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November 17, 2025November 17, 2025Business, Finance, TaxesEricha Eberhart

When “Tax Savings” Backfire: Why Running Personal Expenses Through Your Business Can Cost You Big at Sale Time

As we move into the final stretch of the year, it’s time for every business owner to take a closer look at their policies and documentation for company-provided vehicles and employee reimbursements.

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November 17, 2025November 17, 2025Business, Finance, TaxesEricha Eberhart

Year-End Business Tax Planning Strategies for 2025: What Smart Companies Should Be Doing Now

You know the old saying: “Debt forgiven is income earned.” The IRS agrees. But like most things in the tax world, the truth depends on why and how that debt disappeared.

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November 10, 2025November 10, 2025Finance, Investment, TaxesEricha Eberhart

Why It’s SUPER Important to Respect Related-Party Notes and How to Keep Yours Audit-Proof, IRS-Ready, and Drama-Free

You know the old saying: “Debt forgiven is income earned.” The IRS agrees. But like most things in the tax world, the truth depends on why and how that debt disappeared.

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Nothing feels better than being debt free. Shot of a young couple celebrating while going through paperwork at home
November 4, 2025November 4, 2025Business, Investment, TaxesEricha Eberhart

When Debt Disappears: The Tax Sting of Cancellation of Debt Income (and How to Defuse It)

You know the old saying: “Debt forgiven is income earned.” The IRS agrees. But like most things in the tax world, the truth depends on why and how that debt disappeared.

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October 27, 2025October 27, 2025Business, Investment, TaxesEricha Eberhart

Section 199A and the Trade-or-Business Hurdle: A Crucial Distinction for Real Estate Owners

As we move into the final stretch of the year, it’s time for every business owner to take a closer look at their policies and documentation for company-provided vehicles and employee reimbursements.

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1120s-forms
October 27, 2025October 27, 2025Business, Finance, TaxesEricha Eberhart

S-Corp Owners: Don’t Miss This Long-Term Care Tax Advantage

One of the most overlooked tax strategies for entrepreneurs and early-stage investors is the Qualified Small Business Stock (QSBS) exclusion under IRC §1202. When structured properly, QSBS can allow up to a 100% exclusion of federal capital gains on the sale of stock—potentially saving millions in taxes.

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business-meeting-office
October 13, 2025October 13, 2025Finance, Research, TaxesEricha Eberhart

Turning a Missed Opportunity into Tax Savings: QSBS to the Rescue!

One of the most overlooked tax strategies for entrepreneurs and early-stage investors is the Qualified Small Business Stock (QSBS) exclusion under IRC §1202. When structured properly, QSBS can allow up to a 100% exclusion of federal capital gains on the sale of stock—potentially saving millions in taxes.

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hand-inserting-atm-card-into-bank-machine-withdraw-money-businessman-men-hand-puts-credit-card-into-atm
October 13, 2025October 13, 2025Finance, Investment, Retirement, TaxesEricha Eberhart

Required Minimum Distributions: What You Need to Know Before Year-End

Fall is a season for preparation — a time to review what you’ve built and make sure it’s safe for the future. Many assets are exposed to risks you may not realize. Learn how thoughtful wealth planning can help protect your retirement accounts, your home, and your legacy.

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October 13, 2025October 14, 2025Business, Finance, Taxes, UpdatesEricha Eberhart

How to Boost Your SALT Deductions Under the New OBBBA Rules

One of the most overlooked tax strategies for entrepreneurs and early-stage investors is the Qualified Small Business Stock (QSBS) exclusion under IRC §1202. When structured properly, QSBS can allow up to a 100% exclusion of federal capital gains on the sale of stock—potentially saving millions in taxes.

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October 6, 2025October 6, 2025Finance, Research, TaxesKeystone CPA

Understanding the Assignment of Income Doctrine – With a Focus on the Anticipatory Assignment of Income

One of the most overlooked tax strategies for entrepreneurs and early-stage investors is the Qualified Small Business Stock (QSBS) exclusion under IRC §1202. When structured properly, QSBS can allow up to a 100% exclusion of federal capital gains on the sale of stock—potentially saving millions in taxes.

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Business sales and transactions through Keystone Business Brokers are executed by Michael D. Bosma, CPA / Business Broker Lic. #S.191008 / BUSB #7085, who is affiliated with NAI Alliance and operates under that license while doing business as Keystone Business Brokers. NV License S.191008 / Business Broker Permit #7085. NAI Alliance dba Keystone Business Brokers. Copyright © 2025 Keystone CPAs, All Rights Reserved. Advisory services are offered through Keystone Wealth Advisors, LLC, An Investment Advisor in the State of Nevada. | Site By Design On Edge

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