In this episode of EWA’s FIN LYT Podcast, Matt and Nick tackle a question that keeps high earners and business owners up at night — "How do you audit proof your tax strategy while still minimizing what you pay legally?"
They break down what triggers IRS attention, why detailed documentation is essential, and how proactive planning throughout the year can help you avoid interest, penalties, and months of back and forth with the IRS. From missed K1s and W2G gambling slips to Schedule C losses that look more like hobbies, they explain where audits often start and how to build a clean, defensible paper trail before April.
The discussion also explores emerging issues like crypto reporting and the new 1099 DA, along with practical guidance for executives holding concentrated company stock or RSUs. Matt and Nick share real world examples of how small oversights can become five figure surprises and explain how aligning your tax, cash flow, and investment strategies under one team can help prevent them.
Whether you are a physician entering higher income, an executive managing equity compensation, or a business owner juggling multiple filings, this episode provides a clear roadmap to reduce audit risk, protect your time, and stay fully compliant.
Join us each week as we share insights to help you align your wealth with the life you want to live.
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