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How prepared are you to make 2025 your best financial year yet?

In this episode, Mike Jesowshek dives into strategic financial planning for 2025, emphasizing the importance of a financial summary document, proactive tax planning, and long-term strategic business planning. He explains how to create a comprehensive financial summary, differentiate between tax preparation and tax planning, and implement actionable goals to achieve financial clarity and growth. By focusing on yearly updates, tax strategies, and structured plans, listeners are encouraged to approach the new year with clarity and purpose.

Explore how a clear financial summary, tax strategies, and strategic planning can set you up for success.

[00:00 - 05:12] Creating a Financial Summary Document

• Mike explains the purpose and benefits of a financial summary document.
• Annual updates to a financial summary provide clarity and preparedness.

[05:13 - 12:39] Tax Preparation vs. Tax Planning

• Mike shares the distinction between compliance-focused tax preparation and strategy-driven tax planning.
• Implementing tax strategies is crucial for minimizing tax liability.

[12:40 - 17:20] Strategic Business Planning

• Strategic planning involves envisioning a 10-year perfect scenario and breaking it down into actionable goals.
• Clear planning transforms business goals into achievable steps.

[17:21 - 20:34] Key Takeaways and Resources

• Mike recaps the importance of financial summaries, tax planning, and strategic business goals.
• Success is intentional and requires consistent planning.

Direct Quotes:

"Success doesn't just happen. It's planned." - Mike Jesowshek, CPA

"Learning is important, but implementation is the next step." - Mike Jesowshek, CPA

"Strategic planning helps turn dreams into reality by breaking down goals into actionable steps." - Mike Jesowshek, CPA

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

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Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

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Are you prepared for the IRS’s new 1099-K reporting rules and how they could impact your business's bottom line?

In this episode, Mike Jesowshek discusses the significant changes to the IRS 1099-K rule and its potential impact on small businesses, freelancers, and online sellers. The rule, initially requiring payment processors to report income over $20,000, is being gradually lowered to $600 by 2026. Mike explains how this rule aims to address underreported income and outlines the implications for businesses accepting payments via platforms like PayPal, Venmo, and Stripe. He emphasizes the importance of accurate reporting to avoid IRS scrutiny and offers a free demo call to help listeners prepare their tax strategies.

[00:00 - 06:42] Why the 1099-K Rule Was Introduced

• Mike discusses the significance of the 1099-K for freelancers, small businesses, and gig workers.
• Understanding this rule is key to avoiding surprises during tax season.
• The motivation behind the rule: addressing underreported income from goods and services.
• Report all income accurately, even without a 1099-K.

[06:43 - 10:37] Who This Rule Impacts

• Mike dives deep into who’s affected: freelancers, gig workers, and small businesses.
• Proactively distinguish between personal and business transactions.

[10:38 - 14:22] Timeline and Rollout of the Rule

• Breakdown of the phase-in thresholds:
  • 2024: $5,000
  • 2025: $2,500
  • 2026: $600
• Mike highlights potential changes due to legislative pushback.
• Stay updated on the latest developments and adapt your approach.

[14:23 - 18:58] Avoiding Tax Issues and Next Steps

• Mike shares tips for accurate reporting and reconciling 1099-K forms with your tax returns.
• Be proactive in managing your taxes to avoid penalties and ensure compliance.

Direct Quotes:

“The 1099-K is a tool to let the IRS know what funds are being processed and who is receiving those funds.” - Mike Jesowshek, CPA

“This rule isn’t about changing how taxes work; it’s about changing how income is reported.” - Mike Jesowshek, CPA

“Don’t wait for a 1099-K to report your income. Always report all earnings to stay on the right side of the law.” - Mike Jesowshek, CPA

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

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Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

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What if a few simple shifts in your business structure and financial habits could set you ahead of 99% of companies?

In this episode, Mike Jesowshek, a CPA and founder of Taxelm, shares practical strategies for small businesses to gain a competitive edge without requiring massive investments or risky tactics. He emphasizes the importance of establishing a proper entity structure as the foundation for growth, maintaining an accurate and cloud-based bookkeeping system, and utilizing financial data to make informed business decisions. Mike also highlights key tax deductions and offers resources to help business owners optimize their financial strategies effectively.

[00:00 - 04:50] Introduction: Setting the Stage

• Mike introduces the theme of outpacing 99% of businesses with simple, effective strategies.
• Success doesn’t require excessive risk or investment; it starts with foundational business practices.
• Transitioning to an S Corporation can lead to significant tax savings.
• A well-structured entity is essential for tax efficiency and long-term growth.

[04:51 - 10:00] Building a Solid Foundation for Growth and The Backbone of Business

• Mike shares the importance of creating a management company structure for multiple business entities.
• Clear and organized entity structures reduce risks and enhance scalability.
• Consistent bookkeeping helps identify inefficiencies and drives better financial decisions.

[10:01 - 19:26] Leveraging Financial Data and Resources

• It is vital to use accurate financial statements for tax planning and business strategy.
• Mike offers a free document outlining tax deductions to maximize savings.
• Proactive financial management unlocks opportunities for growth and profitability.

Direct Quotes:

“Your entity structure is the foundation of how your business operates and grows.” - Mike Jesowshek

“Bookkeeping isn’t just for taxes; it’s the backbone of understanding your business’s financial health.” - Mike Jesowshek

“A cloud-based system done correctly gives you actionable insights. Done poorly, it gives you nothing.” - Mike Jesowshek

“With the right foundation, you can grow into the 1% of business owners who succeed at scale.” - Mike Jesowshek

Check out this episode’s blog: The Ultimate Guide to Maximizing Business Deductions and Write-Offs

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

-------

Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

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What if the key to unlocking exponential growth in your 401k is simply reaching $100,000? Could this milestone be the turning point for your financial freedom?

In this episode, Mike Jesowshek dives into the concept of why your 401k experiences explosive growth after reaching a $100,000 threshold. He explains the mechanics of compounding interest, the rule of 72, and how starting early can significantly impact retirement savings. Mike also introduces the idea of self-funded retirement accounts, detailing how business owners can leverage them to invest in areas such as real estate or cryptocurrency. He underscores the importance of surpassing the $100,000 mark to unlock greater investment opportunities and financial flexibility, offering practical tips to achieve this milestone efficiently.

[00:00 - 06:15] The Power of Compound Growth

• Mike shares his personal financial journey and why $100,000 is a pivotal milestone for investors.
• He breaks down the "rule of 72" and how it applies to achieving financial goals.
• Early and consistent investing accelerates your financial trajectory.

[06:16 - 12:10] Why $100,000 is a Game-Changer

• Mike discusses how hitting $100,000 opens doors to investment opportunities beyond traditional options.
• Reaching this milestone creates leverage for greater diversification and growth.

[12:11 - 16:45] How to Get to $100,000 Faster

• Mike highlights the importance of automating investments and sticking to a long-term strategy.
• Focus on consistency and discipline to build momentum.

[16:46 - 19:24] Final Takeaways and Encouragement

• Mike recaps the importance of achieving $100,000 and how it sets the foundation for future wealth-building.
• Take the first steps today, no matter where you are in your financial journey.

Direct Quotes:

"Think of compounding interest like a snowball rolling down a hill—small at first, but it can grow into something massive over time." - Mike Jesowshek, CPA

"The rule of 72 gives you a simple formula: divide 72 by your interest rate, and you’ll know how long it takes for your money to double." - Mike Jesowshek, CPA

"Starting early with your retirement savings means you’re giving your money more time to work for you, doubling multiple times before retirement." - Mike Jesowshek, CPA

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

-------

Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

Send us a text

Did you know you can maximize your HSA contributions even if you switch to a high-deductible health plan late in the year?

In this episode of the Small Business Tax Savings Podcast, Mike Jesowshek answers listener-submitted tax and business-related questions, covering topics such as HSA contributions, structuring multiple businesses, employing children, vehicle deductions, the Employee Retention Tax Credit (ERC), and year-end tax planning strategies. He emphasizes the importance of implementing tax-saving strategies tailored to individual circumstances and highlights tools like Tax Savings Podcast resources and Taxelm for deeper guidance.

Discover this and more tax-saving tips in today’s listener Q&A episode!

[00:00 - 02:53] HSA Contributions and the Last Month Rule

• Mike explains the IRS’s Last Month Rule, allowing full-year HSA contributions if enrolled by December 1st.

[02:53 - 05:42] Starting a Business and Learning Tax Strategies

• A Minnesota listener seeks guidance after forming a new business.
• What is the importance of implementation over mere learning of tax strategies?

[05:42 - 07:39] Employing Children and Managing Child Support

• Mike gives advice on structuring small business ownership to avoid affecting child support obligations.

[07:39 - 13:00] Structuring Multiple Businesses

• Discussion on using DBAs versus separate LLCs for businesses in different verticals.
• Consideration of liability and future sale opportunities.

[13:00 - 19:16] Core Tax Strategies and Vehicle Deductions

• Mike discusses core tax strategies such as home office, automobile, and travel deductions.
• He explains vehicle deductions, depreciation methods, and financing.

[19:16 - 27:30] Year-End Tax Planning Tips

• Mike clarifies on how to handle ERC credits in amended taxes.
• He encourages listeners to implement achievable strategies before the year ends.

Direct Quotes:

“The key piece is implementation. You can learn all you want all day long, but if you don't implement anything, you don't see the tax savings.” - Mike Jesowshek, CPA

“As long as you have that high-deductible health plan in place by December 1st, you're eligible to contribute the full amount to an HSA for the year.” - Mike Jesowshek, CPA

“Take off what you can bite off and do that. I’d much rather see you do one or two strategies than try to do ten and end up doing zero.” - Mike Jesowshek, CPA

Check out this episode’s blog post: https://www.taxsavingspodcast.com/blog/tax-questions-answered-vehicle-deductions-entity-structure-wotc-compliance-and-more

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

-------

Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

Send us a text

What if you could offset your investment gains by strategically selling at a loss—are you making the most of your tax-saving opportunities?

In this episode, Mike explains the tax strategy of tax loss harvesting, which involves selling investments at a loss to offset gains in other areas, ultimately reducing tax liability. The episode covers how to execute this strategy, the wash sale rule, and common mistakes to avoid. Key points include understanding the wash sale rule, which prevents the deduction of a loss if the same or substantially identical stock is repurchased within 30 days. The host also discusses how to maximize the benefits of tax loss harvesting while being strategic and mindful of its limitations.

[00:00 - 05:21] Introduction to Tax Loss Harvesting

• Mike introduces tax loss harvesting as a way to save money by offsetting capital gains with losses.
• Tax loss harvesting allows investors to turn investment losses into tax-saving opportunities.

[05:22 - 10:55] How Tax Loss Harvesting Works and The Wash Sale Rule

• Mike explains the mechanics of tax loss harvesting, including offsetting capital gains and ordinary income up to $3,000 per year.
• The wash sale rule is introduced as a key consideration in tax loss harvesting.
• Buying the same security in an IRA within 30 days of selling it in a taxable account also triggers the wash sale rule.

[10:55 - 14:30] Avoiding the Wash Sale Rule

• Mike explains the implications of buying back the same investment after the 30-day period and how this can be an effective strategy.
• After 30 days, it's safe to buy back the asset without triggering the wash sale rule.
• Another strategy is simply waiting out the 30-day period to repurchase the asset.

[14:31 - 16:00] Common Mistakes and Considerations in Tax Loss Harvesting

• Mike shares some common pitfalls, such as neglecting to account for the wash sale rule or selling investments too hastily without considering the long-term implications.
• He advises listeners to work closely with tax professionals when engaging in tax loss harvesting to maximize its effectiveness.

Direct Quotes:

"Smart investors know how to turn losses into gains—into tax-saving opportunities." - Mike Jesowshek, CPA

"You can’t just sell and buy the same stock back right away without triggering the wash sale rule." - Mike Jesowshek, CPA

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

-------

Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com

Send us a text

Are you making the most of year-end tax strategies to reduce your tax liability?

In this episode, Mike Jesowshek, CPA and owner of TaxElm, dives into essential year-end tax planning strategies for business owners, focusing on income timing, deductions, and proactive spending decisions. He explains how understanding current and projected income is key for effective tax planning, particularly for cash basis businesses. Strategies covered include prepaying expenses, delaying receipts, utilizing Roth conversions in low-income years, and taking advantage of family support tax benefits through appreciated stock transfers.

Discover how income timing, deductions, and smart spending choices can save you more as a business owner!

[00:00 - 05:08] Introduction to Tax Planning with Income Projections

• Mike Jesowshek introduces the importance of factoring in current and future income for year-end tax planning.
• He discusses the significance of strategic decisions around spending on necessary equipment.
• Effective tax planning requires knowing this year’s financial standings and projecting for the next year.

[05:08 - 10:47] Strategic Planning with Flow-Through Entities

• Flow-through entities impact tax planning based on business profit.
• Mike introduces the goal of shifting after-tax expenses into pre-tax spending.
• He advises against prepaying in low-income years when expenses may be more beneficial in higher income years.

[10:47 - 16:19] Buying Necessary Equipment for Deduction Optimization

• Mike advises only purchasing necessary equipment and aligning those purchases with high-income years for optimal tax benefits.
• He outlines how credit card spending can secure a deduction this year, even if payment occurs in the next.
• Roth conversions can be a way to maximize future tax-free growth during low-income years.

[16:19 - 19:56] Utilizing Appreciated Stock Gifting to Family Members

• Mike advises on gifting appreciated stock to family members in lower tax brackets instead of cash for tax advantages.
• He discusses limitations with children due to kiddie tax but highlights opportunities with other family members.

[19:56 - 25:19] Strategic Year-End Tax Planning

• Mike recaps key strategies for minimizing taxes legally by year-end.
• He emphasizes the importance of strategic planning and using every deduction opportunity as a business owner.

Direct Quotes:

"We always want to take advantage of what’s available to you." - Mike Jesowshek, CPA

“A Roth account grows tax-free and withdrawals are tax-free—that’s a beautiful thing.” - Mike Jesowshek, CPA

“The IRS loves business owners; they create jobs, employ people, and grow the economy.” - Mike Jesowshek, CPA

Check out this episode’s blog post: What Year End Strategies Are Available to Business Owners

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

-------

Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSav

Send us a text

Are you making the most of your tax-saving strategies before the year closes?

In this episode, Mike Jesowshek provides a comprehensive checklist of essential tax strategies to implement before the end of 2024. As a CPA and founder of Tax Helm, he emphasizes maximizing tax deductions, making necessary payments, and properly documenting strategies to avoid IRS issues. Mike covers everything from pre-tax versus after-tax spending and utilizing the Augusta Rule to managing self-employed health insurance and year-end retirement contributions. With a focus on practical application, he also offers advice on planning for business expenses, using credit cards strategically, and the importance of completing necessary documentation, like the BOI report, before December 31st.

Discover practical steps to keep more of your hard-earned income in this essential episode!

[00:00 - 05:10] Pre-Tax vs. After-Tax Spending

• Mike gives a reminder that most tax strategies must be implemented by December 31.
• He explains how business owners can convert personal spending to business expenses.
• Utilize pre-tax spending opportunities for valid business expenses like meals, travel, and more.

[05:11 - 11:45] Travel, Augusta Rule, and Implementing Board Meetings

• Business-focused travel, where the majority of the day is spent on work, can qualify as a deductible business day.
• The Augusta Rule allows homeowners to rent their home tax-free for up to 14 days.
• Mike shares the importance of board meetings for accountability and tax deductions.
• Even solo business owners can benefit from holding board meetings and documenting them.

[11:46 - 19:20] Hiring Your Kids, IRAs, and Health Savings Accounts

• Hiring children allows for tax-free income for children and provides eligibility for Roth IRA contributions.
• HSAs offer tax-deductible contributions and tax-free withdrawals for medical costs.

[19:21 - 230:20] S Corporations and Self-Employed Health Insurance

• Health insurance premiums must be included on W-2s for valid deductions.
• Mike gives a reminder to organize receipts, log business mileage, and complete the BOI report.
• Proper documentation ensures compliance and peace of mind during IRS reviews.

Direct Quotes:

“Let this serve as your final reminder—implement these strategies by December 31st to keep your hard-earned money.” - Mike Jesowshek, CPA

“A valid tax strategy, incorrectly implemented, becomes illegal. Understanding and correct implementation are key.” - Mike Jesowshek, CPA

“Hiring your kids in your business not only provides a tax deduction but allows them to start growing a tax-free retirement account.” - Mike Jesowshek, CPA

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Podcast Host: Mike Jesowshek, CPA - Founder and Host of Small Business Tax Savings Podcast

Join TaxElm: https://taxelm.com/

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Podcast Website: https://www.TaxSavingsPodcast.com

Facebook Group: https://www.facebook.com/groups/taxsavings/

YouTube: www.TaxSavingsTV.com