The IRS just opened a 90-day window for syndicated conservation easement settlements. Act now to avoid 40% penalties and a full deduction loss. If you or your clients have participated in a syndicated conservation easement, this discussion is critical. We sit down with a former IRS insider who managed the…
Master your financial future by forecasting cash flow and tax needs today. Effective planning starts with knowing exactly where your money is going and aligning those numbers with your long-term retirement goals. This guide breaks down the essential steps to building a sustainable roadmap for your personal finances. Subscribe for…
This episode addresses the "Widow's Tax Trap," a significant concern in proper tax planning where surviving spouses may face financial disadvantages. We explore how filing as single instead of married can lead to substantial losses, impacting long-term financial stability. Understanding this tax strategy is essential for effective retirement planning. Your…
Master your financial planning with expert insights on money management. Learn actionable investment strategies to secure your future. This discussion brings together two perspectives on navigating complex financial landscapes. Whether you are looking to refine your personal finance habits or seeking clarity on broader market movements, this conversation breaks down…
Bad timing destroys more wealth than bad investments ever will. In this episode of The Tax Strategy Playbook, David Wiener (Mr. Cash Flow) sits down with Gary Preisser — Managing Partner of Stonebriar Wealth Advisors and creator of the Cash Flow Clock — to break down exactly how business owners,…
This video emphasizes the crucial need for portfolio diversification, especially when considering reit investing. We discuss why placing all your assets into a single real estate investment trust can be risky, potentially impacting your heirs. It is important to understand that a diversified investment approach is key for long-term financial…
Our latest discussion centers on effective financial planning, especially when viewing assets as tools rather than trophies. We explain the critical role of understanding cash flow and how proper asset management can significantly impact your financial outlook. This episode is essential for anyone looking to optimize their personal finance and…
This video shows how to diversify a 1031 exchange by investing in Delaware Statutory Trust (DST) properties. These pre-packaged, stabilized, and cash-flowing properties allow investors to immediately begin receiving their portion of the income, making it a smart real estate investment. Learn more about these investment strategies for passive income.…
For business owners and those in real estate investing, it's crucial to take time to sketch out your financial future. Mark significant cash flow events and tax spikes over the next decade to gain clarity. If this projection causes anxiety, it's a clear sign to redesign your tax planning and…
A tax strategist or tax planner looks forward with you to minimize your lifetime taxes. The goal is not to eliminate your tax bill this year, but to implement effective tax strategies and tax advice to pay the least amount of taxes over the course of your lifetime. This approach…
Landlords can avoid a significant tax burden on gains and depreciation recapture by utilizing a 1031 exchange into a DST. This strategy helps mitigate capital gains tax, offering a path to institutional-grade passive income. By then up-REITing into a liquid REIT portfolio, investors can implement effective tax strategies for wealth…
This video addresses misconceptions about using Delaware Statutory Trust as temporary parking spots for real estate investing. It emphasizes that for the most profitable outcome, DST investments should be allowed to follow their full plan, which may involve a 5-7 year hold period before purchasing a new property, offering robust…
We discuss how tired landlords can exit active management without incurring significant capital gains tax and depreciation recapture. This video highlights effective 1031 exchange strategies, specifically using Delaware Statutory Trusts (DSTs), for passive investing in investment properties. This approach offers crucial tax benefits and helps individuals avoid capital gains tax,…
Our latest discussion centers on effective tax planning, especially for those involved in real estate investing, highlighting how proper tax strategies can significantly impact your financial outlook. We explain the critical role of understanding tax deductions and navigating IRS regulations to avoid common pitfalls. This episode is essential for anyone…
This video clarifies crucial rules for IRA real estate investments, particularly emphasizing that you should not directly handle your investment property. We discuss how to properly work on an IRA-owned property and the role of self directed ira accounts in real estate, offering insights vital for your retirement planning. Understanding…
This video discusses how using an IRA asset for personal use is a direct violation of tax rules, which is crucial for proper personal finance. It highlights how such actions can lead to the entire IRA being considered distributed, impacting your retirement planning. Understanding these pitfalls is essential for safeguarding…
This episode focuses on common pitfalls and mistakes associated with using a "self directed ira", especially for "real estate investing". We discuss how errors, including record-keeping nightmares, can jeopardize your "retirement planning". Understanding these issues is crucial for anyone considering or already using an IRA for property investments to avoid…
This video discusses the potential pitfalls of a self directed ira, highlighting that a single mistake can jeopardize your retirement savings. We warn about prohibited transactions and self-dealing, emphasizing the need for careful management to avoid negative consequences for your retirement. Understanding these ira mistakes is crucial for anyone considering…
This video examines the crucial differences between tax evasion and tax avoidance, offering practical insights into how investors can legally minimize their tax burden. We discuss common mistakes in bookkeeping and entity selection that often lead to IRS exams, especially for those involved in real estate investing. Understanding proper tax…
Many real estate investors face financial ruin not from poor deals, but from critical tax decisions they often overlook. This episode exposes common tax traps that quietly erode investor wealth, stressing the importance of proper tax planning. Learn how to safeguard your investments by understanding tax implications and avoiding common…
⚠️ Most real estate investors don’t lose money on bad deals — they lose it on BAD TAX DECISIONS they didn’t even know they were making. In this episode of The Tax Strategy Playbook, host David Wiener (Mr. Cash Flow) sits down with Scott Estill — a former IRS Senior…
This video emphasizes that individuals bear the responsibility for what they report on their tax returns, even if the idea originated from social media or tax preparers. Fraudulently claiming credits can result in severe irs penalties, repayment with interest, and potential criminal charges, highlighting the importance of accurate tax advice.…
This video explains that deducting the cost of a car does not make it free, as the math doesn't always work out in your favor, especially with a vehicle tax deduction. It highlights how overstated vehicle deductions can be considered "low-hanging fruit" during an irs audit, potentially leading to significant…
This video examines common issues when clients are advised to place all business operations and assets into a limited liability company, often leading to higher self employment tax. We explore how incorrect business structures can complicate tax planning and make business exit planning messy. Understanding proper legal structures is crucial…
