The IRS Dirty Dozen: How to Spot Dangerous Tax Schemes and What Real Tax Planning Looks Like
More importantly, he shifts the conversation toward what good tax planning actually looks like. By focusing on economic substance, legal grounding, and proper implementation, Tom outlines how individuals and business owners can approach taxes strategically and ethically. From real estate depreciation to charitable giving and business structuring, this episode offers practical insights to help listeners reduce taxes the right way—while staying compliant and aligned with long-term financial goals.
Links & Resources
https://perennialpride.com
Keywords
Tax Planning
IRS Dirty Dozen
Tax Scams
Phishing
Social Media Tax Advice
Ghost Tax Preparers
Tax Credits
Charitable Giving
Real Estate Depreciation
Cost Segregation
Bonus Depreciation
S-Corp Strategy
Business Structuring
Economic Substance
Tax Compliance
Episode Highlights
00:00–00:40 - Introduction and the chaos of tax season
00:40–01:21 - Why tax season is a great time to start planning
01:21–02:10 - Overview of the IRS Dirty Dozen tax scams
02:10–03:06 - Difference between tax planning and tax fraud
03:06–04:16 - IRS impersonation scams and phishing tactics
04:16–06:03 - How the IRS actually communicates with taxpayers
06:03–07:11 - Dangers of social media tax advice and misinformation
07:11–08:09 - Misuse of self-employment tax credits
08:09–09:12 - Risks of ghost tax preparers and unlicensed advisors
09:12–10:36 - Improper use of tax credits like fuel tax credits
10:36–12:09 - Inflated charitable deductions and appraisal manipulation
12:09–13:46 - Why tax planning is encouraged when done correctly
13:46–15:13 - Three pillars of good tax strategy: substance, law, execution
15:13–17:07 - Real estate depreciation and cost segregation explained
17:07–18:39 - Bonus depreciation and accelerating tax benefits
18:39–20:10 - Charitable giving strategies and donor-advised funds
20:10–21:20 - Business structure strategies like S-Corp elections
21:20–22:52 - Retirement plans and income/expense timing strategies
22:52–24:24 - Questions to ask before implementing any tax strategy
24:24–25:42 - Importance of a team: CPA, attorney, and advisor
25:42–26:43 - Final thoughts on aligning tax strategy with life goalsShow More

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