So a lot is being said here about what skills to pop when and how to open in each fight sequence. I have played burg for many years, and I do the occasional theorycrafting with respect to the true meaning of from stealth/stealth enhanced skills.
This is very important! Not all of the skills have the same potential from TRUE stealth vs. feint strike's mock stealth. Therefore, using cunning attack from true stealth means the initial damage of cunning attack is boosted by whatever from stealth legacy or trait you have. The bleed is exactly the same as the feint strike's mock stealth bleed.
Therefore, I personally do not see why using cunning attack from stealth is an opening whatsoever. Personally, I believe that CDG from stealth (assuming your tank is okay with it) has the highest potential for maximum damage throughout a fight. CDG with feint attack's mock enhancement will not trigger any of your from stealth multipliers. This is also true for surprise strike! Yes, surprise strike will do more damage with feint attack, but feint attack will not make that legacy you have on your LI that increases from stealth surprise strike actually trigger, or that 100% increase damage while in stealth trigger. It only lets you use skills that you would only be able to use in stealth, and it makes it so according to your skills, mechanically, you are in stealth.
Mechanically being in stealth means: cunning attack bleed will come up as improved cunning attack and it will do just as much as the true stealth's bleed. Remember, from true stealth you have a 100% chance to crit with cunning attack and surprise strike. Feint attack will not give you this chance, so use aim when you are using it in conjunction with your cunning attack.
This is my recommendation for a raid/fellowship boss: (Beginning in true stealth) Diversion>Reveal Weakness>Aim>CDG>Cunning Attack>Feint Attack>Double-Edged/interrupt the animation with addle>Exposed Throat>Aim>Improved Cunning Attack>Feint Attack>Gambler's Advantage>Exposed Throat>Improved Surprise Strike/interupt the animation with addle>aim>Cunning Attack>Feint Attack>Gambler's Advantage if behind, Double-Edged if not>Flashing-Blades/interrupt the animation with addle>Aim>Improved Cunning Attack
If you want to use hips, you can use it when CDG is off cd and in conjunction with a feint attack buff and aim. Use ready and able if you have a 7min hips like I do when CDG comes off cd again and repeat.
The idea is to not use skills with long animations unless you have addle (our immediate skill), instead use skills with short animations. The goal is to stack cunning attack of all types. No like cunning attack will stack, this means a crit cunning attack wont stack with a crit cunning attack, but it will stack with a crit improved cunning attack. Come up with what you think is the best and what you can manage
PS. This is just what I have figured out and what works for me! I do not think I am the best and others in this thread could have a better idea of it all, but give my idea a try!