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Calleigh Little – Skate Cross Country2018-07-20T15:55:26+00:00

About.

TRANSGENDER ATHLETE TRAVELING THE WORLD ONE PUSH AT A TIME.

SKATE CROSS COUNTRY is the adventures of Calleigh, the 26 year old transgender woman pioneering travel by skateboard in the name of all who seek adventure- regardless of social status, identity, sexuality, or race. Calleigh has completed adventures many would not even think to attempt, with no apparent stop in sight.

Appearing in publications such as Buzzfeed, Vice, Women’s Wear Daily, and many more, Calleigh has owned a platform with goals to show the world that anything is possible as long as you can set your mind to it. Read on to find tales from the road, personal insights, a trip calendar, and ways to get in touch!

Athletic Resume

SPONSORS:

Athletic Resume.

IDSA 2017 WOMEN’S DIVISION 19-29 TOUR CHAMPION.

From humble beginnings in central Massachusetts, I began skateboarding long distances as a means of transportation, and took it to the world stage by competing in long distance and downhill events all around the USA. Years of practice, hard work, and triumph became my legacy as a pioneer for transgender women in endurance sports.
LONG DISTANCE SKATEBOARDING
RACES


172 miles – Miami Ultraskate 2016 2nd Place Women
188 miles – Chief Ladiga Sk8 Challenge 1st Place Women
Bend Beatdown 2016 – 5k 3rd Place Women/10k 2nd Place Women
Adrenalina Marathon 2016 – 2nd Place Women
215 miles – Miami Ultraskate 2017 2nd Place Women
188 miles – Chef Ladiga Sk8 Challenge 2nd Place Women
Bend Beatdown 2017- 5k 1st Place Women/10k 1st Place Women/25k 1st Place Women
South Beach Bomb – 1st Place Women
180 Miles – Miami Ultraskate 2018 First Place Women

ADVENTURES


SKATE CROSS COUNTRY
Bend, Oregon to Boston, Massachusetts – 48 Days


SKATE FLORIDA
Miami, Florida to Jacksonville, Florida – 400 miles. 6 Days.


SKATEBOARDED ACROSS EVERY STATE LINE BORDERING MASSACHUSETTS
64 miles – Milford, MA to Boston, MA and back
71.1 miles – Southborough, MA to Manchester, CT
70.8 miles – Southborough, MA to Hampton Beach, NH
82.4 miles – Framingham, Ma to Providence, RI and back
138 miles – Boston, MA to Provincetown, MA
100 miles – Milford, MA to Satan’s Kingdom, VT

DOWNHILL SKATEBOARDING
RACES


Central Mass Skate Festival 8 – 1st Place Women

PRESS

Press.

Calleigh Little in the Media.

BUZZFEED.

WHERE BOSTON MAGAZINE.

VICE SPORTS.

GAY STAR NEWS.

DIG BOSTON.

WEAR YOUR VOICE.

MILFORD DAILY NEWS.

WOMEN’S WEAR DAILY.

CONCRETE WAVE.

GIRL IS NOT A FOUR LETTER WORD.

LONGBOARD GIRLS CREW.

SKATE FURTHER.

SKATE [SLATE].

CNN.

Blog

Blog.

Posts from the road, personal insights, gear reviews, announcements and more.

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Read Past Adventures:

FAQ

FAQ.

GOT A QUESTION?

All too frequently I am asked questions about my adventures that have simple answers. Helping others find motivation and inspiration to reach their goals whether through journeys or some other medium is an absolute priority for me, so I want everybody to have access to anything I could possibly help with.
We’re going to be hosting you at our home during your current trip. What do you like to eat?2018-03-01T04:25:53+00:00

Anything. Seriously. I am a human vacuum of food. I eat almost 10,000 calories a day on the road.

If I had to be picky- sushi or pho.

I want to hire you. Is that possible?2018-03-01T04:23:30+00:00

Yes. I work in many capacities, and my homepage, Calleigh Little – Internet Presence Professional, highlights my skills and a portfolio of projects I’ve worked on. Send me an email and we can work together!

I work with an LGBT organization and we want to have you speak/feature you in our network. Is that possible?2018-03-01T04:21:02+00:00

I am dedicated to helping LGBT youth find their muse in life to escape the monotony of never feeling accepted or good enough for this world. Please email me with any way I can possibly help.

You’re a great writer. Will you collaborate with me on a project?2018-03-01T04:18:00+00:00

If I’m not already writing my interview for you, editing somebody’s college papers, blogging my life away, writing my own book, or tweeting up a storm…I’ll think about it.

How do you plan your routes?2018-03-01T04:15:38+00:00

Carefully.

I start by using RideWithGPS, a great service to really draw a map of where you want to go. They have amazing features that let you download XML files to your GPS device to follow it offline. Plus, the community is super supportive and there’s lots of information and premade routes to use.

Other times I stare at satellite images of the probable roads I’d take, and find out which ones have wide enough shoulders to ride in.

On top of that, I always check with bike touring groups to see if they have any insight of what roads to take.

What’s up with the roadkill pictures?2018-03-01T04:12:25+00:00

I cannot stress enough how insanely boring it can get on the road. In most cases I love it, but a little stimulation from anything new or different is something I look forward to.

It’s not the most glamorous thing to get excited about, but I always try to lighten it up and find humor in life and death. I think all people should be able to laugh at the probability of their own demise.

Follow my roadkill specific Instagram: @skateboardsandroadkill

I’m interested in getting to know you more. Will you add me on Facebook/Follow me on Twitter?2018-03-01T04:07:59+00:00

Simple answer: No.

Long answer: For my own safety, I don’t add just anybody on Facebook. I recommend reaching out to me on my Facebook page, or tweeting at me and getting to know me first. I’m not shy and I like making friends, but I don’t like letting people into my personal spaces and not getting any engagement. Some of the best friends I have are people I’ve met on the internet!

Do you hitchhike on your skates?2018-03-01T04:05:05+00:00

I really try not to. Sometimes it just makes sense to, especially if I run out of daylight or get lost. It really depends.

My rule of thumb: Never put out your thumb. Good people will offer a ride right when it’s necessary.

Will you be my girlfriend?2018-03-01T04:02:46+00:00

No!

How many miles a day can you skate?2018-03-01T04:01:35+00:00

On average, 50-60 miles is the target. Often, if given good road conditions, favorable wind, and lots of sunlight, I will go 70-80 miles no problem.

I shoot for a 9mph to 10mph average pace.

I want to interview you or feature you on my blog/school project/editorial. Can I?2018-03-01T03:59:46+00:00

In most cases, all press is good press. However, on the road I’ve found it difficult to keep up with press requests and I don’t have time to schedule. At this time, I require a certain follower count or proven interest in order to be used for a story. I am always open to discussing it, so give me a shout!

If I donate, what does it get used for?2018-03-01T03:56:24+00:00

As an on-the-road freelancer, my income is often never stable. On my first cross country adventure, donations assisted me every step of the way with food, shelter, and incidental needs. Most times I try to earn my keep by offering advertising, shoutouts, or sending post cards on the road when applicable.

I’m a small business owner interested in having you test my gear. Will you?2018-03-01T03:53:53+00:00

In most cases, yes! Half of adventuring is learning what works and what doesn’t, and there is always room for improvement. I can guarantee an equal amount of product sharing on my end across all of my social media platforms as well. Contact me by email or on Facebook- let’s work together!

What gear do you use?2018-03-01T03:51:33+00:00

I always try to make a gear post before going on any adventure, but often times it is redundant- I don’t endorse products from companies that don’t sponsor my rides.

My go-to skateboard setup for a long distance trip?

Subsonic Illuminati
GBomb Super Deep Drop Bracket
Bennett 4.3 Front Truck
Don’t Trip Delirium 0 Degree Rear Truck
Riptide Bushings
Orangatang Wheels
Original Cell Ceramic Bearings
RDVX Griptape
Loaded Pushin’ Cushion

How many wheels do you go through per trip?2018-03-01T03:46:49+00:00

Simple answer: 0.

Long answer: Skateboard wheels simply don’t wear down like bike tires do. They’re made from polyurethane, and unless their being slid across chundery pavement like we do in downhill, they simply don’t wear quickly at all. My Orangatang wheels have well over 3,000 miles logged on them and have only lost about a millimeter of circumference.

Photobook

THE CROSS COUNTRY SKATEBOARDING ADVENTURE PHOTOBOOK.

car·ri·on: noun. The decaying flesh of dead animals.
A photobook chronicled through humorous roadkill photos and intense tales from the famous cross country skateboarding adventure. The book is a 9” x 7” softcover paperback with 72 pages including 33 photographs, 29 of my favorite excerpts of writing from the road, route data (including elevation maps, pathways, and exact locations), statistics, an introduction and a conclusion. Take advantage of the never-before-seen pictures and updated/all new jokes paired with them in the print as well as never-before-read text from journey notes written during the second skateboarding adventure north through the state of Florida.
Support the Book!
Photobook Kickstarter
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GET IN TOUCH

Contact.

ASK AWAY.

Media inquiries, general questions, advice, collaborations, and more. Send them to me! Follow along with my adventures on social media! Donations are always accepted with many thanks!