Meet the Shoe-Selling UVA Student on the Brink of Real Estate Success

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Meet the Shoe-Selling UVA Student on the Brink of Real Estate Success

An 8 a.m. wakeup call is followed by a two-hour drive and an exhaustive search through upward of 10 thrift stores across Northern Virginia.

It’s all in a Sunday’s work for one University of Virginia student entrepreneur. 

Rajan Chidambaram’s weekends rarely reflect those of a typical college student, and that’s OK. Chidambaram prefers this life.

“I need it to be part of me,” he said, “because I have so much fun doing it.”

Chidambaram is a few months shy of receiving his bachelor’s degree from the McIntire School of Commerce, but his success story begins before he arrived on Grounds. He’s been a hustler since his junior year of high school when, after watching a Gary Vaynerchuk YouTube video, he was inspired to sell items from his own home – clothing, electronics or random trinkets that could carry value in the online marketplace.

By his senior year, the Herndon native found his niche – shoes – and, four years later, he’s up to more than 7,500 sales through his eBay store, “TheChida. He’s invested about $150,000 in profits into other ventures along the way, including a townhome in Charlottesville – where he’s the landlord – and, most recently, property in the Shenandoah Valley that he’s working to develop into luxury cabins for Airbnb rentals.

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The lifeblood of Chidambaram’s business, though, fills the 10-by-19-foot office unit he rents in Charlottesville’s McIntire Plaza. Floor-to-ceiling shelves are packed with pre-owned shoes, and Goodwill bags with the next supply are spread across the ground.  

All products of his weekend treks.

Since the start of his second year at UVA, Chidambaram has mostly kept to the same Sunday routine of rising early to tour a variety of bargain, secondhand shops near his hometown. He’d typically return to Charlottesville that evening with a car full of footwear and food. 

“I love my mom, God bless her soul,” Chidambaram said. “She’d always cook me meals and put them in coolers for me to take back. That was every single Sunday.”

Properly fueled, Chidambaram gets to work on reselling the shoes. He cleans them, photographs them, prices them accordingly and takes detail in marketing them.

“The key to a good sale,” he said, “is a good price, but also having really crisp pictures and good keywords. You get 80 characters in an eBay title and I try to use every single one. I’ve learned to throw in as many keywords as I can – like ‘athletic running shoes’ – because it increases the chances of a sale.”

From Air Jordan basketball shoes to Puma golf spikes to Cole Haan loafers, TheChida offers a wide range of selections. Chidambaram said his best find came from a thrift store in Manassas, where he landed three pairs of rare Kobe Bryant-line Nikes – Kobe 6 Protros – for $10 each, which he then flipped for $250 a pop.

Not every trip north involves a wild adventure, as he’s developed relationships with a few bulk suppliers who can sell to Chidambaram directly.

“My market is mostly everyday wear,” he said. “It’s shoes that I can buy for $5 in bulk and then sell for $25. I think that’s the easiest market to scale because that market will always be there.”

While selling shoes remains Chidambaram’s baby, he’s passionate about the construction of his next project.

Ground broke last week on the 2.5 acres in Front Royal that he and his business partner and high school friend, Renzo Sanio, a Virginia Tech student, purchased for $37,000.

The developing cabin community is called Royal Oak Retreat and is being modeled after Live Oak Lake, a similar space in Waco, Texas, that comes with a story Chidambaram has studied religiously

“(Live Oak Lake founder Isaac French) bought land and built seven cabins for $2.3 million,” Chidambaram said. “And in 18 months, he was able to sell those cabins for $7 million. We’re running his playbook to a T.”

This includes documenting the build of their project to a large social media following. Chidambaram’s updates are shared mostly through his Instagram account, which has nearly 42,000 followers.


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