In 1993, after the success of Tim Drake's 3-part miniseries chronicling his tribulations as the third Robin, (succeding Dick Grayson and Jason Todd), Tim was given his own monthly ongoing series that began in 1993 and ran for more than 15 years, until it ended in early 2009. The series is notable for depicting Tim's personal life with his family and friends, and him balancing a delicate act between his superhero and civilian identities. The first 100 issues of the Robin series were written by Chuck Dixon, which was acclaimed at the time for a high-profile Teen Pregnancy arc involving Tim's girlfriend, Stephanie Brown (Spoiler). In 1998, Wizard magazine ranked the series as the best ongoing comic book of the year.As the series went on, Chuck Dixon left the book and different writers came on-board. The first was Jon Lewis, whose short tenure on the Robin series built a stable relationship between Tim and Stephanie and had fondness for writing slightly sci-fi plots, which was jarring in a Batbook that focused more on street-level crime. Next was Bill Willingham, who forcibly retired Tim from being Robin after his dad found out his secret, and killed off Stephanie in the War Games crossover. Adam Beechen took over the series with Robin: One Year Later and had Tim leaving Gotham for a while and temporarily staying in Bludhaven with Cassandra Cain. Dixon then briefly took over the series between issues 170 - 174 to resurrect Stephanie Brown, but was promptly fired and replaced with Fabian Nicieza, who wrote the last arc in the series before its cancellation (to make way for the Red Robin series).Red Robin, which was launched in late 2009 and written by Chris Yost and Fabian Nicieza, depicted Tim Drake's search around the world to find evidence that Bruce Wayne was still alive after cutting himself off from the rest of the Bat Family. He was approached by Ra's al Ghul's assassins, who were also interested in finding out what happened to Batman. The series lasted for 2 years, until the DCU reboot in 2011.As of current, Tim Drake no longer has a solo comic and is exclusively appearing in the post-reboot version of Teen Titans.
Bumbling Sidekick: Deliberately averted. After the death of Jason Todd, writers like Denny O'Neil knew they had to come up with a damn good reason why Batman would take on another Kid Sidekick. Making him a hindrance to Batman in any way was shot down because of this.
Characterization Marches On: In the later series, it's common for Tim to be portrayed as the uptight, slightly neurotic and neat freak person he is. But in his early appearances, he was just an average boy who had a messy room, posters of female models on his wall and stays up all night with dorm mates to watch football and play video games.
Chronic Hero Syndrome: He has often blamed himself for the deaths of classmates that he had failed to save, despite the fact that the victims brought it on themselves. He's also so dedicated to crimefighting that he would drop everything and anything to change into his Robin costume when he sees any sort of crime in his vicinity, mostly at the expense of his girlfriends, family and friends.
Depending on the Artist: Tim has been drawn differently by multitude of artists in his 20+ year history, but there are a few constants in his appearance: spiky, gelled-up hair; average height and a slim body type.
Even the spikey hair is gone now. As of the New 52, he usually sports Dick Grayson's old haircut while out of costume, while Dick's hair has gotten longer and more spikey (which is also Depending on the Artist).
It's no secret that Chuck Dixon based Tim Drake's adventures on the first 50 issues of The Amazing Spiderman. Fans used to compare him to the iconic Marvel superhero, calling him the Peter Parker of Gotham.
Foil: To Dick Grayson. He is everything Dick Grayson was not, by design. Instead of the whimsical, lighthearted sidekick who spouted catchphrases and said "Golly" a lot, he was an extremely serious and dedicated crime-fighter.
Distressed Dude: Averted. Unlike Dick Grayson constantly needing to be rescued or saved, Tim was deliberately kept out of danger for a long time after putting on the costume. Initially, he operated as Batman's Voice with an Internet Connection so that they could slowly introduce him to danger.
Grade School CEO: For a time after Bruce's death, Tim Drake (as one of his legally adopted sons) had significant control over Wayne Enterprises as one of its owners. He is apparently still a co-owner along with his father and brothers, despite being a teen.
Has a Type: He has a thing (a.k.a gets turned on) with girls wearing the Batgirl costume. Firstly when Cass wore Barbara's old costume and then later when he sees his on-off girlfriend Steph in her new Batgirl costume. Being Robin himself this isn't a surprise, seeing that Robins are always attracted to Batgirls.
He may unconsciously have a thing for blonde girls, as evidenced with Steph and Wonder Girl. Ariana even once accused him of it, saying that she bleached her hair because she thought he liked blondes.
Hollywood Nerd: Despite having interests in Dungeons & Dragons, Blade Runner and computers, he's a generally attractive and well-adjusted teenage boy. In fact, later on in the series he has seemingly dropped all of his geeky hobbies.
Hypercompetent Sidekick: Enforced Trope. Tim Drake was deliberately portrayed as extremely competent (even moreso than Batman in some ways) in order to justify why Batman would allow another kid to become his sidekick.
I Just Want to Be Normal: Tim never wanted to be a crime-fighter permanently. He just wanted to be Robin for a while until he could retire and go on with his life.
Kid Hero: Unlike his predecessors, Tim was the first Robin to operate solo in his own book and was considered more of a hero in his own right than just Batman's Kid Sidekick.
Legacy Character: Both series were bursting to the seems with these guys. You had: Robin III himself with both his predecessors and his successors, two Batgirls, two female ninjas named Lynx, two Anarkys (one the original, the other a repurposed General), the Red Robin identity (Jason Todd's Countdown suit worn first by the General, then Tim himself), and both Azraels.
Secret Chaser: he knew Batman and Robin's civilian identity since he was nine, and finally seeked them out when he noticed that Batman was getting more unstable after the death of Jason Todd.
Vicki Vale in the Red Robin series — she figured out 3/4 of the Batfamily identities, with the exception of Steph, Cass and Damian.
The Smart Guy: Most Robins play this role on teams, but Tim is the Smart Guy amongst Smart Guys. It's usually acknowledged that he's the most intelligent of all of the Robins, and even Batman himself has said that Tim will one day make a better detective than him.
Took a Level in Badass: Yes, he was always badass, but he still managed to take another level in it. According to Word Of God, Tim's transition into Red Robin was done to (similar to Dick Grayson's own "graduation") symbolize that Tim was now considered one of the most formidable superheroes in the DC community by all of his peers. He was no longer a "sidekick" but someone who could stand shoulder-to-shoulder with the likes of veterans like Green Arrow, the Birds of Prey, and anyone else.
Wake Up, Go to School, Save the World: A big component of his characterization in the Robin series. In Red Robin he finally gives up on this trope and ditches school entirely, a year short of graduating high school. (It's hinted that he's homeschooled instead).
Academy of Adventure: Brentwood Academy. Lampshaded by Tim himself when he comments on the weirdness of the school.
After School Special: The early 90s were chock-full of these issues. Near-date rapes, school shootings, teen pregnancy, bullying, drug-abuse...
Age-Appropriate Angst: The Robin series does very well at handling Tim's teenage love troubles and his own methods of coping with his mother's death, the crippling of his father, and subsequent death of said father in a way an average 15-year-old boy would do in those situations (the Robin thing not withstanding).
Attempted Rape: Both Ariana and Stephanie had a near-rape experience before, and both confessed it to Tim. It's no wonder that Tim has the 'Lets Wait Awhile' mentality in the first place...
Batman-Gambit: Inherited from the man himself, Tim does this once to Lady Shiva in the last arc of the Robin series. He drugs her food before their fight and wins easily against her.
Everyone Loves Blondes: Ariana caught Tim staring at Stephanie during Karl Ranck's funeral, and proceeded to bleach her hair because she was jealous and thought that Tim preferred blonde girls. (He doesn't, but Ariana was insecure and paranoid at the time) Ironically, blonde Ariana became really popular with the boys at school and that pissed off Tim.
Fanservice: Mostly averted (surprising for a teenage book), but there are a few exceptions: Ariana coming out of her room in skimpy lingerie, and Tim's various shower scenes.
Genius Bruiser: Tim himself ends up as a nightmare for any poor mook he comes across, but is still outclassed by the heavy hitters like Ra's Al Ghul and Lady Shiva, and must rely on Brains to score a victory against them.
Rage Against the Mentor: Tim has called outBatman several times — first when Batman revealed Tim's identity to Stephanie without his permission, and the second time when Batman pulled an elaborate, dysfunctional plan to test his dedication as a Robin on his 16th birthday.
Retcon: Stephanie's death in War Games — it turns out that she was just hiding in Africa.
Ship Tease: Arguably played between Cassandra Cain (Batgirl II) and Tim shortly after War Games. Also, with Wonder Girl after the death of Superboy (Tim's best friend and Wonder Girl's boyfriend).
Secret Identity Identity: He sometimes addresses himself in the third-person in his thought dialogues, either as 'Robin' or 'Tim Drake'.
Secret Keeper: Thanks to his spot as the resident Smart Guy, he knew who both Huntress and Spoiler were well before they knew who he was. This annoyed them both, naturally.
Secret Relationship: Tim and Steph started dating as costumed crimefighters (because he was not allowed to reveal his true identity to her, Batman-related issues and all) and spent a long time only knowing each other as Robin and Spoiler. Tim would also go out of his way to avoid bumping into Steph at school, and lied to his parents when they asked him if he was seeing anyone.
Trauma Conga Line: starting from War Games on Tim experienced his girlfriend's death, his father's death, his stepmother's possible death, his best friend's death, his other best friend's death, and all capped off by the apparent death of adoptive father and mentor Bruce Wayne. All these tragedies caused Tim to go down the angsty, jerkass route right up until he takes up the Red Robin mantle.
Darker and Edgier: Averted. The series seems to start off as this, but Tim makes away with his brooding while combating Ra's attack on the Bat-family. It still is more straight-faced in nature compared to the original Robin run though.
Dating Catwoman: Lynx III. Batman even wanted to give Tim advice on how he had handled Catwoman over the years.
Gambit Roulette: In issue #12, Dick saves Tim in the nick of time from falling out a skyscraper. Later in the Batcave, Dick questions him whether he had planned it all along, and Tim replies with a: "You're my brother, Dick. You'll always be there for me."
Guile Hero: the only Robin to have inherited this particular repertoire from Batman.
Love Triangle: At one point, Tim was juggling multiple love interests at the same time. He was casually dating Tam Fox out of costume while flirting with Lynx in costume, and all the time still having UST with Steph (they would have probably gotten back together if Steph hadn't refused the kiss). Then there was the reintroduction of Cass Cain... FabNic had plans to build the triangle/polygon/harem a bit more, but was cut short by the DC reboot.
Rescue Romance: Tim Drake and Tam Fox are both made prisoners of the League of Assassins. When they escape in the chaos caused by Tim defeating the Council of Spiders and hurting the League, Tam gives Tim a big ol' smooch and continues to have tension with him in the series.
Running Gag: This series lampshades just how many attractive females have attacked Tim only to form alliances with him running from the good to the tense to the ugly.
Secret Test: Turns out that Ra's combined this with Xanatos-Gambit in the first arc. Tim is pitted against the Council of Spiders and then the League of Assassins itself. If he fails, he's dead and Ra's has one less Bat-Clan member to worry about. If he succeeds he proves himself worthy to Ra's Al Ghul's sister. Goes a long way to explain Ra's apparent use of the Villain Ball in the arc.
Sibling Yin-Yang: With Damian Wayne, fifth Robin and Bruce Wayne's biological son.
The Cowl: He is after all, the closest to Bruce in terms of personality.
Time Abyss: Turns out that whoever runs the Assassination tournament Tim interferes with is an immortal with a laser equipped "ancient Babylonian" hideout in the sewers of Paris, and is old enough to have met Vandal Savage. It's a shame he had to destroy the place.