AT-OEMO-BEG 2019 Problem 3

Alice and Bob are playing a year number game. There will be two game numbers $19$ and $20$ and one starting number from the set $\{9, 10\}$ used. Alice chooses independently her game number and Bob chooses the starting number. The other number is given to Bob. Then Alice adds her game number to the starting number, Bob adds his game number to the result, Alice adds her number of games to the result, etc. The game continues until the number $2019$ is reached or exceeded. Whoever reaches the number $2019$ wins. If $2019$ is exceeded, the game ends in a draw. $\bullet$ Show that Bob cannot win. $\bullet$ What starting number does Bob have to choose to prevent Alice from winning?

(Richard Henner)