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Anderson Business Advisors Podcast
How Can A 1099 Contractor Reduce Taxable Income?

On today’s Tax Tuesday episode of the Anderson Business Advisors podcast, Eliot Thomas, Esq., is joined by Anderson CPA Barley Bowler. Barley and Eliot will cover some listener questions including strategies around deducting startup costs and choosing a business structure for loan eligibility, tax breaks like depreciation and claiming real estate professional status, paying taxes as a contractor on 1099 NEC forms, and when capital loss carryover deductions can be taken.
Submit your tax question to taxtuesday@andersonadvisors.


  • “I joined Anderson and Infinity Investing in 2023, I established my first real estate investment, C-corporation, in December of 2023 for an official 2024 start date. What, if any expenses, membership, fees, et cetera, do I submit for 2023? ”We started to form the company in 2023. Do I hold out to list everything including the courses, business cards, opening expenses after the fact, or do I add these expenses to 2024?” – After the date of incorporation, everything’s expensed as usual. “Pre-incorporation or pre-startup” costs are allowed to be deducted as long as they don’t exceed $50,000
  • “I’ve heard we want a pass through real estate holding company that produces a K-1.” That’d be a partnership. To enable easier lending on properties in the future. We talk about lendability. How do we get the most favorable lending criteria? Of course, it comes down to the bank, but we’re certainly going to be covering that as well about bonus depreciation. We’re trying to get a loan on a property. Depreciation is one of these expenses we have to pay attention to.” – in a partnership as they mentioned here, You’re allowed on the federal lending guidelines to have up to 70% of value.
  • “We got cost seg and bonus depreciation to offset. Can it offset 1099 income and your social security income?” – If we’re talking about a traditional long term rental, we first need the real estate professional status, then material participation.
  • “Hey, my tax is so high. What can I do? How can I reduce it?” – We potentially want to incorporate the business if the numbers are right, then we just look for all available deductions.
  • “Why did I have to pay employment taxes when receiving a 1099 NEC?” “I knew I’d have to pay, but it wasn’t taken out during the year. I don’t have a business, so why do I have to pay taxes?” – an independent contractor form, 1099 NEC, is subject to ordinary income and employment taxes.
  • “When selling an investment house like a rental property with some gains, what’s the best way to protect our gain without sharing a good part of the check with the IRS?” – This is going to be your 1031 exchange, like-kind exchange.
  • “Can capital loss carryovers be chosen when to use?” “Can we pick and choose when we do our losses?” – With capital losses, you can use them up to the amount of capital gains you had plus $3000 that will go against ordinary income.
  • “Can I reduce my income tax from capital gains from selling stocks by using a loss in a real estate income or loss business? – If you have your real estate going on, some losses from there perhaps and expenses from that, there are some times where we can use that and times where we can’t.
  • I just created a business at the end of March.” When is it a preferred time to contact a tax specialist and set up a meeting to ask questions, have things explained, and see if we were a good fit for this individual? – If you need some specific guidance or calculations, that’s when we may push you to do a billable tax consult or tax planning. In the meantime, hop right into the Platinum knowledge room.


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Full Episode Transcript:

Eliot: Good afternoon. Welcome to Tax Tuesday. This is the right place, but we don’t have Toby with us today.

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