Deceiving Party Members

Sorry if this has been posted before - I couldn't find it. I am looking at starting a campaign on Roll20 but have a player who wants to deceive his partymates into thinking his class is something else. Think rogue pretending to be fighter while sneaking around It's kind of a broad question, but can this be done reliably in roll20 without its mechanics blowing their cover?

Players cannot see the character sheet tab unless they have control over the character. That's the only thing that's part of Roll20 that would be a dead giveaway, so I don't think you should have a problem implementing the plan.

To handle the metagame aspect of this trickery, I might ask all players to refrain from discussing eachothers' characters out of game. Alternatively, I might outright tell any who ask that he is [some other class]; the player would tell the same white lie. Note that a perceptive player might mouse over an inline roll and wonder why a wizard is rolling d12 hit dice after a short rest, or has proficiency with greatswords.

If you are concerned about people figuring out what class a character is. Look into making macros that whisper all rolls to the GM so that no one but the player and the gm can see that roll. Everything else can be just roleplayed due to the mechanics being hidden from public sight.

I've had a player pull this little trick off to great effect. They set off on a perilous journey with the expert ranger hired to guide them, only to get horribly lost when the "ranger" turned out to be a little less than honest.  To make matters worse, the real ranger hired to escort them believed a double cross ad taken place and began tracking them. Worked absolutely flawlessly in Roll20, though all credit really goes to the players' ingenuity in pulling off a very believable scam. Mechanics wise I let the player set up and act as the class he was imitating but made behind the scenes adjustments to reflect his true background.  It depends whether you're more invested in being faithful to the mechanics or if you're willing to fudge a little for the sake of the story and players fun. In any case, to stay on topic, the Roll20 engine gives you plenty to work with, and I'd argue much more so than face-to-face.

Thanks for your responses! I'm glad that it's possible and am looking forward to seeing how this plays out :)

As your question has been answered, I will be closing this thread. If you have any questions on how to do something in roll20 feel free to create another thread.