Portraiture in the Age of Trump
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Jack Siegel is a Chicago-based photographer who traverses the streets of Chicago with camera in hand.  Jack's practice includes architectural photography and urban landscapes.

Archive

  • Architecture 174
  • Blues 17
  • CTA 12
  • Chicago 507
  • Chicago Tourism 127
  • Crime 13
  • Cubs 10
  • Demonstrations 286
  • Donald J. Trump 104
  • Festivals 105
  • Flowers 13
  • Food 9
  • Jazz 96
  • Maxwell 1
  • Musicians 147
  • Parades 41
  • Performance 289
  • Protest 254
  • Public Declarations 258
  • Sports 11
  • Street 111
  • Things to Do in Chicago 140
  • Urban Landscapes 199
  • Windows 11
  • July 2026 1
  • June 2026 6
  • May 2026 9
  • April 2026 8
  • March 2026 11
  • February 2026 4
  • January 2026 11
  • December 2025 4
  • November 2025 6
  • October 2025 2
  • September 2025 8
  • August 2025 15
  • July 2025 4
  • June 2025 11
  • May 2025 12
  • April 2025 5
  • March 2025 16
  • February 2025 5
  • January 2025 4
  • November 2024 3
  • October 2024 12
  • September 2024 5
  • August 2024 14
  • July 2024 9
  • June 2024 5
  • May 2024 10
  • April 2024 9
  • March 2024 8
  • February 2024 7
  • January 2024 5
  • December 2023 11
  • November 2023 8
  • October 2023 12
  • September 2023 5
  • August 2023 7
  • July 2023 7
  • June 2023 8
  • May 2023 4
  • April 2023 7
  • March 2023 1
  • February 2023 3
  • January 2023 2
  • November 2022 2
  • October 2022 3
  • September 2022 8
  • August 2022 2
  • July 2022 8
  • June 2022 5
  • May 2022 4
  • April 2022 2
  • March 2022 2
  • February 2022 1
  • December 2021 2
  • November 2021 1
  • October 2021 3
  • September 2021 3
  • August 2021 5
  • March 2021 2
  • February 2021 1
  • December 2020 1
  • November 2020 1
  • October 2020 2
  • September 2020 2
  • August 2020 5
  • July 2020 2
  • June 2020 1
  • March 2020 2
  • February 2020 6
  • January 2020 2
  • December 2019 1
  • November 2019 2
  • October 2019 5
  • September 2019 10
  • August 2019 16
  • July 2019 4
  • June 2019 3
  • February 2019 3
  • November 2018 2
  • October 2018 8
  • September 2018 7
  • August 2018 4
  • July 2018 4
  • June 2018 12
  • May 2018 23
  • April 2018 9
  • March 2018 7
  • January 2018 7
  • December 2017 2
  • November 2017 3
  • October 2017 5
  • August 2017 12
  • July 2017 18
  • June 2017 20
  • May 2017 15
  • April 2017 15
  • March 2017 8
  • February 2017 19
  • January 2017 5
  • December 2016 2
  • November 2016 10
  • October 2016 4
  • September 2016 5
  • August 2016 1
  • July 2016 14
  • June 2016 15
  • May 2016 7
Show and Tell Jack B. Siegel's Photographs and Commentary
Fantastic Negrito
Apr 11

Apr 11 Fantastic Negrito

Jack Siegel
Blues, Festivals, Jazz, Musicians, Performance

Vocalist and guitarist Fantastic Negrito brought his contemporary Blues and Soul to the Reva and David Logan Center for the Arts on Saturday April 11, 2026 for an exuberant concert. Here are my thoughts about and images from Negrito’s performance.

Iranian Monarchists
Apr 11

Apr 11 Iranian Monarchists

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Saturday, April 11, 2026, a group from Chicago’s Iranian community held a demonstration in Chicago calling for a free and democratic Iran. Here are my thoughts about and images from the rally.

Highly Effective
Apr 8

Apr 8 Highly Effective

Jack Siegel
Demonstrations, Donald J. Trump, Performance, Parades, Protest, Public Declarations

Anti-War Iranian demonstrators took to the streets of Chicago late this afternoon (April 8, 2026). Here are my thoughts about their demonstration and march.

Visibility
Apr 4

Apr 4 Visibility

Jack Siegel
Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Saturday, April 4, 2026, Chicago’s Transgender community held a march and rally demanding transgender rights. Here are my thoughts about and images from the event.

The 'Me TV' Rally
Mar 28

Mar 28 The 'Me TV' Rally

Jack Siegel
Chicago, Donald J. Trump, Demonstrations, Performance, Parades, Protest, Public Declarations

On Saturday, March 28, 2026, Indivisible Chicago staged the third No Kings rally in Chicago’s Grant Park. Here are my thoughts about and images from the rally and the march that followed.

Celebrating Nowruz (Spring)
Mar 21

Mar 21 Celebrating Nowruz (Spring)

Jack Siegel
Chicago, Demonstrations, Public Declarations

On Saturday, March 21, 2026, several people erected a display in Jane Byrne Plaza commemorating Nowruz, which marks the beginning of a new year in Iran and the vernal equinox. Here are my thoughts about and images depicting the display.

Dead Children
Mar 21

Mar 21 Dead Children

Jack Siegel
Public Declarations, Protest, Performance, Donald J. Trump, Demonstrations

On March 21, 2026, a man staged a memorial for the children attending the Shajareh Tayyiba elementary school in Minab, Tehran who were killed as a result of a U.S. missile strike. Here are my thoughts about and images from the memorial.

Canceled
Mar 20

Mar 20 Canceled

Jack Siegel
Public Declarations, Protest

On Friday, March 20, 2026, I visited a mural depicting Cesar Chavez on Southport Avenue in Chicago. It was still intact, with no signs of vandalization. Here are my thoughts about and images from my journey.

Mallets
Mar 13

Mar 13 Mallets

Jack Siegel
Chicago, Jazz, Musicians, Performance, Things to Do in Chicago

Third Coast Percussion and pianist Tigran Hamasyan performed at the Reva and David Logan Center for the Arts on Friday, March 13, 2026. Here are my thoughts about and images from the concert.

Palantir
Mar 8

Mar 8 Palantir

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Sunday, March 8, 2026, a group of 30 demonstrators rallied in Jane Byrne Plaza (site of Chicago’s historic Water Tower) against Palantir Technologies, a government contractor that has licensed its technology to ICE and the Israeli Defence Ministry. Here are my thoughts about and images from the rally.

Diluted
Mar 8

Mar 8 Diluted

Jack Siegel
Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

Sunday, March 8, 2026, was International Women’s Day. In Chicago, several hundred people rallied in Daley Plaza to mark the day. They then marched to Trump Tower. Here are my thoughts about and images from the rally and demonstration.

Iranian Exuberance
Mar 7

Mar 7 Iranian Exuberance

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Parades, Performance, Protest, Public Declarations

On Saturday, March 7, 2026, members of Chicago’s Iranian community rallied in Daley Plaza, calling for the overthrow of the Iran’s theocratic regime. The demonstrators seek democratic self -determination for all iranians. Here are my thoughts about and images from the rally.

Stand Up for Science
Mar 7

Mar 7 Stand Up for Science

Jack Siegel
Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Saturday, March 7, 2026, 100 people gathered in Chicago’s Federal Plaza for a Stand Up for Science rally. Here are my thoughts about and images from the rally.

Anti-Iranian War Rally
Mar 7

Mar 7 Anti-Iranian War Rally

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Saturday, March 7, 2026, 75 people gathered in Jane Byrne Plaza (site of Chicago’s historic Water Tower) for a demonstration against Donald J. Trump’s war on Iran. Here are my thoughts about and images from the rally.

Pretzel Logic
Mar 2

Mar 2 Pretzel Logic

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On March, 2, 2026, somewhere around 100 people gathered in Chicago’s Congress Plaza for an demonstration against Donald J. Trump’s unauthorized and unconstitutional war on Iran. Here are my thoughts about and images from the demonstration.

Remembering Alexi Navalny
Feb 15

Feb 15 Remembering Alexi Navalny

Jack Siegel
Demonstrations, Donald J. Trump, Performance, Protest, Public Declarations

On Sunday, February 15, 2026, members of Chicago’s Russian community held a demonstration in the plaza next in front of the Wrigley Building to commemorate the late Russian dissident, Alexei Navalny, who was murdered by Vladimir Putin’ regime two years earlier. Here are my thoughts about and images from the memorial service.

They Can Taste Freedom
Feb 14

Feb 14 They Can Taste Freedom

Jack Siegel
Chicago, Demonstrations, Donald J. Trump, Parades, Performance, Public Declarations

On Saturday, February 14, 2026, Chicago’s Iranian community took to the streets for a massive rally and march calling for regime change in Iran. Given recent events in Iran and President Trump’s pronouncements, the demonstrators could taste the victory that they have sought for decades. Here are my thoughts about and images from today’s events.

Back to School
Feb 13

Feb 13 Back to School

Jack Siegel
Demonstrations, Donald J. Trump, Parades, Performance, Public Declarations, Street

Somewhere around 150 Chicago-area high school students gathered in Federal Plaza today for a demonstration demanding that the Trump Administration end its anti-migrant policies. Here are my thoughts about and images from the rally and the march to Daley Plaza that followed the speeches.

Demanding Regime Change
Feb 7

Feb 7 Demanding Regime Change

Jack Siegel
Demonstrations, Donald J. Trump, Parades, Performance, Protest, Public Declarations

Chicago’s Iranian community took to the streets on Saturday, February 14, 2026 for a colorful march, with the demonstrators calling for regime change in Iran. Here are my thoughts about and images from the rally and march.

Julia Keefe
Jan 30

Jan 30 Julia Keefe

Jack Siegel
Chicago, Jazz, Musicians, Performance, Things to Do in Chicago

Julia Keefe brought her Indigenous Jazz Ensemble to the Reva and David Logan Center for the Arts on Friday, January 30, 2026. Keefe and Company focused on the works of Jim Pepper and Mildred Bailey, with several self-penned compositions tossed in for good measure. Here are my thoughts about and images from the evening.

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Chicago Journal (Experiences In Chicago)

  • Architecture 174
  • Blues 17
  • CTA 12
  • Chicago 507
  • Chicago Tourism 127
  • Crime 13
  • Cubs 10
  • Demonstrations 286
  • Donald J. Trump 104
  • Festivals 105
  • Flowers 13
  • Food 9
  • Jazz 96
  • Maxwell 1
  • Musicians 147
  • Parades 41
  • Performance 289
  • Protest 254
  • Public Declarations 258
  • Sports 11
  • Street 111
  • Things to Do in Chicago 140
  • Urban Landscapes 199
  • Windows 11
Archive By Year
  • 2016 58
  • 2017 122
  • 2018 83
  • 2019 44
  • 2020 24
  • 2021 17
  • 2022 37
  • 2023 75
  • 2024 87
  • 2025 92
  • 2026 50

Detours Journal (Experiences Elsewhere)

  • Architecture 49
  • Cityscapes 52
  • Demonstrations 26
  • Donald Trump 37
  • Gardens 10
  • Jazz Musicians 8
  • New York City 41
  • Oslo and Copenhagen 4
  • Performances 21
  • Portugal 13
  • Protest 28
  • Public Declarations 40
  • Signs and Posters 19
  • Street Musician 13
  • The Age of Trump 40
  • Travel 62
Archive By Year
  • 2016 48
  • 2017 14
  • 2018 10
  • 2019 5
  • 2021 4
  • 2022 9
  • 2023 13
  • 2024 9
  • 2025 18
  • 2026 3
 
 
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