Shaco has one of the best stealing potentials in the game.

1: Place a box on the edge of the pit (In the red circle) to provide vision and to cover your escape (preferably in advance so the enemy dont see you place it)

2: When the dragon is around 2k health Q over the wall and stand on the red cricle

3: Smite the dragon to steal

4: Use R inside of red circle while aiming cursor away from the pit to escape

Bonus: If you can fool the enemy team inside the pit to kill your clone after escaping you get bonus points. Stealing and getting a kill while doing so adds salt to the wound

(Red Circle) https://postlmg.cc/MfVLDS45
(Rough Example) https://youtu.be/3wJ16_Nh9vI
Everything here is applicable to Baron Pit

Shaco can pull off the cheesiest invade start if you know where the enemy jungler is starting. Simply start oposite and invade for your next two camps.

(Assuming the enemy jng starts bot)
1: Set up 3 boxes on your topside buff and take it as quickly as possible. (A leash is not necessary)

2: Upgrade Q second and use it to move directly through the pit to your enemies top side buff

3: Use your Q and W once each their buff while backstabbing and smite to finish

4: Take their Krugs or Gromp (Assuming your top) as quickly as possible and transition into a gank

5: Go back to the side you started and full clear up or down into another gank and recall

Tip: Acheiving this invade and 1 sucessful gank allows you to buy Lost Chapter on your first back :)