As "Kenny", as he was sometimes known, grew, he did an increasing share of the farm work, later stating, "I did my share—and it was a substantial share—in taking care of the 13 acres ... I do not remember that I particularly liked to get up at 3:30 in the morning." Kenesaw began his off-farm career at age ten as a news delivery boy. He left school at 15 after an unsuccessful attempt to master algebra; he then worked at the local general store. He left that job for a position as errand boy with the Vandalia Railroad. Landis applied for a job as a brakeman, but was laughingly dismissed as too small. He then worked for the Logansport "Journal", and taught himself shorthand reporting, becoming in 1883 official court reporter for the Cass County Circuit Court. Landis later wrote, "I may not have been much of a judge, nor baseball official, but I do pride myself on having been a real shorthand reporter." He served in that capacity until 1886. In his spare time, he became a prize-winning bicycle racer and played on and managed a baseball team. Offered a professional contract as a ballplayer, he turned it down, stating that he preferred to play for the love of the game.