The 1899–1900 season was Stoke's 11th season in the Football League. As the nineteenth century gave way to the twentieth, it became common knowledge that Stoke were still under a heavy financial cloud. There had been more public appeals for funds - and a certain amount of money had been raised. The directors had continued to go to Scotland for players but, they were not all that successful. The team itself had flirted with relegation for a number of seasons now and there had been only one respectable cup run, Stoke often looked capable of beating the best teams in the country but they were far too inconsistent and always seemed to be at least a couple of quality players short of what was required to challenge for honours.