1998[]
- February 10, 1998 - In The Aeroplane Over The Sea is released
- December 31, 1998 - Final performance for 3 years
1999[]
- February 16, 1999 - The Gay Parade by Of Montreal is released, featuring Jeff jumping on a furnace.
- May 11, 1999 - A Dream in Sound by Elf Power is released. It features Jeff
- July 6, 1999 - 1st Imaginary Symphony For Nomad by The Music Tapes is released, featuring Jeff
- July 12, 1999 - Black Foliage: Animation Music Volume One by The Olivia Tremor Control is released. Jeff contributes vocals, melodica, percussion, and sound effects.
2000[]
- October 17, 2000 - The Winter is Coming by Elf Power is released, featuring Jeff
2001[]
- January 1, 2001 - Curse Of The Seven Jackals is released. Jeff helps with the soundtrack
- February 4, 2001 - Jeff and Chris Knox perform a show in New Zealand
- May 26, 2001 - Jeff makes a post on e6townhall.com explaining where he's been
- June 18, 2001 - Major Organ And The Adding Machine and Orange Twin Field Works: Volume 1 are released
- July 4, 2001 - Individualized Shirts by Pipes You See, Pipes You Don't is released. Jeff contributes drums.
- August 28, 2001 - Circulatory System by Circulatory System is released. Jeff contributes drums and voices. Live At Jittery Joe's is also released.
2002[]
- 2002 - The 2nd Imaginary Symphony for Cloudmaking by The Music Tapes is released. Jeff contributes "Sound Effects and Musique Concrète."
- February 1, 2002 - Jeff does an interview with Pitchfork
- July 20, 2002 - A Hawk and a Hacksaw by A Hawk and a Hacksaw is released. Jeff contributes vocals to tracks 3, 7, and 10. (And apparently violin to track 3, as Korena Pang.)
- October 1, 2002 - "Billions of Phonographs" by The Instruments is released. Jeff contributes vocals.
- October 14, 2002 - The first episode of Jeff's WFMU radio show airs
- December 16, 2002 - Final episode of Jeff's WFMU radio show
2003[]
- 2003 - Angela, David And The Great Neopolitan Road Issue by Guignol is released, featuring Jeff (as Korena Pang).
- February 11, 2003 - "The Sky Above, The Mud Below" by Tall Dwarfs is released. Jeff contributes guitar, vocals, and sounds.
- February 2003 - "Lullaby For Worriers" by Thimble Circus is released, featuring Jeff
- July 1, 2003 - If He Is Protecting Our Nation, Then Who Will Protect Big Oil, Our Children? by Of Montreal is released, featuring Jeff
- September 04, 2003 - The website "Creative Loafings" puts out an interview with Jeff's father. Jeff responds
“I am flattered that you want to talk me, but I have to say no. I wish you the very best in everything you do. But please do not contact my family. I think [my dad] was caught off guard by you, and maybe even a little intrigued at first, but now he is left wondering how a perfect stranger could know about his painful past. I don’t wish to revisit the past either.”
2005[]
- March 28, 2005 - Darkness At Noon by A Hawk and a Hacksaw is released. Jeff makes a guest appearance
- August 2, 2005 - Jeff joins The Olivia Tremor Control onstage to perform I Have Been Floated.
- September 2005 - Jeff sells some original artwork on his site
2006[]
- April 2006 - AUX: Experimental Sound from Athens, GA is released. Jeff contributes a song under the alias Korena Pang
- May 9, 2006 - "Cast a Half Shadow" by The Instruments is released. Jeff contributes vocals.
- July 21 & 22, 2006 - Jeff performs a concert with The Instruments
2007[]
- February 6, 2007 - New Magnetic Wonder by The Apples In Stereo is released. Jeff contributes drums, handclapping, and background vocals.
2008[]
- March 7, 2008 - Jeff curated 4 songs for the compilation Yeti Five, as well as contributing some artwork and liner notes.
- May 13, 2008 - "Dark Smaland" by The Instruments is released, featuring Jeff
- October 11, 2008 - Jeff performs I Have Been Floated with The Olivia Tremor Control and The Arrow Flies Close by Elf Power
- October 18, 2008 - Jeff and Julian Koster play Engine during the Elephant 6 Holiday Surprise 2008 tour. Jeff plays several performances during this tour.
- October 23, 2008 - Final performance during the Holiday Surprise Tour
2009[]
- September 8, 2009 - Signal Morning by Circulatory System is released, featuring Jeff on drums
- November 20, 2009 - The documentary Examined Life is released by Jeff's wife Astra Taylor. Jeff contributes to the film's score.
- December 8, 2009 - Stroke: Songs For Chris Knox is released. Jeff contributes a cover of the Tall Dwarfs song Sign The Dotted Line
2010[]
- May 6, 2010 - Jeff performs 5 Neutral Milk Hotel songs at Le Poisson Rouge in New York City
- December 5, 2010 - Jeff performs 10 Neutral Milk Hotel songs at The Schoolhouse in Brooklyn, NY for a crowd of about 75 people
2011[]
- January 26, 2011 - Jeff announces he's going on tour
- May 7, 2011 - Jeff played drums in this strange performance by The Soap Scums at the AUX 5 Experimental Arts Festival
- June 14, 2011 - Purim's Shadows (The Dark Tours the World) by The Music Tapes is released. Jeff is credited with vocals, vynal skips, metal cart, and bells.
- August 8, 2011 - Jeff plays his first performance of the tour, at First Unitarian Church in Burlington, VT
- October 4, 2011 - Jeff plays a short performance at the Occupy Wall Street protest Watch here
- November 22, 2011 - Jeff releases the Walking Wall of Words Box Set, containing unreleased material. It was released under NMH Records
2012[]
- 2012 - Jeff does many live performances this year
- March 9-11, 2012 - Jeff curated an All Tomorrow's Parties festival
- September 4, 2012 - Mary's Voice by The Music Tapes is released. Jeff is credited with "Turntable Manipulation" and "Choir."
2013[]
- April 29, 2013 - Neutral Milk Hotel reunites and announces an international tour
2014[]
- June 24, 2014 - Mosaics Within Mosaics by Circulatory System is released, featuring Jeff playing a balloon and drums
2015[]
- June 11, 2015 - Tour concludes.
2016[]
- December 6, 2016 - Jeff begins selling "The Book Cipher Sings" drawings online
2017[]
- October 24, 2017 - New signed drawings on sale.
2020[]
- March 1, 2020 - Jeff sends out an email to fans requesting they vote for Bernie Sanders.
2023[]
- January 10, 2023 - Merge announces a re-release of the Walking Wall of Words box set, with new artwork included from Jeff.
- August 3, 2023 - Silver lyric cards and new drawings for sale on the website.