Meaning of "two days either side of a dash" (from a motivational speech) [closed]

It's an allegorical reference to a tombstone inscription:

Jimmy Stewart's Tombstone

Between the date of your birth and the date of your death is all the rest of your life, represented visually by the dash between the dates on the tombstone.

It is encouraging you to "make your life matter".

This phrase itself isn't an English idiom, per se, but the allegory is widely known in the religious/inspirational community.

This tweet may be the version that you heard (thanks, @mahmudkoya), which makes more grammatical sense than your original quote:

One day it will be over. There will be 2 dates, either side of a dash. Make sure that dash is not empty. - Fearless Motivation

Some further references and variations:

  • The Dash, a 1996 poem by Linda Ellis.
  • Make the Dash Count, a faith-based philanthropic organization.
  • The Dash Between The Dates - Album by American singer/songwriter Maia Sharp.
  • Living the Dash (PDF link) - A example of how this might be used in a local church.
  • Urban Dictionary Entry for Live the Dash.