A "Simon moment" is a broad generalization referring to instances where individuals named Simon make decisions, especially those related to finance, that turn out to be poor and don't withstand scrutiny. A typical "Simon moment" involves a person doing something that the average person considers to be outdated or "stupid".
Joe experienced a real 'Simon moment' when he invested all his savings in GameStop without researching its background or market trends.
by 911Jesus November 19, 2023

Duolingo pro. Skates in parking lots; poorly. Graphic Tee connoisseur. Lewd Telestration illustrator. Backseat driver. Shy for only the first hour of conversation and then transforms into a bloodthirsty horndog. Fart sound maker.
by ur_momma_lol_xd September 20, 2022

by SahaibP March 9, 2024

This guy that goes to riverside and has a very nice jiggly ting on the back. Everyone wants to give him brain.
by that nigga nick the dick November 21, 2021

1. Something that is unintentionally kitschy, tacky, or of poor quality, but these flaws go unnoticed by the admirers of said thing.
2. Something that was popular at some point in the past, but that now seems lame in retrospect.
2. Something that was popular at some point in the past, but that now seems lame in retrospect.
by schmuly August 6, 2015

by [F2P] General Spy October 20, 2023

In Twitter terms: usually a journalist, only FT account called Simon is Simples1976, a member of Juice Basement
by Simples1976 August 6, 2021
