Given the design goals for and challenges with the rogue I have a proposal.
A new class feature I'm calling skill synergy and a change to too other features, sneak attack and skill mastery.
Skill Synergy basically allows the rogue to make a context related skill check in a trained skill to grant advantage to either his/her next attack or skill check.
Example A rogue wants to use diplomancy to negiotate a peace treaty, but a murder is a major obstacle to negiotations. The rogue makes a bluff check to convince the aggrevied faction that the guilty faction is innocent. This one lie gives the Rogue advantage on his diplomacy check to hash out a peace treaty.
Another example, a rogue is about to pick a lock when she notices how old it looks. She does a history lore check and discovers it ancient Imaskarian, which gives her a better idea how to unlock it. She gains advantage on her pick locks skill check.
Its even extends to combat skills. Maybe when she unlocks the lock and opens the door, undead swarm out. She has no wear to hide, so instead she makes an undead lore check and remembers the vulnersble points on this type of undead and gets advantage for her next attack.
This combines nicely with my changes to sneak attack and skill mastery. Instead when a Rogue have advantage on a skill check he can add skill mastery dice on it.
First off replace taking ten in skill Mastery. Then instead of 1d6 to sneak attack at every level and starting with 2d6 sneak attack, split the 2d6 between skill mastery and sneak attack. After that every level the Rogue gets to add 1d6 die to either his skill mastery or sneak attack.
This allows for a less combat more skills focused Rogue, a more killer type rogue, or a more mixed rogue, while making both skills and fighting more interesting and creative, the style of the rogue more unique.
A new class feature I'm calling skill synergy and a change to too other features, sneak attack and skill mastery.
Skill Synergy basically allows the rogue to make a context related skill check in a trained skill to grant advantage to either his/her next attack or skill check.
Example A rogue wants to use diplomancy to negiotate a peace treaty, but a murder is a major obstacle to negiotations. The rogue makes a bluff check to convince the aggrevied faction that the guilty faction is innocent. This one lie gives the Rogue advantage on his diplomacy check to hash out a peace treaty.
Another example, a rogue is about to pick a lock when she notices how old it looks. She does a history lore check and discovers it ancient Imaskarian, which gives her a better idea how to unlock it. She gains advantage on her pick locks skill check.
Its even extends to combat skills. Maybe when she unlocks the lock and opens the door, undead swarm out. She has no wear to hide, so instead she makes an undead lore check and remembers the vulnersble points on this type of undead and gets advantage for her next attack.
This combines nicely with my changes to sneak attack and skill mastery. Instead when a Rogue have advantage on a skill check he can add skill mastery dice on it.
First off replace taking ten in skill Mastery. Then instead of 1d6 to sneak attack at every level and starting with 2d6 sneak attack, split the 2d6 between skill mastery and sneak attack. After that every level the Rogue gets to add 1d6 die to either his skill mastery or sneak attack.
This allows for a less combat more skills focused Rogue, a more killer type rogue, or a more mixed rogue, while making both skills and fighting more interesting and creative, the style of the rogue more unique.