From Wikipedia:
Trouble (known as Frustration in the UK and Kimble in Finland) is a board game in which players compete to be the first to send four pieces all the way around a board. Pieces are moved according to the roll of a die. Trouble was developed by the Kohner Brothers and initially manufactured by Irwin Toy Ltd., later by Milton Bradley (now part of Hasbro). The game was launched in America in 1965.
The “Trouble” logo as used for the 1986 edition appears to be based on Letraset’s Frankfurter. The designer added a yellow contour and maybe also made some alterations, resulting in differences regarding the counters of R and B and the middle arm of E.
The “Pop-O-Matic” logo used tightly spaced ITC Avant Garde Gothic Bold. The same typeface is also used for the white text underneath.