He was one of the English players who toured Denmark and Saxony in 1586–87, along with George Bryan, another future Chamberlain's man.
Pope was most likely an original member of the Lord Chamberlain's Men at their re-constitution in 1594, along with Shakespeare, Burbage, and the others.
He was a figure of some significance in the early phase of the company's history, in that he and John Heminges were the payees for their Court performances — a responsibility that would have been given only to trusted members.
Though no information has survived on his specific roles, it is thought that his physique and style most suited the comic character of stout, braggartly cowards, such as Falstaff and Sir Toby Belch, although he is also conjectured to have performed in dramatic roles, such as Mercutio and Shylock.
Like some other actors and members of his troupe (Shakespeare; Phillips), Pope lived in Southwark, near the theatres; he is thought to have remained unmarried.