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Cloud computing tax threatens Chicago’s Silicon Valley ambitions

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Chicago’s bid to become the Silicon Valley of the Midwest has registered some major wins in recent years: Google bought a huge downtown building, PsiQuantum Corp. announced a $1 billion investment in the city, and local startups raised a record $19 billion in 2022.

Now a move to increase an unusual tax on cloud computing risks adding to a broader technology industry downturn to derail progress in the third-largest U.S. city.

Faced with a nearly $1 billion deficit for next year, Mayor Brandon Johnson has proposed an additional $128 million in revenue by increasing the levy, first implemented in 2016. The plan, expected to be voted on by the City Council’s finance committee on Tuesday, is spurring criticism from business leaders already fighting the progressive politician over everything from crime to the future of the city’s schools.

“This isn’t good,” said Chris Deutsch, founder of Chicago-based Lofty Ventures, which invests in startups. “They’re just going to keep ratcheting up these taxes and it’s going to really hurt business and the entire tech community here. Maybe not immediately but over time, this is a terrible trend and will absolutely hurt us.”

Johnson, a former union organizer who surprised pundits when he beat incumbent Lori Lightfoot, had already alienated many of the city’s economic leaders by proposing a series of taxes on the rich. All at a time when the Chicago area is contending with the loss of firms including Citadel, Boeing Co., Caterpillar Inc. and the local offices of Tyson Foods Inc.

The mayor’s plan to raise taxes on sales of million-dollar homes failed in a referendum and Illinois Governor JB Pritzker said he would block Johnson’s ambitions to establish a financial transaction tax. Raising the levy on cloud computing could be a solution after City Council members rebuked Johnson’s plan for a $300 million property tax increase in a historic 50-0 vote.

“That one is the least egregious of a lot of things that are out there,” said Alderman Brian Hopkins, who said Johnson is getting closer to securing the votes he needs to pass the budget before the Dec. 31 deadline. 

A spokesperson for the city’s finance and budget departments said the tax is based on usage, minimizing the impact on small businesses. For example, a small business using the starter suite of Salesforce Inc. for one user would see the levy increase by just 50 cents a month, according to a statement to Bloomberg.

“This approach balances the need for additional revenue with the city’s commitment to supporting economic growth and remaining an attractive environment for businesses of all sizes,” the spokesperson said.

Competitive disadvantage

Chicago is one of few cities in the country that taxes cloud computing and software — others include Denver and Washington, D.C. The tax, known as the Personal Property Lease Transaction, would be increased to 11% from the current rate of 9%.

Lucy Dadayan, a principal research associate at the Urban Institute warned that the levy may have “unintended consequences” by putting Chicago at a a competitive disadvantage.

“I don’t know the details of how this will come out, but the concern would be that you’re just driving people away from doing business in Chicago,” said Keith Todd, chief executive officer of Trading Technologies, a Chicago-based platform that offers clients access to derivatives trading. “All it will mean is that consumers will be disadvantaged.” 

Chicago’s tech community experienced a surge in growth after the pandemic, when work-from-home became the norm, allowing people to move to places with a lower cost of living like Chicago. Startups in the city raised $19.2 billion in 2022, an increase of 85% from a year earlier. Funds became much more scarce last year due to high interest rates and a broader downturn that saw tech companies lay off workers across the country.

The city also gained a boost when Alphabet Inc.’s Google announced in 2022 that it was buying the James R. Thompson Center, an underused government-owned building that occupies a full city block downtown. A year earlier, the company made a $1 billion equity investment in Chicago-based CME Group Inc. to accelerate the U.S.’s largest derivatives exchange’s move to the cloud.

In July, PsiQuantum said it would invest more than $1 billion to become the anchor tenant at a new quantum and microelectronics park planned by Pritzker in the South Side of Chicago.

The Illinois governor, who founded tech startup incubator 1871, has been key in trying to turn the state into a hub for new technologies from quantum to electric vehicles and data centers. His sister Penny Pritzker, former Secretary of Commerce, has also given the city a boost with her nonprofit P33, which aims to turn Chicago into a center of innovation by 2033.

Chicago startups

Cloud computing is essential to many up-and-coming tech companies, which often use the cloud as their main form of software distribution, according to Betsy Ziegler, CEO of 1871.  

“I’m less worried about Google and Amazon Web Services, I’m way more worried about the growth company that is trying to scale that has very constrained funds,” she said. “Does this create a constraint that reduces Chicago’s competitive environment to attract those companies to build here?” 

While Chicago’s tech community has grown, the city only ranked 23 among top markets, according to an analysis by commercial real estate firm CBRE which used metrics including talent concentration, labor costs and attractiveness to companies. The city has also lost 9.5% of its tech workforce between 2018 and 2023, with the most of the decline taking place last year.

Cloud computing is now almost as commonplace as email in most workplaces, becoming an attractive source of revenue for governments. When Chicago started taxing the service in 2016, the rate was just 5.25%. Lightfoot boosted it to 9% during the pandemic. If Johnson’s proposal goes ahead, the 11% rate will bring a total of $818 million in revenue for the city, said Budget Director Annette Guzman. 

The tax isn’t just a challenge for tech firms. About 5,000 companies are registered for the Personal Property Lease Transaction Tax, according to data from the city. These include CME, Citadel, Salesforce, Kraft Heinz Food Company, as well sports teams such the Cubs, the Blackhawks and the White Sox. 

“We are strongly opposed,” said Jack Lavin, chief executive officer for the Chicagoland Chamber of Commerce. “This goes to the heart of what we are trying to do, which is to grow the economy.”

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Accounting

Global ESG Reporting Standards and Double Materiality Compliance

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Corporate accounting departments face expanding reporting expectations as international sustainability disclosure standards achieve regulatory enforcement across major global jurisdictions. Chief Accounting Officers (CAOs) and corporate controllers are establishing rigorous internal accounting controls to treat Environmental, Social, and Governance (ESG) metrics with the same data precision, auditability, and governance as traditional financial statements.

Regulatory Harmonization Under Global Sustainability Frameworks
The implementation of standardized sustainability reporting frameworks—notably rules established by international sustainability accounting boards—has created unified expectations for public and large private enterprises. Corporations must report standardized metrics covering greenhouse gas emissions (Scope 1, 2, and material Scope 3), energy utilization, workforce demographics, and supply chain governance.

In Europe and other participating international jurisdictions, double materiality principles are mandatory. Under double materiality, organizations must report both how external sustainability risks impact corporate financial performance, and how internal corporate operations affect surrounding environmental and social structures.

Integrating Sustainability Metrics into Core ERP Systems
To provide auditable non-financial data, enterprise organizations are integrating specialized carbon accounting and ESG management platforms directly into core ERP systems. Automated data collectors capture energy utility invoices, logistics fuel consumption metrics, and vendor compliance records in real time.

Establishing automated, traceable data pipelines ensures that non-financial reporting is supported by clear audit trails. This structured approach allows external financial auditors to provide reasonable assurance on sustainability disclosures during annual corporate reporting cycles.

Financial Impacts and Capital Market Disclosure
Accurate ESG reporting directly influences corporate cost of capital and institutional credit ratings. Commercial lenders and institutional asset managers systematically incorporate sustainability metrics into risk pricing models. Companies that demonstrate transparent, verifiable progress in operational energy efficiency and climate risk mitigation benefit from expanded access to green bond markets and lower debt pricing.

Action Steps for Accounting Leadership
1. Implement Double Materiality Frameworks: Conduct comprehensive assessments to identify material financial and operational sustainability metrics.
2. Build Auditable Non-Financial Data Pipelines: Automate ESG data collection within core accounting software to ensure data integrity.
3. Align Sustainability with Annual Financial Filings: Prepare non-financial disclosures concurrently with financial statements to satisfy regulatory audit expectations.

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Accounting

Modernizing Internal Controls: Machine Learning and Continuous Monitoring in Auditing

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Internal audit departments and corporate risk managers are modernizing internal control frameworks by shifting from periodic sampling techniques to continuous monitoring and machine learning analytics. As operational data volumes increase across enterprise organizations, automated control testing ensures financial integrity, prevents corporate fraud, and streamlines annual audit engagements.

The Limitation of Periodic Audit Sampling
Historically, internal and external auditors evaluated internal controls by reviewing random samples of financial transactions—often analyzing less than five percent of total ledger entries. In complex enterprise environments, periodic sampling methods carry inherent risks of overlooking localized financial misstatements, unauthorized disbursements, or operational control breakdowns.

In 2026, progressive internal audit functions are utilizing automated continuous monitoring platforms that evaluate one hundred percent of financial transactions in real time. Continuous control auditing systems continuously monitor general ledger entries, procurement approvals, and expense reimbursements across all operating subsidiaries.

AI-Powered Fraud Detection and Anomaly Identification
Machine learning models trained on historical corporate financial data excel at identifying subtle transactional anomalies that indicate potential fraud or operational error. Automated systems instantly flag duplicate invoice payments, unapproved vendor creation, unusual journal entry timing, and unauthorized override of authority thresholds.

When an anomaly is detected, the automated auditing platform generates an instant risk alert, allowing internal audit teams to investigate root causes immediately. Early detection prevents minor operational errors from escalating into material weaknesses in financial reporting.

Streamlining External Audit Preparation
Continuous internal control monitoring delivers significant benefits during annual external financial audits. External audit firms can review continuous audit logs and automated control testing documentation, reducing the time required for manual field testing.

This integrated approach lowers overall audit compliance fees, reduces administrative burdens on corporate accounting staff, and provides senior management and audit committees with real-time visibility into the organization’s overall risk profile.

Core Implementation Guidelines
1. Transition to 100% Data Testing: Replace legacy sampling methods with automated continuous audit monitoring systems.
2. Deploy Anomaly Detection Algorithms: Implement machine learning models to identify unauthorized transactions and operational control overrides.
3. Align Internal and External Audit Workflows: Coordinate continuous control testing protocols with external auditors to optimize annual compliance cycles.

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Accounting

Automated Tax Compliance and Global Regulatory Harmonization in 2026

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Corporate tax accounting departments are navigating an era of unprecedented regulatory complexity as global tax harmonization frameworks take full effect alongside real-time digital tax reporting mandates. Tax directors and accounting teams are adopting cloud-based tax compliance automation tools to manage multi-jurisdictional tax liabilities and satisfy stringent reporting rules across international jurisdictions.

Implementation of Global Minimum Tax Provisions
The implementation of international tax reform agreements—notably the Pillar Two global minimum tax framework—has reshaped multinational corporate tax planning. Multinational enterprises with consolidated revenues exceeding established thresholds must ensure an effective tax rate of at least 15% across every jurisdiction in which they operate.

Accounting teams are implementing specialized tax calculation modules integrated directly into enterprise resource planning (ERP) platforms. These automated tools calculate effective tax rates per country, identify top-up tax liabilities, and generate standardized compliance documentation required by national tax authorities.

Real-Time Digital Invoicing and E-Reporting Mandates
Tax authorities across Europe, Latin America, and Asia-Pacific have enacted mandatory electronic invoicing (e-invoicing) and continuous transaction controls (CTC). Under these systems, corporate transaction data must be submitted electronically to government portals in real time at the point of sale or invoice issuance.

This shift toward continuous digital tax reporting eliminates traditional annual tax audits in favor of ongoing automated compliance monitoring. Accounting departments are upgrading invoicing software to ensure seamless XML data formatting, digital signature authentication, and real-time validation against tax authority databases.

Automation and Data Analytics in Corporate Tax Strategy
To keep pace with dynamic tax legislation, tax departments are transitioning from reactive compliance teams to proactive strategic advisors. Machine learning algorithms analyze corporate transactional data to identify tax credits, research and development (R&D) incentives, and cross-border transfer pricing adjustments.

By automating routine tax return filings and calculations, corporate tax directors can focus on long-term capital structuring, evaluating the tax implications of corporate mergers, and optimizing international supply chain networks.

Strategic Priorities for Tax Executives
1. ERP System Upgrades: Ensure enterprise software is capable of generating real-time, granular tax data required for global minimum tax compliance.
2. E-Invoicing Integration: Implement scalable e-invoicing platforms to satisfy regional continuous transaction control regulations.
3. Strategic Tax Analytics: Utilize predictive tax modeling tools to evaluate structural changes in corporate operations and cross-border trade.

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