After college, Lester moved to New York City and got her first job writing for CollegeHumor. In 2007, Lester became a gossip columnist for the New York Daily News where she worked with Rush & Molloy. In 2008, Lester collaborated with Julie Kraut to publish her first fiction book called "Hot Mess: Summer in the City" which main plot was about a girl tell[ing] a lie to this hot guy she meets, and [the lie]... spirals out of control". In 2009, Lester ended up starring on Downtown Girls through Rush & Molloy's pitch for a show to MTV. That same year, Lester moved over to contribute for the paper's "Gatecrasher" column until her resignation in February 25, 2009.
Controversies
D'Angelo Wallace
In March 25, 2020, Lester published a YouTube video titled "HOW TO SPOT A PSYCHOPATH: The Truth About Ellen Degeneres". Commentator YouTuber D'Angelo Wallace made a response video titled "shallon lester blocked me before i could get the truth out" criticizing Lester's method of analysis. Within a few days, Lester accused Wallace of doxxing her, and said that she reported Wallace to the police. Lester has yet to provide proof what she accused Wallace of, and Wallace has not been criminally charged for the doxxing allegation.
Disparaging comments on Bozeman residents
In 2023, Business Insider published an article three years after Lester's move to Bozeman, Montana. Lester received backlash from local residents for, what they believed to be, making infantilizing, out-of-touch comments about the city's male residents' dating preferences where she perceived that they preferred "girls who need saving, or [girls] who may have jobs but not careers" instead of "her type of intelligence", and comments downplaying the city's residents moving away due to rising housing costs by stating that "it's common to see employees not show up to work if it's a good ski day or the first day of elk-hunting season." Lester responded to an Instagram page, that criticized her, by calling the account owner a "goblin" and an "anonymous, broke, dumpy pigeon".
Personal life
Since June 2020, Lester currently resides in Bozeman, Montana, and has a dog named Cowboy.
Lester, Shallon (June 7, 2011). Exes and Ohs: A Downtown Girl's (Mostly Awkward) Tales of Love, Lust, Revenge, and a Little Facebook Stalking. Three Rivers Press. ISBN978-0307885111.
↑Ballinger, Jeff (June 21, 2004). "Shandon High grad starts teen magazine". The Tribune. San Luis Obispo, California, U.S. pp.A1, A4 – via Newspapers.com. Shallon Lester, a former sex columnist for the Mustang Daily at Cal Poly, contributes a similar column for DASH.