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The 1099 You Shouldn’t Send: The Summer Hiring Mistake That Follows You Into April

Jun 5, 2026 | Contracts, Documents, Independent Contractors, Risk Management, Small Business, Workers

Every summer, the same pattern plays out. Business picks up, the calendar fills, and the college student you know becomes your part-time social media manager. A retired professional takes on some overflow bookkeeping. A contractor handles the work your team...

Your Mid-Year Business Check-In: 5 Things to Review Before Summer (and One Deadline You Cannot Miss)

May 22, 2026 | Documents, Independent Contractors, Insurance, Risk Management, Small Business, Structure, Taxes

Mid-May is a natural pause point. Q2 is not over yet. Summer has not fully taken hold. You still have time to catch and fix the things that are easier to address now than in December. Here are five things worth reviewing before summer arrives. Your Estimated Tax...

Managing Remote Workers: Legal Compliance in the Digital Age

Apr 16, 2025 | Independent Contractors, Law, Small Business, Workers

The workplace landscape has dramatically shifted, with remote work becoming the norm rather than the exception. While this change offers incredible flexibility and access to global talent, it also brings complex legal challenges that many business owners overlook. As...

The Independent Contractor Dilemma: Navigating Risks and Rewards

Dec 2, 2024 | Independent Contractors, Small Business

This article will guide you through the benefits and pitfalls of working with ICs and provide essential steps to safeguard your business from potential legal and financial risks. The Allure of Independent Contractors When you’re running a business, especially a...

Misclassifying Employees as Independent Contractors Can Cost You Big Time

Apr 17, 2023 | Independent Contractors, Small Business

Studies show that between 10% and 20% of employers misclassify at least one employee, and you can be penalized regardless of whether or not you did so intentionally. With misclassification happening so frequently, you should carefully scrutinize every member of...

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