The letter I inside of the O is the manufacturer mark for Owens-Illinois
D-8 is Distiller permit #8 - distiller and rectifier permits were required after the repeal of Prohibition.
The 58 and 69 likely indicate a date and mold number so you can figure 1950s or 60s.
I have traced D-8 to the Glenmore Distillers who bottled Kentucky Tavern Whiskey and possibly other brands as well.