Tax Questions Answered: Vehicle Deductions, Entity Structure, WOTC Compliance, and More!

Small Business Tax Savings Podcast

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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/

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