Small Business Tax Savings Podcast

Mike Jesowshek, CPA
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Oct 16, 2024 • 25min

Listener Q&A with Mike Jesowshek CPA

Send us a textHave you ever wondered if you could deduct a mentorship program paid for on your personal card before starting your business?In this episode, Mike Jesowshek, a CPA, hosts a listener Q&A session addressing various tax-related questions from small business owners. He covers topics such as deducting business expenses, managing mentorship payments, selling a business, and handling high medical costs for business owners. Mike provides clear guidance on tax planning strategies and the importance of keeping thorough documentation for deductions, while also offering practical advice on avoiding issues with hobby loss rules and S-Corp-specific challenges.Learn how to maximize your business deductions and avoid common tax pitfalls in this Q&A episode![00:00 - 00:40] IntroductionMike Encourages listeners to submit their tax-related questions via the website.[00:40 - 05:23] Business Deductions and Selling a BusinessMike explains that expenses can still be deducted if they’re legitimate business expenses and provides guidance on using an accountable plan for reimbursement.He discusses the validity of taking business deductions even when a business has minimal income.There is a need for consistent profit to be considered a legitimate business.[05:23 - 10:23] Section 105 Plans and Ownership Draws in an S-CorpMike details how to set up a family management company to use the Section 105 plan if operating as an S-Corp and hiring a spouse.He also emphasizes that distributions must be proportional to ownership percentages in S-Corps to avoid tax issues.[10:23 - 16:11] Travel Deductions and ConsultationsMike covers travel deductions when charging clients a travel fee and offers advice on setting up tax consultations through his company. He clarifies that even if a travel fee is charged to a client, the associated travel expenses can still be deducted.[16:11 - 21:02] Business Expenses and Accountable PlansMike emphasizes that while the deductions remain the same, the IRS prefers business-related expenses to be run through business accounts.  Owner draws are not taxed directly; instead, taxes are based on the profit of the business, regardless of how much is drawn from the account.  [21:02 - 24:10] Tax Helm Services and ConsultationsMike highlights Tax Helm’s services, which include consultations and comprehensive tax planning for small businesses, with a guarantee to provide tax savings that cover the cost of the service.  Direct Quotes:“Just because you paid for it personally, doesn’t mean you lose the deduction—it’s still a valid business expense if it’s related to your business.” - Mike Jesowshek, CPA“The IRS always wants to see that you're running your business like a business, not like a hobby.” - Mike Jesowshek, CPACheck out this episode’s blog post: https://www.taxsavingspodcast.com/blog/listener-q-a-with-mike-jesowshek-cpa-10-16-2024 _____Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www.facebook.com/groups/taxsavings/
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Oct 9, 2024 • 10min

Buy, Borrow, Die Paradox: How The Rich Get Richer Using Debt

Send us a textWhat if you could grow your wealth, avoid taxes, and pass on your assets to your heirs without capital gains?In this episode, Mike discusses the *Buy, Borrow, Die* strategy—a powerful tax avoidance method used by the wealthy to preserve and grow wealth. By buying appreciating assets, borrowing against them tax-free, and passing them on to heirs with a stepped-up basis, individuals can minimize taxes on both capital gains and inherited wealth. Mike breaks down how this strategy can apply to anyone with appreciating assets and provides a step-by-step guide on how to implement it effectively.Discover the Buy, Borrow, Die strategy and how it can work for you![00:00 - 01:14] Introduction to the Buy, Borrow, Die StrategyMike introduces the concept of how the wealthy use this strategy to appear less wealthy and minimize taxes.He highlights the focus on buying assets, borrowing against them, and passing them on tax-efficiently.[01:14 - 02:35] Tax Concepts: Step-Up in Basis and Borrowing Against AssetsExplanation of the step-up in basis: heirs inherit assets at market value, avoiding capital gains.Borrowing against assets like stocks or real estate doesn’t count as taxable income.[02:35 - 04:36] Example: Stock Appreciation, Tax Efficiency, Real Estate Borrowing, and InheritanceMike illustrates how borrowing against appreciated stocks allows tax-free access to funds.The example shows how holding assets until death can help heirs avoid capital gains.Mike shares an example of real estate borrowing and how it affects taxes for heirs.He emphasizes holding onto assets until death to maximize tax advantages.[04:36 - 07:40] Not Just for the Ultra-WealthyMike explains that anyone with appreciating assets can utilize this strategy, not just billionaires.He details how it can apply to people with real estate, stocks, and businesses.The steps include acquiring appreciating assets, borrowing wisely, and planning for a tax-efficient exit.Mike highlights the importance of planning for your heirs and consulting financial advisors.[07:40 - 09:32] Final Thoughts: How to Maximize This StrategyMike encourages strategic planning for asset management and borrowing to avoid unnecessary capital gains.Mike suggests working with financial advisors for long-term wealth building and minimizing tax burdens.Direct Quotes:“The truth is that most billionaires are not paying more in taxes as their wealth skyrockets, like the average person does.” - Mike Jesowshek, CPA“Borrowing against assets like stocks or real estate doesn’t count as taxable income. That loan money is not income to you, so it’s also not taxable.” - Mike Jesowshek, CP“In a perfect world, you hold onto appreciating assets until death, ensuring the most tax-efficient exit for your heirs.” - Mike Jesowshek, CP"Use borrowed funds wisely—invest in other things, grow your wealth, and maximize the opportunity." - Mike Jesowshek, CP______Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www.facebook.com/groups/taxsavings/
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Oct 2, 2024 • 27min

The TRUTH about 1099 Reporting for Business Owners

Send us a textDo you know the different types of 1099 forms your business may need to file?In this episode, host Mike Jesowshek is joined by Christina Wright from Tax Bandits to discuss everything business owners need to know about 1099 forms. The conversation covers different types of 1099s, when they need to be filed, and who is required to receive them. Christina provides insights into the importance of collecting W-9 forms, staying organized with vendor payments, and filing 1099s accurately and on time. They also address changes in 1099-K requirements, discuss the new 1099-DA for reporting digital assets, and highlight how software solutions like Tax Bandits simplify the filing process.Learn how staying organized and using the right tools can make tax season stress-free![00:00 -  04:45] Overview of 1099s and TypesChristina explains the purpose of 1099 forms.She discusses the various types of 1099s, including NEC (Non-Employee Compensation) and MISC (Miscellaneous).She also shares the importance of understanding 1099 filing as an IRS requirement for business owners.[04:46 - 10:27] W-9 Form Importance and Vendor OnboardingChristina explains the $600 payment threshold for issuing 1099s.The threshold is cumulative over the year, not per individual payment.Missing or incorrect information can lead to complications when filing 1099s.[10:28 - 15:59] Common Issues and Filing Best PracticesInaccurate details (e.g., TIN, business name) on 1099 forms can cause IRS rejections.Businesses should use processes like TIN matching to verify information early.[16:00 - 19:20] 1099 Filing Solutions: Tax BanditsChristina shares an overview of how Tax Bandits simplifies 1099 filing.How integrating accounting software like QuickBooks and Sage can help streamline the process.She shares the benefits of cloud-based filing and validation features.[19:21 - 26:38] 1099-K and Recent ChangesChristina discusses changes to the 1099-K threshold from $20,000 to $5,000 for electronic payments.The IRS shifted towards increasing reporting transparency for third-party transactions.She Introduces the new 1099-DA for reporting cryptocurrency assets.Key takeaways for business owners: collect W-9 forms upfront and keep good payment records.Notable Quotes:"The main thing business owners need to know is that 1099s are used to report payments for a lot of different things to different parties." – Christina Wright"The $600 threshold is not based on one payment—it’s cumulative over the entire year." – Christina WrightCheck out this episode’s blog post: How Does the Home Office Deduction Work?______Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www.facebook.com/groups/taxsavings/VISIT: www.TaxSavingsTV.com
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Sep 25, 2024 • 18min

How to Write Off Your Home Office Expenses and SAVE BIG

Mike Jesowshek, an expert in tax deductions for small business owners, shares valuable insights on home office tax write-offs. He clarifies common misconceptions about eligibility, emphasizing that dedicated spaces are key. Jesowshek discusses the administrative office rule, expanding who can qualify. He also breaks down two methods for claiming deductions: simplified and actual, providing real examples to help tune your tax strategy. Learn how proper documentation can significantly decrease your tax liability and enhance your savings!
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Sep 18, 2024 • 19min

Master Health Tax Hacks for Small Biz Success in 2024!

Mike Jesowshek, a tax strategist specializing in healthcare savings for business owners, shares essential tax strategies to minimize liabilities. He highlights the benefits of Health Savings Accounts (HSAs), including their role as a retirement tool. Mike also discusses self-employed health insurance deductions and the intricacies of Section 105 plans. He emphasizes the importance of understanding tax laws to optimize healthcare costs and grow wealth, making this a must-listen for entrepreneurs looking to enhance their financial strategies.
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Sep 11, 2024 • 15min

The $2M Yacht Tax Write-Off That Triggered an IRS Audit

Send us a textCould your business deductions survive an IRS audit?In this episode, Mike Jesowshek breaks down a real-life case where a business owner lost $2 million due to an IRS audit after attempting to write off a yacht as a business expense. He explains how poor bookkeeping and a lack of proper documentation led to the disallowance of the deduction. Mike emphasizes the importance of understanding and correctly implementing tax strategies, along with maintaining detailed records to defend against audits. The episode highlights the need for business owners to carefully substantiate deductions and avoid shortcuts, even when seemingly successful entrepreneurs do so.[00:00 - 05:06] Lessons from Poor BookkeepingMike highlights a case where a business owner wrote off a $2 million yacht as a business expense.The IRS disallowed the deduction due to poor records and no evidence of business-related activities.Mike stresses the importance of having clear documentation and bookkeeping to defend business expenses in an audit.He discusses how many business owners wrongly assume that if someone else gets away with a deduction, they can too.[05:06 - 07:04] Understanding Business DeductionsBusiness deductions must be ordinary and necessary for the type of business.It is not enough to claim the deduction; proof must be provided through proper logs and receipts.Mike emphasizes the importance of correct implementation, using the home office deduction as an example.Even legitimate deductions can be disallowed if not implemented and documented properly.[10:12 - 14:52] Correct Documentation: A Defense Against AuditsHaving detailed records and logs can protect business owners if the IRS audits them.Mike shares an example of a client who successfully navigated an audit by having all documentation in place.He also touches on various tax strategies like the Augusta rule, employee entertainment, and travel deductions.Direct Quotes:"Bookkeeping is the backbone of a business. Not only does it help your business grow, but it also helps defend your business expenses in the event of an audit." - Mike Jesowshek, CPA"Just because someone down the road takes a deduction and doesn't get caught doesn't mean it’s right or that you won't get caught." - Mike Jesowshek, CPA"A business deduction has to be ordinary and necessary for your type of business, and then you need the proof to back it up." - Mike Jesowshek, CPA______Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/IncSight Packages (Full-Service): https://incsight.net/pricing/Book an Initial Consultation (IncSight): https://app.simplymeet.me/o/incsight/sale-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www.facebook.com/groups/taxsavings/YouTube: https://www.youtube.com
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17 snips
Sep 4, 2024 • 58min

30+ Tax Write-Offs You’ve Never Heard Of | The Ultimate Tax Write Off Guide

Mike Jesowshek, a tax expert specializing in small businesses, dives into the world of tax write-offs that can save entrepreneurs a significant amount of money. He highlights the crucial differences between pre-tax and after-tax spending and the advantages of choosing the right business entity, such as an S corporation, to reduce self-employment taxes. Mike also shares innovative strategies, like hiring family members and using the 14-day home rental rule, ensuring that listeners grasp the importance of effective implementation and accurate documentation for IRS compliance.
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Aug 28, 2024 • 22min

How I Saved An Agency $15,000 In Taxes (In 12 Months)

Send us a textMike Jesowshek shares how he saved a small business owner over $15,000 in taxes in just 12 months. Mike breaks down the practical strategies implemented, including changing the business entity structure, maximizing home office and vehicle deductions, strategically categorizing business expenses, and more! Learn how these strategies led to over $132,000 in tax savings for Alex's business over five years. [00:00 - 03:28] Case Study Alex is a former corporate digital marketer who transitioned from a W2 employee to an entrepreneur in the healthy eating influencer spaceAlex's quick growth, generating about $100,000 profit in the first year as a sole proprietorshipDuring tax season Alex got hit with an unexpectedly large tax bill in the first yearHe realized he lacked knowledge of tax-saving strategies [03:29 - 06:18] Tax Saving Solutions ImplementedWe changed Alex’s entity type from sole proprietorship to S CorporationWe implemented home office deduction through an accountable planWe utilized a personal vehicle for business and claimed deductionsWe maximized deductions by finding business purposes for existing spendingMeals with clients or business discussionsTravel combined with business purposesOffice equipment and supplies[06:19 - 12:01] Advanced Tax Saving StrategiesSet up a board for the businessCreated opportunities for travel and meal expense deductionsImplemented the 14-day home rental rule for board meetingsEstablished retirement savings with a solo 401(k)Set up a Health Savings Account (HSA)Properly deducted self-employed health insuranceImplemented estimated tax payments to avoid penalties[12:02 - 19:47] Results and  Key TakeawaysThese strategies saved Alex over $15,000 in taxes in the first yearOver five years, Alex saved more than $132,000 in taxesThese strategies are available to most small business ownersProper implementation is crucial for realizing tax savingsDirect Quotes "Implementation, understanding strategy is one thing you do not see any tax savings until you implement that strategy. And I also want to put in the effort that says implementation is one thing. The correct implementation is the key." – Mike Jesowshek, CPA______Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/IncSight Packages (Full-Service): https://incsight.net/pricing/Book an Initial Consultation (IncSight): https://app.simplymeet.me/o/incsight/sale-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www.facebook.com/groups/taxsavings/YouTube: https://www.youtube.com
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Aug 21, 2024 • 21min

Beneficial Ownership Information (BOI) Reporting | What You Need To Know

Send us a textBusiness owners are now facing a new reporting requirement called Beneficial Ownership Information (BOI) reporting. In this episode, Christina from Tax Bandits provides a comprehensive guide on BOI reporting, explaining what it is, who needs to file, how to file, and the potential penalties for non-compliance. Christina shares practical advice and examples to help business owners understand and comply with this new requirement.Blog: https://www.taxsavingspodcast.com/blog/what-is-beneficial-ownership-information-boi-reporting-and-why-is-it-important[00:00:00 - 03:59] Introduction to BOI ReportingA new requirement for many small businesses across the United StatesMandated by the Corporate Transparency Act, starting January 1, 2024Designed to help law enforcement identify real owners of companies and prevent financial crimes[04:00 - 06:13] Who Needs to File and ExemptionsMost small businesses are required to file unless they fall under one of 23 specific exemptionsCommon exemption (21st exemption) for large operating companies:More than 20 full-time employees in the U.S.A physical office in the U.S.Over $5 million in gross receipts reported on U.S. federal tax returns[06:14 - 09:12] Information Required and Filing ProcessCompany information: name, EIN, address, registration location, domestic/foreign statusBeneficial owner information: name, FinCEN identifier (if available), or date of birth, address, and valid IDFiling can be done through services like Tax Bandits or directly through FinCENTax Bandits offers a user-friendly interface and record-keeping features[09:13 - 15:25] Deadlines, Penalties, and CostsDeadlines:Existing businesses (before Jan 1, 2024): Must file by January 1, 2025New businesses (registered on/after Jan 1, 2024): 90 days to fileNew businesses (registered on/after Jan 1, 2025): 30 days to filePenalties for non-compliance:Civil penalties: Up to $960,591 per dayCriminal penalties: Up to $10,000 fine or 2 years imprisonmentCosts for filing (via Tax Bandits):One-time filing: $49Lifetime reporting: $199 for one entity (recommended option)[15:26 - 20:50] Final Thoughts and RecommendationsBOI reporting is not an annual filing, but updates are required when information changesFour types of reports: Initial, Corrected, Updated, and Newly ExemptImportance of filing promptly to avoid penaltiesRecommendation to use Tax Bandits for easier tracking and management of BOI reportsDirect Quotes: "The BOI report requires that many small businesses submit this beneficial ownership information report to FinCEN. Basically, submitting this information is helping law enforcement to identify real owners of companies versus, preventing financial crimes that are happening through some not so savory means there.” – Christina Wright, Tax Bandits ______Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings PodcastJoin TaxElm: https://taxelm.com/IncSight Packages (Full-Service): https://incsight.net/pricing/Book an Initial Consultation (IncSight): https://app.simplymeet.me/o/incsight/sale-------Podcast Website: https://www.TaxSavingsPodcast.comFacebook Group: https://www
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Aug 14, 2024 • 24min

S Corps, Gym Membership Deductions, Solo 401(k)s, and Family Hires: Listener Q&A with Mike Jesowshek CPA

Mike Jesowshek, a CPA specializing in tax insights for businesses, dives into key tax strategies for small business owners. He clarifies how S-Corp owners can balance salaries and dividends. Surprising insights emerge about gym membership deductions and the tax benefits of hiring family members. Mike elaborates on structuring solo 401(k)s for couples and automating bookkeeping with efficient software. The discussion also covers accountable plans for LLCs and managing documentation for tax deductions. Tune in for actionable strategies that could save you money!

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