Where to start

Looking for help in where to start reading the years of sick Grayson as Robin leading into the formation of the teen Titans and becoming Nightwing

If you mean in real-time, you’ll probably want to look into old issues of Batman and Detective comics from the '40s through the '60s, and the original Teen Titans series from the '60s.

If you mean his backstory as written in later continuity: Nightwing first appeared in the Judas Contract arc of New Teen Titans. Robin’s backstory was rewritten in Batman: Year Three (from the Batman series late in 1989), which also involves Nightwing a bit more. That stretch of time was also fleshed out a little more in Robin: Year One (miniseries) and Nightwing: Year One (from the Nightwing series).

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A. If you want the pre-Crisis version of events, here you go:

  1. Robin’s first appearance (Detective Comics #38)
    https://www.dcuniverse.com/comics/book/detective-comics-1937-38/bbe01ec4-d9c9-4ac5-9e9e-ef2719aff731

  2. Robin’s tenure as Batman’s sidekick (Detective Comics, Batman, World’s Finest)
    https://www.dcuniverse.com/comics/series/detective-comics-1937/b9a2adfa-19b9-4951-ad28-9d5e9a0e0eda
    https://www.dcuniverse.com/comics/series/batman-1940/0f31ba44-d5a9-4712-ad3b-a8ac301d977b
    https://www.dcuniverse.com/comics/series/world-s-finest-1941/f28919de-9d1b-4c1b-8a5d-558da0c96c74

  3. Debut appearances of the Teen Titans (The Brave and the Bold #54, 60)
    https://www.dcuniverse.com/comics/book/the-brave-and-the-bold-1955-54/1847d2a7-d282-4b49-8e01-4960bf6dbfb9
    https://www.dcuniverse.com/comics/book/the-brave-and-the-bold-1955-60/28409952-f9e7-4703-a900-6ce65085c602

  4. First Teen Titans series (Teen Titans #1-53)
    https://www.dcuniverse.com/comics/series/teen-titans-1966/8d49900d-5e3b-44fd-aa08-6b4226f92cd2

  5. Dick Grayson goes to college (Detective Comics #393-394, Batman #217)
    https://www.dcuniverse.com/comics/book/detective-comics-1937-393/0d7d31a8-7d96-4879-b4ff-62fe70184ba4
    https://www.dcuniverse.com/comics/book/batman-1940-217/5988aef6-6c27-409c-bc55-11ead74d5f1f
    https://www.dcuniverse.com/comics/book/detective-comics-1937-394/7972d377-43e9-424b-8311-17f049a49e35

  6. Robin continues appearing in some issues of Detective Comics and Batman, but also co-stars in a new book (Batman Family #1-19)
    https://www.dcuniverse.com/comics/series/batman-family-1975/490d5085-0260-494e-9557-54ecb8e91dac

  7. Other classic Teen Titans appearances (The Brave and the Bold #83, 102, 149)
    https://www.dcuniverse.com/comics/book/the-brave-and-the-bold-1955-83/51713336-e650-476c-adc5-6b4cc8bcb019
    https://www.dcuniverse.com/comics/book/the-brave-and-the-bold-1955-102/f54abeee-e376-4784-8a45-518d17ffeeb0
    https://www.dcuniverse.com/comics/book/the-brave-and-the-bold-1955-149/d125a277-a6b6-4e48-a1b5-0bf01507aa5e

  8. Teaser for New Teen Titans and some Superman/Robin team-ups (DC Comics Presents #26, 31, 58)
    https://www.dcuniverse.com/comics/book/dc-comics-presents-1978-26/1a4b5846-3bfa-4766-8d43-54da4dc93223
    https://www.dcuniverse.com/comics/book/dc-comics-presents-1978-31/1363f389-6b7f-494a-9da4-c762a94c2f00
    https://www.dcuniverse.com/comics/book/dc-comics-presents-1978-1986-58/9c4bc787-5857-405a-99a8-574b8e9a1ef8

  9. Robin reforms the Titans with some new members (The New Teen Titans)
    https://www.dcuniverse.com/comics/series/new-teen-titans-1980/e983a538-b140-4fb2-9fef-704bc6b2cccf

  10. Backstories for new members of the team (Tales of the New Teen Titans #1-4)
    https://www.dcuniverse.com/comics/series/tales-of-the-new-teen-titans-1982/9a3e8186-0c42-47eb-ba5e-aacf4c0b0199

  11. Debut of Nightwing (Tales of the Teen Titans #42-44, Annual #3: “The Judas Contract”)
    https://www.dcuniverse.com/comics/book/tales-of-the-teen-titans-1984-42/c636aad5-1296-4f99-b4be-bd88b888c3bf

B. If you want the post-Crisis story told by Chuck Dixon, here’s the reading order:

  1. Robin’s origin (Robin Annual #4: “Year One”)
    https://www.dcuniverse.com/comics/book/robin-annual-1992-4/3a137c67-0bb8-4526-82a5-b83f96019678

  2. Flashback to early Robin story, told by Nightwing to Tim Drake (Robin #0)
    https://www.dcuniverse.com/comics/book/robin-1993-0/fa0fcf07-89f3-432f-ae80-989d39c614ad

  3. Expanded version of story told in Robin #0 flashback (Robin: Year One #1-4)
    https://www.dcuniverse.com/comics/series/robin-year-one/3a2ba692-dbb7-456b-b027-315ebf60e404

  4. Robin interacts with Batgirl during her debut (Batgirl: Year One #1-9)
    https://www.dcuniverse.com/comics/series/batgirl-year-one/4f9a55d6-40f1-4b2d-a6ca-f08ad1e63e03

  5. Robin becomes Nightwing (Nightwing #101-106: “Nightwing: Year One”)
    https://www.dcuniverse.com/comics/book/nightwing-1996-101/4d5b5382-018f-44da-9759-0156ada520e3

C. If you want some other post-Crisis stories concerning the origin of Robin or the Teen Titans (not all compatible with Dixon’s version), here are a few:

  1. Another telling of Robin’s origin (Batman: Legends of the Dark Knight #100)
    https://www.dcuniverse.com/comics/book/batman-legends-of-the-dark-knight-1989-100/00b67354-ce60-4928-a17b-922ed406d19d

  2. Sequel to The Long Halloween that includes Robin’s origin as a subplot (Batman: Dark Victory #0-13)
    https://www.dcuniverse.com/comics/series/batman-dark-victory/e23c9cb6-4464-4889-8b33-bcf405b7af18

  3. Flashback to Dick Grayson’s origin in prelude to Tim Drake’s debut (Batman #436-439: “Year Three”)
    https://www.dcuniverse.com/comics/book/batman-1940-436/02beab2a-a6ad-4d3b-96b8-c78a6cf65b6b

  4. Robin’s initiation mission (Batman Chronicles: The Gauntlet)
    https://www.dcuniverse.com/comics/book/batman-chronicles-the-gauntlet-1997-1/5bc460b5-d24d-4579-b785-12a1f3fabfe3

  5. Formation of the Teen Titans (Teen Titans: Year One #1-6)
    https://www.dcuniverse.com/comics/series/teen-titans-year-one/a3643101-460f-40b9-a9e3-b7e61df182bf