Quickly comes up with a plan to take down Dark Angel non-violently (The Titans #25)
A teenage Robin stands up to Batman and takes command over both the Outsiders and Teen Titans leading them to victory plus earns the admiration of his mentor (Batman and the Outsiders v1 #5)
Leads the Teen Titans to victory over Goronn (New Teen Titans v1 #5)
Leads the Teen Titans to victory over Trigon (New Teen Titans v1 #6)
Leading The Titans in battle against the Sons of Trigon, he helps subdue Jared (Wrath) alongside Arsenal/Red Arrow then uses Jacob's (Lust) influence over Flash and Donna as a clever way to take Jesse (Envy) out the fight (Titans #4)
Despite not being apart of either team at the time, he naturally takes command over the Outsiders and Teen Titans when they're ambushed on Minosyss (Return of Donna Troy #2)
Return of Donna Troy #3
Quickly comes up with a plan for the team to subdue a brainwashed Donna Troy as we also see the others looking to him for his leadership in the situation
Later on Donna comments on Nightwing's natural gift to lead and inspire
Leading the Outsiders, Teen Titans, and native rebels in a war against the Titans of Myth (Return of Donna Troy #4)
In a flashback tale as Robin, we find out that his mentor Batman believes in his leadership ability so much that even he is confident that one day Dick will be leader of the Justice League (Justice League v2 #51)
Chosen by his mentor (Batman) to lead the new JLA that the Dark Knight formed as a contingency plan just in case something happened. Batman refers to Nightwing as the best and only person able to lead the team (JLA #69)
Successfully leads the JLA in battle against the very powerful Gemamnae as they manage to take her down and trap her. However, their efforts prove to be only a temporary victory since she is much more powerful then they know (JLA #73)
Taking command over a newly formed JLA as they bring down the powerful Atlas (Justice League of America v2 #42)
Brave and the Bold #15
Besides Superman, Dick Grayson is the main person every hero alive trusts as Deadman (who's in Hawkman's body) points out. Unfortunately, Dick betrays that trust by rallying every hero on earth and sending them into another dimension away from Anuttara in order to save them from being possessed by his ghosts
Comes up with a plan to defeat Anuttara with Deadman, Hawkman, and Green Arrow following his lead
Trusting his judgement, Red Robin and Deadman follow Dick's lead as he comes up with a very clever yet risky plan on the spot to save/hide Red Robin and himself from the Black Lanterns after deducing how they respond to emotion (Blackest Night Batman #3)
Immediately takes command over a group of meta humans which includes Superman once their group is attacked (Action Comics #842)
Convinces a group of meta human super villains to follow him into battle against Bride and Groom (Nightwing #132)
Able to gain the trust of HIVE soldiers to work together with the Titans (The Titans #11)
In an altered timeline Dick is killed in the past while he was still Robin and as a result the JLA was left without it's greatest tactician (Batman/Dick Grayson) to come up with a plan to defeat Trigon who ends up conquering earth. This is due to the fact that Dick wasn't around to replace Bruce Wayne/Batman when he was "killed" by Darkseid during the Final Crisis story (Booster Gold v2 #22-23)
