Podcast

Listener Q&A with Mike Jesowshek CPA (12/13/2023)

On this Podcast we answer listener questions! If you have a question you would like discussed on a future episode, submit it now!

  1. Go to www.TaxSavingsPodcsat.com
  2. Click Podcast
  3. Scroll to the Bottom and Submit Your Question

You never know, your question may be on the next Q&A session. Below are today’s questions, tune into our Podcast to hear the answers!


Matt: I just listened to the August Rule and Board Meetings podcasts. I am wondering, can I make my dad a board member/advisor and schedule our quarterly board meetings to coincide with our family vacations to his house to make the travel tax deductible? And on the flip side, can I schedule board meetings to coincide with his visits to our house, then rent my house to myself for these meetings? How does the number of days spent in meetings versus the total trip length affect tax deductibility? Same rules as a conference or any other business trip? I have an LLC taxed as a sole proprietor (but thinking of switching to Scorp for 2024). Thanks!

Steve: I’m just starting out as a small business owner. I haven’t made any purchases yet. Prior to my starting, I am debating between S-Corp vs. sole proprietorship for tax structure. The venture is part time to start, and I plan to keep it that way. As a W-2 employee, I’m debating on the two tax structures mentioned above.

James: If you own a business with a partner, can you each take part in the Augusta rule. 14 days for me and 14 days for my partner or only 14 days total?

Nick: I heard you talk about your new software TaxElm. Can you explain who this would be best for and why?

Cameron: I heard your podcast on business card rewards spending and it raised a question: If someone were to use the points earned on their business credit card for personal expenditures/travel/vacation, wouldn’t that be a form of commingling personal with business expenses opening up a corporate veil issue? There are some cards where you have to actually spend the money on the business card first, then offset that expense line item using the cc company points. In that case your personal expense would have been paid for initially on the business card. What are the implications here?

Brook: I’m an S-Corp for my counseling practice. This year my husband started a sole prop LLC to contract the work for a property that will rent to my counseling practice. His LLC won’t have any profit this year. We are using mostly personal funds and my owner distributions for the purchase and remodel expenses. My income increased by 35% halfway through the year, and my husband resigned from his corporate career to do this. Even though the property is owned by my husband’s LLC, can all the expenses of the remodel (with major sqft. addition) be deductions under my counseling LLC as the “renter” who is contracting the work to be done? What program do you recommend using that shows how deductions are calculated for tax purposes?

Savinay:  I want to deduct home office expenses on my 1120S for my S-Corp. I have created an accountable plan. I believe it will be Line 19 on the 1120S, but how will I input this into the Turbo Tax business software? Could you help me with it? 

Brad: I love your show and it helps me get through my daily struggle of going to the gym. My question is somewhat brief. I am 50% member of 2 S-Corporations my wife is a W-2 employee and also has a side business where she consults so she has to file a schedule C. We both file Schedule C’s, mine from real estate commission income. My wife is a professor at a College so she drives from home to various campuses of the school. She has a home office upstairs, my home office is downstairs. Can we both take the $500 per month home office tax deduction on our schedule C’s? We filed jointly. I have copied my business partner on this email. He is the other 50% of both S corporations and his wife is also in education and consults on the side.

Aman: Someone want to hire his children age 18. I know you mentioned you have a pod cast would you please let me know what are the process to hire a child. I was asking if the s-cop owner hire an own child age 18 years old. What payroll taxes they have to pay. 

Le: I have a clothing business. We used a graphic designer and a clothing designer (two separate people) to make our logo and the design for our clothes. Should those just be written off as normal expenses (such as meals and other materials) or do I have to send them a 1099? Thanks

Sam: How many tax reducing strategies do you currently have in your library?

Keith: My dad and I own a LLC S corp with 50/50 share. I want to hire my 8 yo son to clean the office. I know we’d have to hold out taxes since we’re an S corp but could we also hold out a set amount to go into a 529? Would a 529 be better than a Roth? Would the contribution to savings help lower our tax bill?

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Tuesday, September 1, 2026, 7:00 PM EST · Live Online

What You'll Walk Away With

The S corporation math that saves roughly $5,300 a year on one election

How to find deductions you already qualify for without buying a thing

The exact moves to make before December 31st, while they still count

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The 3-Step Tax Shift Masterclass With Mike Jesowshek, CPA
Tuesday, September 1, 7:00pm – 8:30pm (EST)
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Ready to find out exactly how much you've been overpaying? Make sure you join Mike Jesowshek as he breaks down the exact 3-Step Tax Shift System small business owners use to legally keep five figures more every year.

Bring a rough idea of what you paid in federal tax last year. Everything lands harder when you have a real number to measure against.

Check your email for your unique join link.

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Mike Jesowshek, CPA · TaxElm
Legally Save On Taxes Keep More Of What You Earn

Three Things That Take Two Minutes

Do these now and Tuesday will be worth considerably more to you.

1

Add it to your calendar

Use the button above. It drops the join link and reminders straight in, so you're not hunting through your inbox at 6:58 on Tuesday.

2

Find last year's tax number

You don't need the exact figure. But the whole thing gets concrete the moment you have a real number to measure against.

3

Show up at 6:55

Mike opens with a real member's numbers going from $24,000 down to $9,000, and everything after that builds on it. Walking in late means catching up all night.

Want To Get Ahead Before Tuesday?

Completely optional. But the business owners who get the most out of the live session usually did one of these first.

Pull up your last tax return

Business and personal. You don't need to send it anywhere or study it. Just have it open on Tuesday so you can check your own numbers against what Mike walks through live.

Write down your biggest tax question

Mike stays on for live Q&A as long as people have questions. Entity type, hiring your kids, a rental property, whatever is specific to you. Come with it ready and you'll get an answer.

Listen to an episode of the podcast

The Small Business Tax Savings Podcast is free wherever you get your podcasts. Any recent episode will get you familiar with how Mike explains this stuff before you're live with him.

Mike Jesowshek, CPA
Who You'll Be Learning From

Mike Jesowshek, CPA

Founder, TaxElm · Host of the Small Business Tax Savings Podcast · Author of the Small Business Tax Savings Handbook

Mike has been an entrepreneur since he was fourteen years old. He became a CPA, ran his own firm, and spent years sitting across from business owners who were working relentlessly to grow something and still writing massive checks to the IRS every April.

So he asked a different question: what if every business owner had the same firepower a Fortune 500 company has, without the Fortune 500 price tag? That's why he built TaxElm.

Today Mike hosts the Small Business Tax Savings Podcast and has helped thousands of small business owners save over $150 million in taxes.

$150M+ Saved 15 Years As A CPA Entrepreneur Since 14

Keep More Of
What You've Earned

You showed up here, which means you already know you're leaving money on the table. Tuesday is where you find out how much.

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Tuesday, September 1, 2026, 7:00 PM ESTLive online · 100% free masterclass
Legally Save On Taxes Keep More Of What You Earn