Shemtov attended the Ramaz School, and by his senior year he had completed classes at the Fashion Institute of Technology[4][5] and interned with Jonathan Adler[6][4][7] and Ralph Lauren Corporation.

[8] When Shemtov was fifteen years old and "fed up with his school dress code",[9] he turned a "very typical powder-blue cowboy bandana" into a necktie and wore it the next day.

In 2003, at age fifteen, Shemtov pitched his hand-stitched prototype neckties to retailers and began working with a New York manufacturer to produce them.

[15][16] After graduating from Harvard College in 2009, Shemtov worked at CNN, and hosted a series of video interviews called "Baruch.tv" on The Huffington Post.

[18] In June 2014, Shemtov began making appearances on WNYW- FOX 5 on Friday Night Live,[19] the 5 p.m. and 10 p.m. newscasts,[20] and other segments as a freelance reporter.