Best Accountants for Hire in Chicago

Chicago Accounting Services for Hire

Chicago—known for its bold skyline, deep-dish pizza, and unstoppable business energy—is also home to some of the most accomplished accounting professionals in the Midwest. From startups in the Fulton Market District to financial giants along LaSalle Street, accounting expertise keeps the city’s economic pulse steady. The Chicago-Naperville-Elgin region thrives on innovation and precision, and behind every strategic business decision is often an accountant turning complexity into clarity.

At Digital Reference, we know how vital these professionals are. Our platform doesn’t just list accountants—we research, vet, and spotlight those who truly make an impact. Whether they’re solo practitioners helping small businesses thrive or seasoned advisors guiding corporate growth, the individuals on this list represent the best of Chicago’s financial ecosystem.

Before we get into the professionals themselves, here’s how we do it.

Our Methodology - Windy City Accountants for Hire

At Digital Reference, we take our curation process seriously. Every accountant featured here has been chosen through a rigorous, research-driven methodology:

🔍 Extensive Research: We review each professional’s LinkedIn profile, company website, and client portfolio to verify credibility and results.

📊 Performance Evaluation: We look for a proven track record in tax strategy, compliance, financial planning, or business advisory—focusing on measurable impact.

💬 Reputation Review: Client testimonials, peer recommendations, and verified public feedback all inform our evaluation.

🌎 Local Relevance: Every professional here operates within the Chicago-Naperville-Elgin area, meaning they understand the city’s financial landscape inside and out—from manufacturing and logistics to fintech and real estate.

You can learn more about our research-based approach in our guide to Best Accountants in New York, where we highlight how our vetting process helps clients nationwide find the right financial expertise.

🌟 Meet Chicago’s Finest Accountants for Hire‍

♦️ Bob Jansma

Owner at Remote Accounting Payroll and Tax (Rapt LLC)
🔗 LinkedIn

With years of experience in both private and public accounting, Bob Jansma offers clients deep technical expertise and a pragmatic, real-world approach.

✨ Highlights:

🧾 Specializes in corporate audits and risk management.

🤝 Focuses on building long-term partnerships rather than one-time engagements.

💬 Known for his strategic cost reduction methods.

Bob’s analytical yet personable style has earned him a loyal client base across multiple sectors.

‍

♦️ Michelle Dorsey

President/Owner at Prosperous Accounting Services LLC
🔗 LinkedIn

Michelle Dorsey’s career spans corporate finance, business transformation, and strategic leadership. Her expertise lies in helping companies navigate complex transitions.

✨ Highlights:

📈 Skilled in financial restructuring and turnaround management.

💬 Experienced in leading cross-functional financial operations.

🧭 Helps organizations bridge finance and strategy seamlessly.

Michelle is the kind of leader who turns numbers into narratives—helping organizations find meaning in their data.

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♦️ Rena Larson

Bookkeeping for Coaches & Consultants | Owner at Rena Larson Bookkeeping
🔗 LinkedIn

At JCC Chicago, Rena Larson oversees financial operations for one of the region’s most dynamic nonprofit organizations. Her leadership blends fiscal responsibility with mission-driven purpose.

✨ Highlights:

💰 Expert in nonprofit finance and grant accountability.

💬 Focused on building transparent financial ecosystems for community trust.

🌟 Passionate about aligning finance with organizational impact.

Rena proves that accounting isn’t just about profit—it’s about purpose.

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♦️ Rebecca Berneck

Accountant and CEO at Officeheads
🔗 LinkedIn

Rebecca Berneck is the entrepreneurial force behind Officeheads, a Chicago-based firm offering financial management, bookkeeping, and business coaching.

✨ Highlights:

💼 Integrates accounting, strategy, and leadership coaching.

🚀 Helps creative and service businesses scale sustainably.

💬 Recognized thought leader in financial literacy for small business owners.

Rebecca’s holistic model has reshaped how many entrepreneurs view their financial strategy—turning accounting from a burden into a growth tool.

Why Chicago’s Accounting Professionals Matter

Chicago isn’t just a city of skyscrapers—it’s a city of numbers, of balance sheets, of hard-earned trust. The accountants featured here don’t just crunch numbers—they guide growth, mitigate risk, and fuel innovation across sectors. From fintech startups in River North to nonprofits in Evanston, these experts make financial clarity accessible to everyone.

For business leaders looking for specialized tech-driven support, our Fractional CTO for Finance article explores how technology partners and accounting advisors increasingly collaborate to modernize operations.

At Digital Reference, we believe in more than just listing professionals—we believe in connecting people who create measurable impact. Our team spends hours researching, interviewing, and verifying consultants so businesses can make confident hiring decisions.

By featuring accountants across diverse industries—from independent CPAs to firm leaders—we help Chicago companies find the right expertise for every challenge.

👉 Explore additional resources from Digital Reference:

• Best Financial Advisors in Chicago
• Best Audit & Compliance Consulting Services in the USA
• Best Wealth Management Consulting Services in the USA

Because in Chicago, the numbers always tell a story—and with the right accountant, it’s a story of growth, precision, and potential.