When selling a business, property, cryptocurrency, or other high-value assets, the capital gains tax strategy you choose can mean the difference between keeping more wealth or giving away a significant portion in taxes. Hiring the right capital gains tax advisor is crucial, but many make costly mistakes by treating it like a routine tax filing. One of the most common errors is assuming any CPA or tax preparer is qualified to handle advanced strategies like Deferred Sales Trusts or installment sales. Investors often prioritize low fees, not realizing that underpaying for advice can lead to overpaying in taxes. Real-world experience is more important than credentials, so choosing an advisor with a proven track record in complex, multimillion-dollar transactions is essential. Beware of overly aggressive strategies that skirt IRS compliance, which could lead to audits or penalties. Actual value comes from advisors who offer long-term support aligned with your retirement, reinvestment, or generational wealth goals, not just a quick, one-time plan. Lastly, don’t expect one person to manage everything. Capital gains strategies typically require a team—tax attorney, trustee, and financial planner—to ensure legal, financial, and strategic coordination.
source: https://capitalgainstaxsolutions.com/mistakes-to-avoid-when-hiring-a-capital-gains-tax-advisor/
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