Britain’s Andy Murray went out in the first round of the Bett1 Hulks Indoors event in Cologne, Germany, losing 6-4 6-4 against Spain’s Fernando Verdasco.
Murray, 33, was handed a wildcard to play in the tournament, but was beaten by the 36-year-old world number 62.
Verdasco now faces US Open finalist Alexander Zverev in the second round after the German was given a bye.
Another Briton, Kyle Edmund, lost 7-5 7-6 (7-1) to South Africa’s Lloyd Harris.
Three-time Grand Slam champion Murray, currently ranked 115th in the world, only returned to the ATP Tour in August after career-saving hip surgery.