The Outlaw Class - Idea!

One of the things I'm working on with the outlaw class is versatility. I don't want it to simply be a rogue in the D&D sense, nor do I want it to function like a bard. 

My goal with the outlaw is to provide the sense of customization that the youxia has, but related to checks and leveraging focus/intellect. At the core of this is the idea of "talents". I love the idea of a trained-expert-master progression with a lot of player choice, but I'm currently trying to make sure trained and expert are better differentiated. 

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Outlaw Talents - You are proficient at skills related to an unlawful lifestyle. Starting at level 1, you may spend a talent point to become trained in a skill set. Another may be spent on a trained skill to become an expert (overriding the trained bonus), and then another to become a master (stacking with the expert bonus). Talent points must be spent when a bandit character ADVANCES (i.e. levels up).

One example is stealth:

Stealth & Evasion

• Trained - checks related to blending into crowds, moving undetected, or hiding your presence receive a +2 bonus.
• Expert - checks related to blending into crowds, moving undetected, or hiding your presence are AMPLIFIED.
• Master - when you attack an unsuspecting target from a hidden position, you may add your INTELLECT BONUS to your damage.

I'm also leaning on communicating it like this (adding more nuance):

Stealth & Evasion

• Trained - checks related to blending into crowds, moving undetected, or hiding your presence in dim light or shadowy areas are AMPLIFIED
• Expert - checks related to hiding in plain sight are AMPLIFIED.
• Master - when you attack an unsuspecting target from a hidden position, you may add your INTELLECT BONUS to your damage. You may also move at your full COMBAT SPEED while hiding.