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Filing taxes isn’t just about meeting a deadline—it’s an opportunity to understand how today’s decisions affect your broader financial picture. While your tax professional handles the technical work, asking the right questions can help you gain clarity, avoid surprises, and make more informed choices throughout the year. Below are key questions many individuals and families…
As careers become more flexible and non-traditional, many professionals find themselves choosing between working as a W-2 employee or a 1099 independent contractor. Each structure comes with distinct advantages, trade-offs, and planning considerations. There is no universally “better” option. The right choice depends on income stability, benefits, lifestyle preferences, risk tolerance, and long-term goals. Understanding…
Taxes are one of the most common sources of uncertainty in personal finance. Even highly successful, well-organized families often wonder whether they’re missing something—or making decisions without seeing the full picture. Over time, we tend to hear the same thoughtful questions from clients. While every situation is unique, these questions often signal the right instincts:…
Trump just signed the One Big Beautiful Bill Act, enacted on July 4, 2025. Here is your quick guide to the changes and updates: [1] Tax Brackets Stay Low Tax rates were set to adjust to: This Bill keeps rates locked in at the lower rates, permanently. [2] Higher Standard Deduction The 2025 baseline: And…
The best tax-sheltered investment vehicles depend on your financial goals, income level, and tax situation. Here are some of the most effective options: Retirement Accounts (Tax-Deferred or Tax-Free Growth) Health & Education Accounts Insurance-Based Vehicles Real Estate & Alternative Investments Business & Trust Structures Each of these vehicles has specific rules, contribution limits, and tax…
1. Review Realized Gains & Income to Date Understanding your earnings from work is usually straightforward, but tracking what’s happening in your investment portfolio can be more complex, especially for busy professionals. Ideally, it’s wise to monitor your portfolio throughout the year to stay on top of potential tax liabilities and determine if estimated taxes…
Proper Tax Planning Must Occur Before the Year Ends The fragrance of pumpkin spice is in the air, leaves are transforming into a brilliant display of reds and golds, and festive preparations are underway. Fall is not just a season of change in nature; it’s an opportunity for financial reflection. Amidst the joyous celebrations and…
As a small business owner, you care about the future well-being of your employees. And just as you keep them safe in the workplace, you want to be sure you’re helping protect their future retirement as well. In doing so, it’s likely you’ve searched for effective avenues in helping employees (and yourself) contribute to their…
Keith Weiss CFP® 