster Hall when you come to New York on the 21st. How do you expect that show to compare to playing other iconic venues in different cities?JW

New York’s always special for me. That’s where one of my biggest markets is, as far as my most dedicated fans. It was one of the first shows to sell out on the tour so I’m really looking forward to it. This is, I think, the biggest show of the Lovesick Tour so I expect it to be a lot louder, a lot more packed, and pretty freaking awesome.

What are your pre-show rituals?

I love to eat, actually. A lot of artists don’t like to eat until after a show but I love to just pig out right before I go on stage, which probably isn’t great for my voice. I really can’t help it. I feel like if I don’t eat before I go on stage, then I just want to die because I’m so hungry and sleepy and out of it. I pig out, eat lots of fast food and stuff. I’ve been trying to eat healthier so maybe I’ll be a little bit healthier on this next tour.

Some of the other acts that are playing New York City this month are Pearl Jam, Delta Rae, Lukas Graham, Billy Joel, Cyndi Lauper; if you could share the stage with one of these artists for one song who would you choose and what would you sing?

I’ve become a pretty big fan, recently, of Lukas Graham. Seven Years is always on the radio. I would definitely pick him from that list.

One of my favorite artists ever actually just came over from the UK. His name’s Tom Odell and he actually came over to the US and only did a show in New York and LA. If I could pick anyone, it would definitely be Tom. He’s my all-time favorite artist.

What would you want to sing with him? “Can’t Pretend”?

Yes, absolutely. I’m so bad at thinking of my favorite songs on the spot!

We won’t pressure you!

I could talk about music for days, but when it comes to being asked on the spot, I can never think of anything!

Do your best to answer this next one, then. We want to know what five songs will be on your summer playlist.

Five songs, all right. Jon Bellion, “Guillotine”, his new single sounds interesting. “Dangerous Woman”, Ariana Grande. That’s one of my favorite pop-radio players. Let me think of another one. Chris Stapleton, “Whiskey and You”. That’s one of my all-time favorite songs. He’s blown up a lot. He’s a huge country artist here in Nashville so that’s one of my favorites. Obviously, Drake. I freaking love his new album so that’ll be all over my playlist. One more, The Lumineers, they’re album has been on repeat. Definitely those artists.