Chicago Delivery Workers Flee Amid Trump’s Intensified Immigration Crackdown

Lilu Anderson
Photo: Finoracle.net

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->

  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Whizz launched in Chicago only months ago but saw rapid expansion from zero to approximately 300 e-bikes between March and July 2025. This growth was fueled by the company’s mission to provide affordable, reliable e-bikes to delivery workers who traditionally rely on less dependable equipment. !-- wp:paragraph --> However, August marked a turning point. Following President Trump’s threats to deploy National Guard troops and a surge in Immigration and Customs Enforcement (ICE) raids, Whizz’s Chicago fleet growth stagnated. Peregudov reports an 8% decline in business since then. !-- wp:paragraph -->
“The reason Whizz’s fleet hasn’t grown in Chicago in the last month is because it has become way harder to deliver a food order in the city,” Peregudov wrote on LinkedIn, sharing the viral video.

Delivery Workers’ Fear Extends Beyond Immigration Status

Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> Whizz launched in Chicago only months ago but saw rapid expansion from zero to approximately 300 e-bikes between March and July 2025. This growth was fueled by the company’s mission to provide affordable, reliable e-bikes to delivery workers who traditionally rely on less dependable equipment. !-- wp:paragraph --> However, August marked a turning point. Following President Trump’s threats to deploy National Guard troops and a surge in Immigration and Customs Enforcement (ICE) raids, Whizz’s Chicago fleet growth stagnated. Peregudov reports an 8% decline in business since then. !-- wp:paragraph -->
“The reason Whizz’s fleet hasn’t grown in Chicago in the last month is because it has become way harder to deliver a food order in the city,” Peregudov wrote on LinkedIn, sharing the viral video.

Delivery Workers’ Fear Extends Beyond Immigration Status

Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> A viral video circulating this week captured a dramatic scene in Chicago: a food delivery worker fleeing on his e-bike from a group of armed, masked federal agents. The footage has become a focal point in the debate over President Donald Trump’s aggressive immigration enforcement policies sweeping through U.S. cities. !-- wp:paragraph --> Mike Peregudov, co-founder of Whizz, an e-bike subscription service, described the clip as emblematic of the pervasive fear gripping delivery workers in Chicago. His company’s internal data confirms the chilling impact of these federal raids on the city’s gig economy. !-- wp:paragraph -->

Rapid Growth Stalls Amid Escalating Enforcement

Whizz launched in Chicago only months ago but saw rapid expansion from zero to approximately 300 e-bikes between March and July 2025. This growth was fueled by the company’s mission to provide affordable, reliable e-bikes to delivery workers who traditionally rely on less dependable equipment. !-- wp:paragraph --> However, August marked a turning point. Following President Trump’s threats to deploy National Guard troops and a surge in Immigration and Customs Enforcement (ICE) raids, Whizz’s Chicago fleet growth stagnated. Peregudov reports an 8% decline in business since then. !-- wp:paragraph -->
“The reason Whizz’s fleet hasn’t grown in Chicago in the last month is because it has become way harder to deliver a food order in the city,” Peregudov wrote on LinkedIn, sharing the viral video.

Delivery Workers’ Fear Extends Beyond Immigration Status

Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph --> A viral video circulating this week captured a dramatic scene in Chicago: a food delivery worker fleeing on his e-bike from a group of armed, masked federal agents. The footage has become a focal point in the debate over President Donald Trump’s aggressive immigration enforcement policies sweeping through U.S. cities. !-- wp:paragraph --> Mike Peregudov, co-founder of Whizz, an e-bike subscription service, described the clip as emblematic of the pervasive fear gripping delivery workers in Chicago. His company’s internal data confirms the chilling impact of these federal raids on the city’s gig economy. !-- wp:paragraph -->

Rapid Growth Stalls Amid Escalating Enforcement

Whizz launched in Chicago only months ago but saw rapid expansion from zero to approximately 300 e-bikes between March and July 2025. This growth was fueled by the company’s mission to provide affordable, reliable e-bikes to delivery workers who traditionally rely on less dependable equipment. !-- wp:paragraph --> However, August marked a turning point. Following President Trump’s threats to deploy National Guard troops and a surge in Immigration and Customs Enforcement (ICE) raids, Whizz’s Chicago fleet growth stagnated. Peregudov reports an 8% decline in business since then. !-- wp:paragraph -->
“The reason Whizz’s fleet hasn’t grown in Chicago in the last month is because it has become way harder to deliver a food order in the city,” Peregudov wrote on LinkedIn, sharing the viral video.

Delivery Workers’ Fear Extends Beyond Immigration Status

Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph -->

Federal Crackdown Drives Delivery Workers Off Chicago Streets

A viral video circulating this week captured a dramatic scene in Chicago: a food delivery worker fleeing on his e-bike from a group of armed, masked federal agents. The footage has become a focal point in the debate over President Donald Trump’s aggressive immigration enforcement policies sweeping through U.S. cities. !-- wp:paragraph --> Mike Peregudov, co-founder of Whizz, an e-bike subscription service, described the clip as emblematic of the pervasive fear gripping delivery workers in Chicago. His company’s internal data confirms the chilling impact of these federal raids on the city’s gig economy. !-- wp:paragraph -->

Rapid Growth Stalls Amid Escalating Enforcement

Whizz launched in Chicago only months ago but saw rapid expansion from zero to approximately 300 e-bikes between March and July 2025. This growth was fueled by the company’s mission to provide affordable, reliable e-bikes to delivery workers who traditionally rely on less dependable equipment. !-- wp:paragraph --> However, August marked a turning point. Following President Trump’s threats to deploy National Guard troops and a surge in Immigration and Customs Enforcement (ICE) raids, Whizz’s Chicago fleet growth stagnated. Peregudov reports an 8% decline in business since then. !-- wp:paragraph -->
“The reason Whizz’s fleet hasn’t grown in Chicago in the last month is because it has become way harder to deliver a food order in the city,” Peregudov wrote on LinkedIn, sharing the viral video.

Delivery Workers’ Fear Extends Beyond Immigration Status

Whizz does not directly employ delivery workers but rents e-bikes to individuals who meet basic identification and credit criteria. Still, workers have returned bikes en masse, citing fear of detention during immigration raids. !-- wp:paragraph --> Peregudov notes that detentions affect both documented and undocumented workers. Even lawful residents face temporary loss of income and disruption when held for questioning, often for up to two weeks. !-- wp:paragraph -->
“When a raid happens, these people can [detain] the guy for, whatever, two weeks. When they understand he is legally here, they will let him go away, but he will lose those two weeks,” Peregudov explained.

Widespread Raids, Varied Local Impacts

Immigration enforcement raids are occurring in other major cities where Whizz operates, including New York, San Francisco, and Philadelphia. Yet, Chicago’s militarized approach—with National Guard deployment—exerts a uniquely intimidating effect on delivery workers. !-- wp:paragraph --> Interestingly, Washington, D.C., another city with National Guard presence, has seen increased demand for Whizz’s e-bikes. Peregudov attributes this to local crackdowns targeting gasoline-powered mopeds, pushing delivery workers toward Whizz’s electric alternatives. !-- wp:paragraph -->

An Immigrant’s Perspective on Enforcement

As an immigrant himself, Peregudov refrained from harsh criticism of the administration’s policies but acknowledged the disparity in experience. Having arrived on a talent visa, he contrasted his relatively smooth path with the anxiety faced by many delivery workers. !-- wp:paragraph -->

FinOracleAI — Market View

The intensified immigration enforcement and militarization of Chicago’s streets have created a hostile environment for gig economy delivery workers, directly impacting ancillary services such as e-bike rental platforms. Whizz’s stalled growth and business contraction highlight the broader economic ripple effects of immigration policy enforcement. !-- wp:paragraph -->
  • Opportunities: Increased demand for alternative delivery methods in cities with targeted vehicle crackdowns; potential growth in markets unaffected by militarized enforcement.
  • Risks: Heightened worker attrition due to fear of raids; reduced gig economy participation; operational challenges for rental services tied to vulnerable demographics.
  • Policy Impact: Federal enforcement actions risk destabilizing urban gig economies and displacing workers reliant on flexible employment.
  • Market Dynamics: Diverging local enforcement approaches create uneven market conditions for delivery services and related technology providers.
Impact: The Trump administration’s immigration crackdown in Chicago is exerting a negative market impact by suppressing delivery workforce participation and constraining growth for related mobility services. !-- wp:paragraph -->
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Lilu Anderson is a technology writer and analyst with over 12 years of experience in the tech industry. A graduate of Stanford University with a degree in Computer Science, Lilu specializes in emerging technologies, software development, and cybersecurity. Her work has been published in renowned tech publications such as Wired, TechCrunch, and Ars Technica. Lilu’s articles are known for their detailed research, clear articulation, and insightful analysis, making them valuable to readers seeking reliable and up-to-date information on technology trends. She actively stays abreast of the latest advancements and regularly participates in industry conferences and tech meetups. With a strong reputation for expertise, authoritativeness, and trustworthiness, Lilu Anderson continues to deliver high-quality content that helps readers understand and navigate the fast-paced world of technology.