Teaching Tax Flow: The Podcast

Chris Picciurro and John Tripolsky

Welcome to “Teaching Tax Flow: The Podcast”, the show that’s all about demystifying taxes and helping you keep more of your hard-earned income in your pocket. Hosted by tax experts from the Teaching Tax Flow team, this unfiltered (but clean) podcast is designed to empower you with the knowledge and tools you need to confidently navigate the world of taxes. We’ll cover everything from understanding tax laws and regulations to maximizing deductions and credits. In each episode, we’ll break down a specific tax-related topic in a clear and accessible way, providing practical tips and strategies you can use to optimize your tax situation. We’ll also answer listener questions, share the mic with amazing guests, and share real-world examples to help illustrate key concepts. Whether you’re a freelancer, small business owner, real estate investor, or just looking to understand your taxes better, this podcast is for you. So tune in, take notes, and start building your confidence in taxes today. Produced and hosted by Teaching Tax Flow. www.TeachingTaxFlow.com read less
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Episodes

#80: Modern Payroll 101
4d ago
#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 conversation dives deep into the transformative power of modern payroll services provided by Gusto, as well as how efficient payroll processing can be leveraged for strategic tax planning and business growth. Explore how shifting from an arduous, compliance-heavy task to a streamlined, culture-centric system can make all the difference.This podcast episode delves into the importance of choosing a payroll solution that offers more than just transactional processing, with Will highlighting the culture and community aspects they weave into their payroll services. Will Lopez sheds light on income shifting as a tax planning technique and how proper classification of employees and contractors can save businesses from trouble. Furthermore, the discussion touches upon leveraging payroll to offer employee benefits, enhance retention, and position oneself as an appealing employer in today's competitive job market.Key Takeaways:Payroll is more than just a financial transaction; it's an opportunity to reflect and build company culture and employee well-being.Proper classification of workers as either employees or contractors is critical for legal compliance and tax benefits.Income shifting and tax strategies like S corporations can save businesses significant money, with payroll processing playing an integral role.A modern and comprehensive payroll system like Gusto provides additional value through benefits, HR, and effective onboarding processes.Implementing strategic payroll processing through a cloud-based system can safeguard against compliance issues and facilitate growth.Notable Quotes:"Payroll really is a reflection of society, in my opinion." - Will Lopez"The economy flows through payroll. Communities are actually upheld through payroll." - Will Lopez"The only thing that's really happened with payroll, it's gone from like rock hammer chisel to desktop to the cloud." - Will Lopez"Running a business, you wanna save money, but if you're running a team as well, you wanna give yourself or make yourself look good as an employer, especially if you're growing a team." - Will Lopez"Compensation is only a small piece of somebody's consideration of staying at your company." - Will LopezResources:Check it out for yourself >> www.teachingtaxflow.com/payrollEpisode Sponsor:The Mortgage Shop
#79: A Day In The Life of A Tax Pro
Apr 16 2024
#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 professional. The conversation takes an intimate turn as Chris shares his journey from an entrepreneurial paperboy to becoming a knowledge powerhouse in the realm of taxes. This episode delves into the intricacies of a tax professional's world, juxtaposed with the fun banter between the hosts, making the subject accessible to listeners from all walks of life.Chris breaks down his professional activities into three core areas: tax compliance work, advisory services, and practice management. He emphasizes the importance of not just looking backward, akin to a review mirror but also planning forward akin to looking through a windshield, a practice modern tax professionals are increasingly embracing. From sharing how he gravitated toward the tax profession to discussing the future of accounting, this episode is rich with insights into the complexities and transformations within the tax industry.Key Takeaways:The life of a tax professional extends beyond the tax season and involves a mix of compliance, advisory, and practice management.Chris, having over 20 years of experience, has seen a major shift in his practice from compliance-heavy work to advisory services.Modern tax practices are increasingly becoming virtual, emphasizing the importance of adapting to new technologies.Chris discusses the industry's talent gap, advocating for the profession to attract new generations into the field.The conversation also touches on the personal elements of Chris's life, such as his enthusiasm for pickleball.Notable Quotes:"I'm more of an entrepreneur that got into running an accounting or CPA practice than a traditional.""It's only a problem until there's a process.""It's a great profession if you know someone that's interested in learning about it.""We're virtual on the private side. We're a virtual practice.""We have to make this profession more attractive."Episode Sponsor:Strategic Associates, LLCRoger Roundywww.linkedin.com/in/roger-roundy-86887b23
#78: Common Retirement Accounts for Entrepreneurs
Apr 9 2024
#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 into how to best create a robust financial future, while cleverly navigating through various retirement plans.In the multi-faceted discussion, Chris tactfully breaks down retirement account options, from the basic traditional IRA to the ultra-advanced defined benefit plan. Emphasizing the necessity of planning and foresight, the podcast provides a rare glimpse into the intricacies of tax-advantaged savings for self-driven business minds. With each retirement solution dissected, the episode carves out a clear understanding, empowering entrepreneurs to make informed decisions for their long-term prosperity.Key Takeaways:Traditional and Roth IRAs serve as basic retirement account options, allowing individual contributions up to certain limits based on age and income.SEP IRAs offer an advanced option for self-employed individuals or entrepreneurs without employees, enabling higher contribution limits and tax deductions.SIMPLE and Solo 401(k) plans serve as viable options for small business owners and sole proprietors, providing opportunities for substantial retirement savings.Safe Harbor 401(k) plans cater to businesses with employees and ensure fair treatment across compensation levels with mandatory employer contributions.Defined Benefit Plans stand at the apex of complexity, suitable for those able to contribute a significant amount annually and seeking maximal tax deductions.Notable Quotes:"For entrepreneurs, we don't have a set it and forget it option." - Chris Picciurro"A traditional IRA is a great starter account. It's not designed specifically for entrepreneurs, yet it's utilized by many entrepreneurs when they get started." - Chris Picciurro"SEP IRA is a great weapon, especially for people that don't have employees that are just getting the ball rolling." - Chris Picciurro"The Solo K or solo Roth 401(k) could be a great weapon for them [entrepreneurs]. It allows you to take a loan against your solo 401(k) for up to $50,000 tax-free." - Chris Picciurro"If you're in the situation where you have at least $100,000 or more to contribute to retirement, then the defined benefit plan might be a good option for you." - Chris PicciurroEpisode Sponsor (Chris is very excited about this!)www.teachingtaxflow.com/pickleballCODE: TTF15
#77: Short-Term Rental (STR) Loophole Explained
Apr 2 2024
#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. Guest expert Arda Bircan brings his wealth of knowledge and real-world experience to the table, providing listeners with a unique perspective on how to leverage STRs for financial gain and tax efficiency. The podcast explores everything from identifying profitable markets and properties to understanding the impacts of tax regulations related to STRs.The discussion primarily centers on the lucrative nature of STRs as an investment option, particularly when combined with a strategic approach to tax planning. Arda Bircan highlights his methodical process for selecting and managing STRs, emphasizing the importance of location, property size, and amenities in driving revenue. Additionally, the intricacies of the STR loophole are unpacked, alongside its implications for high-income earners and the potential for non-passive loss deductions. Listeners are guided through the thresholds for determining a property's qualification as an STR and the concept of material participation.Key Takeaways:Real Estate Strategy: Investing in larger short-term rental properties, such as four or five-bedroom houses, can yield higher revenues due to less competition and the ability to command higher average daily rates.Market Analysis: Certain markets like Asheville, North Carolina; Montana; and Maine are identified as less saturated and potentially lucrative for STR investments.Key Relationships: Establishing strong relationships with local cleaners and handymen are critical for maintaining high standards and ensuring operational success in the STR business.Investment Support: Many investors lack the in-depth knowledge required for effective STR investing, highlighting the importance of consulting with real estate CPAs and investment experts like Arda Burkan.Regulatory Dual Assurance: It's crucial to meticulously confirm the legal status of STR operations with both city officials and, if applicable, homeowner associations to avoid costly misunderstandings.Notable Quotes:"I strongly recommend purchasing a single-family home, a larger property, preferably at least four, preferably five bedrooms, due to the fact that you can generate more revenue from that particular property compared to two or three bedrooms.""...finding the highest profitable short term rental property and then buying it the right way, using it for non-passive losses, and leveraging advanced tax strategies are not straightforward issues.""Being successful in real estate investing largely comes down to the property that is chosen.""The single most important relationship that you need to build as a short-term rental investor is finding top-notch cleaners."Resources: www.strtax.guruEpisode #25: The Value of Tax ExtensionsEpisode Sponsor: The Mortgage Shop
#76: Top 3 Parent Tax Strategies
Mar 26 2024
#76: Top 3 Parent Tax Strategies
In this episode of the Teaching Tax Flow podcast, hosted by Chris Piccurrio and John Tripolsky, they dive into the nuances of parental tax strategies. With a focus on empowering parents to legally and ethically minimize the taxes they will pay over their lifetimes, episode 76 is a must-listen for parents eager to optimize their tax planning. The hosts meticulously break down complex tax strategies that capitalize on the benefits of parenthood, offering a wealth of knowledge for the layman and experienced tax professional alike.In this episode, Chris and John outline three pivotal tax strategies designed to benefit both parents and children. Starting with the benefits of contributing to a Roth IRA for your children, they delineate how such contributions can grow tax-free, providing a nest egg for future needs. The hosts move on to discussing 529 plans, emphasizing their tax advantages and flexibility for educational expenses. As they explore nuances like gift tax exclusions and the implications of gifting assets, the potential tax savings for family estates come into focus. Through these discussions, the podcast ensures listeners are equipped with the tools they need to undertake informed tax planning.Key Takeaways:Contributing to a child's Roth IRA can secure future tax-free income and growth, provided the child has earned income.Investments in a 529 plan grow tax-deferred and can be used tax-free for a beneficiary's educational expenses, with added benefits like potential larger contributions.Parents and grandparents can gift up to $18,000 per year to a child without incurring gift taxes, which can also facilitate income shift and estate planning.Notable Quotes:"Roth contributions could be very powerful." - Chris Piccurrio"The [529] expansion of what we consider an educational cost could include technology." - Chris Piccurrio"It's easier for laws to pass to tax people that have passed away than people that are living." - Chris Piccurrio"Not too many people are running around with that amount that they're concerned about hitting that estate tax exemption." - Chris Piccurrio"Unfortunately, just financial and tax education and literacy is just not taught as much as it should be." - Chris PiccurrioNEW LinkedIn Group - "Tax Planning Community"www.linkedin.com/groups/13008440Episode Sponsor:Integrated Investment Groupwww.integratedig.com
#75: 1099s - The What, When, and How They Are Issued
Mar 19 2024
#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 EH Business Services. Kaitlyn brings her experience to the table, discussing how 1099 forms work, their significance in tax documentation, and strategic tips for businesses to manage them efficiently.Opening with an introduction to the topic, Kaitlyn sheds light on different types of 1099 forms, emphasizing the infamous 1099-NEC. With a focus on how businesses can minimize tax burdens legally and ethically, the episode uncovers best practices, common misconceptions, and the dos and don'ts of 1099s. The conversation explores the close interplay between professional bookkeeping and foolproof tax planning, presenting guidance that listeners can implement immediately.Key Takeaways:1099-NEC forms are essential for businesses to report non-employee compensation, and they must be filed by January 31 each year.Businesses should collect a W-9 form from contractors before commencing financial transactions to facilitate accurate 1099 documentation.Payments made via credit card do not require a 1099-NEC because they are reported on a 1099-K by the card processor.Penalties for not filing 1099s can range from minor fees to substantial charges, depending on the delay and the nature of non-compliance.Keeping organized records and leveraging bookkeeping software like QuickBooks can significantly ease the process of issuing 1099s.Notable Quotes:"It's better to have [a W-9] and then find out that you don't need it." - Kaitlyn Rummel"Just because you have a contractor doesn't always mean that you will file a 1099 for them." - Kaitlyn Rummel"Quickbooks will automatically take out those transactions made with a credit card and just give you the transactions that count towards the 1099." - Kaitlyn RummelEpisode Sponsor:REPStrackerwww.repstracker.com/affiliate/teachingtaxflow (CODE: IFG)EH Business Serviceswww.ehbusiness.net
#74: Tax Benefits of Primary Home Ownership
Mar 12 2024
#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 prospective homeowners aiming to understand the financial and tax implications of owning a primary residence. The duo unpacks several key benefits, providing listeners with actionable tax tips that could lead to significant savings.Throughout the episode, Chris and John highlight the immediate tax deductions available through mortgage interest and property taxes, emphasizing the importance of itemizing deductions for maximizing returns. They also explore lesser-known incentives, such as energy-efficient home improvement credits and the significant capital gains exclusion for primary residences, revealing strategies that can support a homeowner’s financial growth. For homeowners pondering the value of renting out their property, the Augusta rule offers an attractive tax loophole, allowing income from rental properties to be tax-free under certain conditions. The episode serves as a concise guide for navigating the intersection of homeownership and tax planning, providing enriching content for financially savvy listeners.Key Takeaways:Homeownership offers tax deductions on mortgage interest, property taxes, and mortgage points if you itemize your deductions.Energy-efficient home improvements can lead to federal tax credits, potentially adding value to the home while offering tax savings.The Section 121 exclusion allows homeowners to exclude up to $250,000 (single filer) or $500,000 (married filing jointly) of capital gains from the sale of a primary residence.The Augusta rule enables homeowners to rent out their property for up to 14 days per year and excludes the rental income from taxes.Tax benefits are designed to encourage homeownership and contribute to community stability and economic growth.Notable Quotes:"Homeownership does create property tax revenue. It creates more sense of community. So there's a lot of value to a community where you have a high percentage of homeownership." - Chris Picciurro"If you own a primary residence and you sell it, most likely you're going to get a full or partial exclusion from any capital gain." - Chris Picciurro"If you're renting a property, the rent you pay is a personal expense. There's no deduction for that. That's just the way it is. But if you own a property and you itemize your tax deductions, your mortgage interest, your property taxes, and any mortgage points paid are deductible." - Chris Picciurro"Imagine someone lives in Boise, Idaho. They get elected to the House of Representatives. They go live in Washington, DC, buy a house there, live there for two years, do their term, they don't get reelected. They sell their home in Washington. Guess what? Conveniently, they won't pay a capital gain on that because they lived there for those two years." - Chris Picciurro"Rent your house out for up to 14 days and absolutely exclude all of that rental income from tax." - Chris PicciurroResources:Join the Teaching Tax Law community for personalized tax advice and updates: teachingtaxlow.comConnect with our guest Chris Picciurro and the podcast team through the Defeating Taxes private Facebook group: defeatingtaxes.comEpisode Sponsor:Legacy Lock (www.teachingtaxflow.com/legacy)DISCOUNT CODE: Magic1495
#73: Understanding 'Step-Up in Basis' for Minimizing Taxes
Mar 5 2024
#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 inherited assets. Chris succinctly breaks down the essence of cost basis and its implications for capital gains tax. His expertise shines through as he presents everyday scenarios, articulating a clear picture of the benefits and intricacies involved. Key Takeaways:A 'step-up in basis' significantly reduces capital gains tax on inherited assets by adjusting the asset's cost basis to its market value at the time of inheritance.Inherited assets are automatically treated as long-term capital gains, beneficial for lower tax rates, regardless of how long the asset was held prior to sale.Beneficiaries should not rely on old brokerage statements for cost basis and must ensure their inherited assets' cost basis is updated correctly.In community property states, surviving spouses may benefit from a "double step up in basis," further reducing potential tax liabilities.Consulting with a tax professional is crucial when dealing with inherited property to ensure proper tax treatment and maximization of available deductions.Notable Quotes:"It's much better to inherit assets than to receive them as a gift.""Any inherited assets are automatically considered long-term capital gains, which we know are the lower rates.""Make sure that you, what we call, review your depreciation schedules or realistically have your tax professional review your depreciation schedules because you might not know what the heck you're looking at.""A lot of the things we talk about here on the podcast is really based around tax planning and strategy."Resources:Defeating Taxes Facebook Group: Search "Defeating Taxes" on Facebook to find and join the private group discussed in the episode.Dive into the full episode for an in-depth exploration of 'step up in basis' and gain valuable insights into how it can benefit your tax strategy. Stay tuned for more episodes from "Teaching Tax Flow" to continue enhancing your tax knowledge and uncover constructive financial tips.Episode Sponsor: The Mortgage Shop
#72: Bookkeeping 101 - The Real Deal
Feb 27 2024
#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 bookkeeping, accounting, and tax preparation. Kicking off the conversation, Lisa vividly shares her accidental yet fortuitous dive into bookkeeping, sprouting from her innate love for numbers and a chance meeting with QuickBooks software.Bookkeeping, Lisa emphasizes, is not merely about maintaining records but about crafting a robust, foundationally-sound financial narrative for any business. The nuances discussed unravel why entrepreneurs should contemplate outsourcing this critical function when it begins to overshadow their primary business objectives. The episode pivots on providing actionable insights, advocating for a deeper comprehension of the various technological stacks that surround modern bookkeeping - a domain where QuickBooks reigns supreme yet interlinks with a diversity of other applications.Key Takeaways:Bookkeeping is a specialized field: It's essential to separate bookkeeping from accounting and tax preparation, as each serves distinct purposes for a business.Outsource when appropriate: Business owners should consider hiring professional bookkeepers when the task becomes a burden or affects their growth focus.Technology plays a significant role: Today's bookkeeping involves understanding various tech stacks, with QuickBooks online being a dominant tool in this sphere.Reconciling is crucial: The balance sheet is the paramount financial statement to ensure accuracy within a business's bookkeeping practices.Growth indicates change: Transitioning bookkeeping tasks to experts is not a sign of failure but an indicator of a business's advancement and the need for specialized attention.Notable Quotes:"Bookkeeping doesn't have to be a burden—it should be about sculpting a dependable, foundational financial tale for any business." – Lisa McCarthy"As a business owner, the moment bookkeeping starts feeling like a chore, that's your cue to consider outsourcing it." – Lisa McCarthy"The balance sheet follows your business from the moment you begin until you decide to close your doors." – Lisa McCarthyEpisode Sponsor:Strategic Associates, LLCRoger Roundywww.linkedin.com/in/roger-roundy-86887b23
#71: K-1s for Dummies
Feb 20 2024
#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 expertise and humor. Designed to capture the interest of taxpayers and professionals alike, the episode breaks down the purpose, importance, and timing of K-1 forms, which are crucial for individuals involved in partnerships, S corporations, and certain types of trusts and estates. The conversation transitions smoothly from explaining what K-1 forms are to offering actionable advice for those who receive or issue them.Chris provides an insightful overview of how K-1 forms act as the W-2 equivalent for entities that don't pay federal income tax themselves but rather flow through profits and losses to their members. He emphasizes the significance of timely actions, the potential penalties for missing deadlines, and the benefits of working with a tax professional. The hosts also explore scenarios such as extending personal tax returns when K-1s are delayed and the implications of entering into business partnerships without an understanding of these forms, emphasizing that preparedness and communication are critical in handling K-1s effectively.Key Takeaways:K-1 forms are essential documents for individuals involved with flow-through entities like partnerships, S corporations, and certain trusts and estates, detailing their share of income, deductions, or credits.They should be treated with the same importance as a W-2, and recipients may need to extend their tax filings if K-1s are delayed.There can be significant penalties for entities that fail to provide K-1 forms by the March 15th deadline, or a later deadline if an extension is filed.Effective communication and having tax matters organized upfront are vital for both issuers and receivers of K-1 forms.While K-1 forms add complexity to tax filing, they can also present tax planning opportunities through income shifting and other strategies.Notable Quotes:"K-1 is the W-2 equivalent for people that are involved in what we call transparent or flow-through entities." - Chris Picciurro"You're better off delaying things and getting things done the right way instead of doing things, taking shortcuts." - Chris PicciurroEpisode Sponsor: The Mortgage Shop
#70: When Do I Need Life Insurance?
Feb 13 2024
#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 insurance?" This episode serves as an essential listening point for anyone looking to understand the intricacies of choosing the right life insurance policy tailored to their unique life circumstances. It opens up a world of financial planning and the intricacies of life insurance policies with a focus on personal responsibility and future-proofing one's financial legacy.The conversation delves into various types of life insurance policies, including term life and whole life insurance, highlighting their respective benefits, flexibilities, and use cases. They further explore the concept of infinite banking within the sphere of whole life insurance, providing insights that resonate with real estate investors and those seeking alternate financing solutions. We wrap up with a vital exploration of life insurance in the business context, walking listeners through the mechanics of buy-sell agreements driven by life insurance policies, and emphasizing the need for strategic planning in both personal and business domains.Key Takeaways:Life insurance should be considered when an individual first feels they have emotional and financial responsibilities towards others.There are several types of life insurance policies to consider, including term life, which is like renting insurance, and whole life or permanent insurance, which can be structured to provide cash value growth.Infinite banking is a strategy using whole life insurance where excess premiums can grow and be used for financing future purchases or loans.For business owners, life insurance can be utilized to draft buy-sell agreements ensuring business continuity and preventing unwanted partnerships in the event of a death.It is essential to review life insurance policies annually and to consult with non-captive insurance advisors who can offer multiple carrier options for the best-suited policy.Notable Quotes:"A life insurance policy is the best last love letter you can ever leave someone you care about.""Speaking to a professional about this is very important, but having an understanding of it before you go into that meeting so that you best understand how to have conversations is also important."Resources:Integrated Investment Group (IIG) - www.IntegratedIG.comNate's direct email for inquiries - nhamil@integratedig.comNate's calendar for scheduling consultations - calendly.com/nhamil-iig
#69: Gambling + Taxes (say what?)
Feb 6 2024
#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 IRS following those auspicious wins or painfully remembered losses. Both Piccuirro and Tripolsky pepper their discussion with humor and relatable anecdotes that easily resonate with their audience. This episode especially appeals to listeners eyeing the upcoming Super Bowl, the biggest betting event of the year, and those curious about the tax impact of their potential gambling earnings.Driven by the rapid increase in online and app-based wagering, the duo sheds light on the critical aspects of gambling wins and losses and the importance of honest reporting. They unpack the intricacies of federal and state tax regulations, emphasizing the significance of obtaining W-2G forms when required and understanding how winnings - both cash and non-cash - are taxed differently. Additionally, they emphasize the crucial nature of record-keeping to ensure compliance and protect against potential audits.Key Takeaways:Gambling income, be it from legal or illegal activities, must be reported to the IRS by U.S. residents, regardless of where it was earned globally.Losses can be deducted up to the amount of winnings, but only if you itemize your deductions on your federal tax return.Accurate record-keeping of gambling activities is vital for claiming losses and proving the case in an IRS audit.Non-cash wins are also taxable based on their fair market value and must be reported accordingly.It's not only about the federal tax; state and local tax implications also come into play, and understanding these nuances is critical for accurate tax reporting.Notable Quotes:"IRS considers all gambling winnings as taxable...regardless of if they come from legal or illegal gambling activities.""You can deduct your gambling losses up to the amount of gambling wins if you itemize your deduction on the federal return.""Proper record keeping is essential when you're dealing with gambling income and deductions.""You could actually be paying taxes on gambling winnings, even if you end up with an overall gambling loss for the year.""If you win a non-cash prize...such as a car, vacation package, or other goods, the fair market value is considered taxable income and must be reported to the IRS."Resources:Episode #13: Itemized vs. Standard DeductionEpisode Sponsor:REPStrackerwww.repstracker.com/affiliate/teachingtaxflow (CODE: IFG)
#68: 2024 IRS Update
Jan 30 2024
#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 within the IRS, Andrew sheds light on what lies ahead for taxpayers and practitioners. This episode is a treasure trove of information for those looking to stay ahead of the curve in tax planning and compliance.Listeners will gain a comprehensive understanding of the IRS’s increased budget and its implications for enforcement, notices, and taxpayer interaction. Andrew highlights key areas the IRS is targeting, such as electric vehicle credits, worker classification, and the Employee Retention Credit (ERC). The discussion also ventures into the strategic side of tax representation, emphasizing the importance of building a professional rapport with the IRS for improved outcomes in tax resolution cases.Key Takeaways:The IRS is ramping up enforcement by increasing budgets and personnel, leading to a more aggressive approach to tax collection.Priority areas for IRS enforcement include the Employee Retention Credit (ERC), electric vehicle (EV) credits, and the distinction between employees and independent contractors.Strategies are key in tax representation, and a good rapport with IRS agents can significantly influence the resolution process.The IRS is working towards better technology integration to streamline processes like amended returns, yet there are still challenges to overcome.The IRS engages with tax professionals to bridge the understanding gap and improve the overall tax compliance and resolution landscape.Notable Quotes:“Most people will be proactive, but a lot will just kind of lay low either because they don’t have the money, they have other problems going on in life.” - Andrew Poulos“As they beef up, you can expect more notices to be fired out. They’ll be a bit more aggressive. We’re trying to collect.” - Andrew Poulos“With strategy… you got to discuss the options and the risks with the client. Let them make the decision and basically execute the strategy when you can.” - Andrew PoulosEpisode Sponsor:Legacy Lock (www.teachingtaxflow.com/legacy)DISCOUNT CODE: Magic1495
#67: Roth Conversions Explained
Jan 23 2024
#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 concepts, outlining the benefits and distinctions between traditional IRAs and Roth accounts, accentuating strategies tailored to tax minimization and financial growth. The introduction sets the stage for a deep dive into the fiscal implications of Roth conversions, with a particular focus on tax-deferred growth and eventual tax-free distributions.The hosts navigated through the advantages of Roth conversions in the current low-tax climate, underscored as the "golden era" of taxes by Chris, thereby making it a prime opportunity for maximizing tax-free income in retirement. They elaborated on diverse scenarios and prerequisites that qualify someone for Roth conversions, including income levels, filing status, and five-year conversion rules. Furthermore, they touched upon the savvy financial maneuvering known as "backdoor Roth conversions" for those with higher incomes, demystifying the Roth conversion process and its profound impact on financial planning.Key Takeaways:Roth IRA conversions allow pre-tax retirement funds to grow tax-free, with future distributions not subject to income tax, given certain conditions.Current low tax rates present an opportune time for considering Roth conversions, referred to as the "golden era of tax."Each Roth conversion is subject to its own five-year rule starting from January 1st of the conversion year for tax-free withdrawal eligibility.Income limitations do not apply to Roth conversions, unlike Roth contributions, enabling high-income earners to partake through backdoor conversions.Roth conversions should be tactically timed, considering marginal tax rates, to prevent phasing out of essential tax credits and benefits.Notable Quotes:"We are in the golden era of tax, in my opinion." - Chris Picciurro"Cash flow and tax flow are not the same thing." - Chris PicciurroEpisode Sponsor: The Mortgage Shop
#66: Understanding The Corporate Transparency Act
Jan 16 2024
#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 guest Jeff Hampton, dive into the intricacies of the newly enacted Corporate Transparency Act (CTA). This conversation is a must-listen for businesses and investors keen on remaining compliant with the latest federal laws that aim to curb money laundering through increased transparency.The podcast provides a rich discussion on the implications of the CTA on small businesses and investors, focusing particularly on entities formed before and after January 1, 2024. The dialogue lays out what the law expects, emphasizing the importance of identifying beneficial owners and the type of entities affected. With ongoing updates from the federal government, the episode serves as an essential guide for staying abreast of compliance requirements without panic.Key Takeaways:The Corporate Transparency Act aims to combat money laundering by monitoring small companies with less than $5 million in gross receipts or 20 or fewer employees.Entities formed before January 1, 2024, have until January 1, 2025, to comply with the CTA, while new entities formed after that date have a 90-day compliance window."Beneficial ownership" is defined as individuals having at least 25% ownership or exercising substantial control over a reporting company.Trusts, especially revocable and irrevocable ones, are currently not considered reporting companies under the CTA unless they meet specific business purposes.It's essential to work with professional advisors to stay current with CTA regulations and ensure long-term compliance without making knee-jerk reactions to changes.Notable Quotes:"This is just another one of those things we just got to get in line with. If you're going to be an investor and you're going to have LLCs or run a business." - Jeff Hampton"One of the things to do is to be in touch with your advisors who know the direction of this and are working with investors every day to make sure this is in place." - Jeff Hampton"Don't just go rush into this right now. Let's let the dust settle just a little bit." - Jeff Hampton"It's the last thing we need, but whether we like it or not, we've got more compliance." - Jeff HamptonResources:www.teachingtaxflow.com/ctaEpisode Sponsor:Strategic Associates, LLCRoger Roundywww.linkedin.com/in/roger-roundy-86887b23