Your Trusted Chicago CPA Firm for Technology Companies
We've built our reputation over 38 years by supporting technology businesses through every stage of growth. At Lewis.cpa, we work with software developers, SaaS platforms, fintech innovators, life sciences organizations, and IT service providers across Chicago and nationwide. Our team recognizes that tech companies operate with unique business models, from subscription-based revenue to multi-state operations, and require accounting solutions that match their pace of innovation.
Whether you're a bootstrap startup preparing for Series A funding or an established technology company managing portfolio companies, you’ll benefit from our collaborative approach. With us, you’ll get more than basic compliance services; we become your strategic planning partner, helping you manage cash flow, maximize tax credits, and make informed decisions that accelerate progress toward your business goals.

What Makes Technology Accounting Different?
Technology businesses face distinct financial challenges that set them apart from traditional industries:
- Revenue recognition complexity: Software subscriptions, licensing agreements, and performance-based contracts require precise accounting methods that comply with ASC 606 standards. Getting this right has a direct impact on how investors and lenders evaluate your company.
- Research and development tax credits: Tech companies invest heavily in innovation, creating opportunities for significant tax benefits. Identifying and documenting qualifying R&D activities demands specialized knowledge that translates directly into saving money.
- Multi-state tax compliance: When your technology clients span multiple states or your team works remotely across state lines, you face varying tax regulations and nexus requirements. Managing this complexity protects you from penalties while optimizing your tax strategy.
- Equity compensation and stock options: Technology businesses frequently use equity to attract talent. Properly accounting for stock-based compensation, vesting schedules, and 409A valuations requires expert guidance to avoid costly mistakes.
- Rapid scaling demands: Tech startups can double or triple in size within months. Your accounting systems and financial reporting must scale alongside your operations, providing real-time insight into burn rate, runway, and profitability metrics.
- Investor relations and due diligence: Whether you're raising venture capital or preparing for acquisition, clean books and transparent financial reporting give investors the confidence to move forward. Being ready for due diligence can make or break financing opportunities.
- Deferred revenue management: For SaaS and subscription-based technology businesses, tracking deferred revenue and matching it to delivery periods is essential for accurate financial statements and tax planning.

Specific Tax Considerations for Chicago Technology Companies
Technology businesses in Chicago must navigate several specific tax obligations:
- Illinois sales tax on software: Digital products and SaaS offerings may trigger sales tax obligations in Illinois and other states where you have customers. Determining when software sales are taxable requires carefully analyzing your delivery method and licensing structure.
- Research and development tax credits: Both federal and Illinois R&D tax credits can significantly reduce your tax liability. Qualifying activities include developing new software, improving existing products, and creating proprietary algorithms or processes.
- Chicago business license requirements: Technology companies operating in Chicago need proper business licenses, and the structure you choose (LLC, S-Corp, C-Corp) directly impacts your tax position and liability protection.
- Multi-state income tax: If your technology business has employees, contractors, or customers in multiple states, you may have income tax filing obligations in those jurisdictions. Tracking nexus thresholds and apportionment formulas prevents surprises during tax season.
- Payroll taxes for remote workers: With distributed teams becoming standard in the tech sector, managing payroll tax withholding and unemployment insurance across state lines requires systematic processes and compliance vigilance.
At Lewis.cpa, our expertise helps technology companies minimize tax liability while maintaining full compliance with federal, state, and local tax regulations.
Our Tax Services for the Technology Industry
Tax Planning
We develop forward-looking tax strategies that align with your business model and growth trajectory. This proactive approach identifies opportunities to defer income, accelerate deductions, and structure transactions in tax-efficient ways. We help tech startups prepare for funding rounds by presenting clean financials that support higher valuations.
Income Tax Preparation
Our team prepares accurate, timely tax returns for technology companies of all sizes. We know how to properly report software development costs, capitalize appropriate expenses, and document R&D activities. Our thorough process minimizes audit risk while ensuring you benefit from every available deduction and credit.
Research and Development Tax Credit Services
R&D tax credits are one of the most significant tax benefits available to technology companies. We help identify qualifying activities, document contemporaneous records, and calculate credits that can total hundreds of thousands of dollars. Our systematic approach to R&D credit claims has helped technology clients significantly reduce their effective tax rates.

Multi-State Tax Compliance
As your technology business expands geographically, we manage the complexity of multi-state tax compliance. We monitor nexus thresholds, handle state registrations, and ensure timely filing in all jurisdictions where you have obligations. This support allows you to focus on growth while we protect you from compliance issues.
IRS Representation
If you face an IRS audit or inquiry, our experienced professionals provide knowledgeable representation. We advocate on behalf of technology businesses to protect your interests and work toward favorable outcomes, handling all communication so you can stay focused on running your company.
Our Technology Accounting Services
Bookkeeping Services
Accurate, up-to-date financial records form the foundation of sound decision-making. Our bookkeeping services for technology companies track revenue streams, monitor expenses, and maintain organized records that provide real-time insight into your financial position. We use cloud-based tools that integrate with your existing systems, offering transparency and efficiency.
Financial Reporting
Investors, lenders, and leadership teams need clear financial statements to evaluate performance and plan next steps. We deliver comprehensive financial reporting, including balance sheets, income statements, cash flow statements, and custom dashboards that track metrics specific to your technology business. Through these reports, you get the information you need to manage profitability and demonstrate progress to stakeholders.

Advisory Services
Beyond traditional accounting, we provide strategic advisory services that help you make better business decisions. From pricing strategy analysis to scenario planning for different growth trajectories, our collaborative approach brings financial expertise to your most important choices. We help you model the impact of hiring decisions, capital investments, and market expansion plans.
Payroll Services
Managing payroll for technology businesses with remote teams, contractor relationships, and equity compensation requires specialized expertise. Our payroll services handle wage calculations, tax withholdings, benefits administration, and compliance with labor regulations across multiple jurisdictions. We leverage automated processes to ensure your team gets paid accurately and on time, while you maintain full compliance.
Accounting Software Setup
We help technology businesses implement accounting software that scales with your growth. Whether you need QuickBooks, Xero, NetSuite, or industry-specific platforms, we configure systems to match your business model, automate recurring processes, and provide meaningful reports. Proper setup from the start saves countless hours and prevents data cleanup projects later.
Technology Businesses We Support
At Lewis.cpa, we’re proud to provide professional services to a diverse range of technology sector organizations:
- Software and SaaS companies
- Fintech and financial technology firms
- Life sciences and biotech organizations
- IT consulting and managed services
- E-commerce and marketplace platforms
- Cybersecurity and data analytics businesses
- Healthcare and educational technology
- Artificial intelligence and machine learning companies
- Telecommunications and cloud infrastructure providers
- Emerging technology ventures (blockchain, IoT, gaming)

Our Technology Accounting Process
Lewis.cpa offers accounting services for technology companies in Chicago and across the country. We customize our approach to match each client's specific needs and growth stage:

.jpg)

