All Episodes

Displaying episodes 1 - 30 of 94 in total

Ep. 93 | Selling or Renting Out Your Primary Property

Episode Summary:In this episode of the Teaching Tax Flow podcast, hosts Chris and John dive into the critical question many homeowners face: should one sell or rent th...

Ep. 92 | Untangling Business Vehicle Deductions (the facts)

This episode of the Teaching Tax Flow podcast dives deep into the complexities of car and truck deductions for businesses. Joined by a seasoned tax professional, the d...

Ep. 91 | Top 3 Tax Free Income Strategies

In this episode of the Teaching Tax Flow podcast, hosts John and Chris delve into Chris's top three tax-free income strategies. John and Chris provide invaluable insig...

Ep. 90 | The History of Taxes

In this enlightening episode of the Teaching Tax Flow podcast, hosts John and Chris delve into the history of U.S. taxes, providing a timely reflection given the Indep...

Ep. 89 | Why Real Estate Investing is So Popular

About the Guest:Bill Allen is a retired Navy pilot turned real estate investment mogul. With a background as a Navy test pilot, Bill transitioned into real estate, sta...

Ep. 88 | Mortgage vs. Savings: The Ultimate Debate

In the intriguing episode of the Teaching Tax Flow podcast, John and Chris delve headfirst into an important financial debate: "Should you use your savings to pay down...

Ep. 87 | Tax & Legal Considerations When Selling A Business

In this episode of the Teaching Tax Flow Podcast, hosts Chris and John are joined by guest, Jim Cunningham, and jump deep into the intricacies of selling a business. W...

Ep. 86 | What's the 411 with 529 Plans?

In Episode 86 of the Teaching Tax Flow podcast, hosts John and Chris delve into an essential topic for many families: 529 plans. The episode, cleverly titled "What's t...

Ep. 85 | 1031 Exchange Update

In this episode of the Teaching Tax Flow podcast, we jump into the intricacies of 1031 exchanges, a topic vital for anyone looking to optimize their real estate invest...

Ep. 84 | Top Tax Strategies for Low-to-Mid Income Households (less than 100k annual income)

In this episode of the Teaching Tax Flow podcast, Chris Piccurrio and his co-host John Tripolsky delve into valuable tax strategies for low to mid-income households, s...

Ep. 83 | What You Need To Know About Long-Term Care (LTC)

In this episode of the "Teaching Tax Flow" podcast, we jump into the critical subject of long-term care (LTC) planning. Bringing on board expertise and personal insigh...

Ep. 82 | How Rental Properties are Taxed

This episode sheds light on the intricacies of tax rules that rental property investors face. From the various deductions and tax benefits real estate investors can en...

Ep. 81 | A Look Into The 2023 IRS Data Book

In this episode, hosts John and Chris dive into the often overlooked, yet insightful, Internal Revenue Service (IRS) Databook. The conversation opens with a spotlight ...

Ep. 80 | Modern Payroll 101

In this episode of the Teaching Tax Flow podcast, we welcome Will Lopez of Gusto to unearth the critical significance of payroll beyond its traditional perception. The...

Ep. 79 | A Day In The Life of A Tax Pro

Episode Summary:In this episode of the Teaching Tax Flow podcast, Chris Picciurro steps into the spotlight as he sheds light on his day-to-day life as a tax profession...

Ep. 78 | Common Retirement Accounts for Entrepreneurs

Let's embark on a journey through the world of retirement accounts tailored for the modern entrepreneur in this episode of the Teaching Tax Flow podcast. We jump right...

Ep. 77 | Short-Term Rental (STR) Loophole Explained

In this episode of the Teaching Tax Flow podcast, the hosts dive into the intricate world of short-term rental (STR) investments and the associated tax loopholes. Gues...

Ep. 76 | Top 3 Parent Tax Strategies

In this episode of the Teaching Tax Flow podcast, hosted by Chris Picciurro and John Tripolsky, they dive into the nuances of parental tax strategies. With a focus on ...

Ep. 75 | 1099s - The What, When, and How They Are Issued

In this episode of the Teaching Tax Flow podcast, hosts Chris and John dive deeply into the intricacies of 1099 forms with the help of guest expert Kaitlyn Rummel from...

Ep. 74 | Tax Benefits of Primary Home Ownership

In this episode, Chris & John cover the beneficial sphere of tax advantages that come with homeownership. This conversation is a must-listen for current and prospectiv...

Ep. 73 | Understanding 'Step-Up in Basis' for Minimizing Taxes

In the pursuit of legally reducing lifetime tax payments, this episode unveils the strategic advantages of understanding step-up in basis and how it applies to various...

Ep. 72 | Bookkeeping 101 - The Real Deal

In this episode of the Teaching Tax Flow podcast, the hosts, John Tripolsky and Chris Picciurro, welcome Lisa McCarthy to demystify the often-interconnected worlds of ...

Ep. 71 | K-1s for Dummies

Episode Summary:In this episode of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky jump into the complexities of K-1 forms with a blend of expe...

Ep. 70 | When Do I Need Life Insurance?

In this episode of the Teaching Tax Flow Podcast, we are joined by Nate Hamil of Integrated Investment Group to discuss the pivotal question: "When do I need life insu...

Ep. 69 | Gambling + Taxes (say what?)

Fusing the excitement of gambling with the precision of tax planning, hosts Chris Piccuirro and John Tripolsky navigate the complexities of one's obligations to the IR...

Ep. 68 | 2024 IRS Update

In this episode, we reconnect with tax expert Andrew Poulos to jump into the anticipated IRS updates for the year 2024. As we traverse through recent transformations w...

Ep. 67 | Roth Conversions Explained

In this engaging episode of Teaching Tax Flow, hosts Chris Picciurro and John Tripolsky unpack the intricacies of Roth IRA conversions. They jump into the core concept...

Ep. 66 | Understanding The Corporate Transparency Act

In this episode, titled "Understanding The Corporate Transparency Act," the Teaching Tax Flow podcast hosts, Chris Picciurro and John Tripolsky, along with expert gues...

Ep. 65 | Tax Prep Readiness

In this episode of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky discuss tax prep readiness. They emphasize the importance of tax planning th...

Ep. 64 | Quarterly Estimated Tax Payments

In this episode, Chris Picciurro explains the concept of quarterly estimated tax payments, which are required for self-employed individuals, business owners, or rental...

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