Bailey Scarano Blog

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Don’t Fall for Fake Tax Advice

Key Takeaways The IRS is cracking down on bad tax advice. Connecticut business owners should be cautious of social media “hacks” and AI-generated tips which can lead to rejected claims, audits, and IRS penalties of up to $5,000 per false filing. AI tools can’t replace professional judgment. Chatbots don’t understand your business structure, cash flow, […]

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Five Year-End Tax Strategies Every Connecticut Business Should Consider

As summer winds down, these final months give business owners a chance to do more than close the books; they provide an opportunity to reduce taxes, strengthen cash flow, and prepare for what’s ahead. Here are five key tax areas where Connecticut businesses can benefit from a proactive year-end review. Estimated Tax Payments If your

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The Hidden Costs of Misclassifying Workers in Connecticut

For small and mid-sized businesses, every decision about payroll and staffing carries extra weight. One area that often gets overlooked, but can cause major headaches down the road, is worker classification. Whether someone should be treated as an employee or an independent contractor isn’t just a matter of preference. It’s a legal distinction with real tax and compliance implications.

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Smart Benefits: Balancing What Employees Want with What the IRS Allows

Attracting and keeping great employees is tougher than ever. Competitive pay is important, but it’s no longer enough on its own. Today’s workers, especially younger generations, want benefits that support their health, growth, and overall quality of life. For business owners, that means reviewing benefits regularly through two lenses: what employees value and how those benefits

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Should You Still Be an S Corp?

The S corporation has long been a favorite structure for small and mid-sized business owners, and for good reason. It offers liability protection, avoids double taxation, and can reduce self-employment taxes by splitting income between salary and distributions. But with the passage of the One Big Beautiful Bill Act (OBBBA) and other tax shifts on the horizon,

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Budgeting for Connecticut’s Paid Sick Leave Expansion

Connecticut has started phasing in major changes to its paid sick leave law, and for small business owners, this is not something to put on the back burner. Previously, Connecticut’s paid sick leave mandate only applied to employers with 50 or more employees in certain service-related occupations. But under Public Act No. 24-8, signed into law

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New Retirement Plan Proposal Raises Questions About Risk, Fees, and Transparency

A recent executive order has put a spotlight on potential changes to retirement plan rules, specifically the possibility of allowing private equity investments in 401(k) plans. While this may sound like an exciting opportunity for business owners and employees seeking greater returns, it also brings a host of new risks and complications that deserve careful

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The Connecticut State Capitol building houses the Connecticut General Assembly; the upper house, the State Senate, and lower house, the House of Representatives, as well as the office of the Governor of the State of Connecticut.

How Connecticut’s 2026–2027 Budget Impacts Small and Mid-Sized Businesses

Connecticut’s recently passed $55.8 billion biennial budget brings a mix of financial shifts, modest tax changes, and regulatory reforms that will impact businesses across the state. While it avoids broad-based tax increases, the plan leans on extended corporate surcharges, delayed pension contributions, and borrowing to balance the books. Here’s what small and mid-sized business owners

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Top 5 Financial Red Flags That May Signal Internal Fraud

Don’t let small discrepancies turn into big problems. Internal fraud can quietly drain your company’s finances, damage trust, and disrupt operations often before you even realize something is wrong. For small and mid-sized businesses, especially those in Connecticut where lean teams often wear multiple hats, early detection is critical. Here are five financial red flags

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