May 16
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- 19?? — Maki Yaosaka (voice of Teacher) is born.
- 1927 — Gino Donato (Italian voice of Megatron) is born.
- 1938 — Michel Bedetti (European French voice of various characters in the original cartoon) is born.
- 1946 — Philippe Dumond (European French voice of Starscream in the live-action film series and Ratchet in the War for Cybertron game) is born.
- 1947 — Jan Spitzer (German voice actor of two Megatrons and two Ratchets) is born.
- 1951 — Unshō Ishizuka (Japanese voice of Silas) is born.
- 1968 — Diego Sabre (Italian voice of various characters including Chromedome in The Headmasters, Waspinator in Beast Wars and Knock Out in Prime) is born.
- 1972 — Khary Payton (voice of 2015 Robots in Disguise cartoon Grimlock, Divebomb, and Bisk) is born.
- 1973 — Kōsuke Toriumi (Japanese voice of Super Link Hot Shot, Jinbu and Q-Transformers: Mystery of Convoy Returns Red Alert) is born.
- 1980 — Toshitsugu Takashina (Japanese voice of Beast Megatron and Gigant Bomb in Robotmasters) is born.
- 1983 — Fabian Oscar Wien (German voice of Airazor and Jetfire) is born.
- 1986 — Megan Fox (Mikaela Banes in Transformers) is born.
- 1986 — The Fight! Super Robot Lifeform Transformers episode "The Spring of Transformation" premieres in Japan.
- 1989 — The Victory episode "Big City - Underground Terror" premieres in Japan.
- 1996 — The Beast Wars series premieres in the U.S. with the episode "Beast Wars (Part 1)."
- 1998 — The Beast Wars episode "The Agenda (Part 2)" gets its regular syndication debut in the US.
- 2003 — The Legends of the Microns episode "休日 (ほねやすめ) - vacation" premieres in Japan.
- 2007 — You Can Draw Transformers and the updated paperback edition of Transformers: The Ultimate Guide are released by DK Publishing.
- 2009 — The Transformers: Animated episode "Endgame, Part I" premieres in the US.
- 2011 — Streetdate for the first wave of Dark of the Moon toys.
- 2014 — The "Convoy [Anniversary Clear Ver.]" toy is made available at the "Transformers Celebration 2014" midnight event at the Sunshine City Toys"R"Us store in Ikebukuro, Japan.
- 2015 — The Robots in Disguise episode "Rumble in the Jungle" premieres on Cartoon Network in the USA.
- 2015 — The Rescue Bots episode "Four-Legged Hero" premieres on Discovery Family.
- 2016 — The Robots in Disguise episode "Impounded" premieres in Italy.
- 2018 — Transformers: The Definitive G1 Collection: Volume 45: Last Stand of the Wreckers is released by Hachette Partworks.
- 2020 — The Rescue Bots Academy episodes "Museum Mystery" and "Partners" premiere on Discovery Family.
- 2023 — Junior novels Transformers: Rise of the Beasts – The Search Is On and Transformers: Rise of the Beasts – Mission At The Museum are released by Simon Spotlight.
- 2023 — Hasbro hosts a fan first stream revealing new Studio Series figures as well as the Amazon exclusive Pre-Cybertronian War Subline with Transformers fan Sixo.
- 2023 — First day of the Rise of the Beasts Optimus Prime, Optimus Primal and Mirage World Tour in Chicago, Illinois.
- 2024 — In a first for the Transformers franchise, the Skybound Entertainment Transformers comic run receives several nominations for the Will Eisner Comic Industry Award.
- 2024 — Carmen Sheila (Brazilian voice of the original The Transformers cartoon Arcee) dies at age 83.