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Episode 118: New Bill, New Breaks: What Families and Investors Should Know

Accounting and Accountability

Release Date: 06/13/2025

Episode 138: Tax Traps and Smart Moves: What Taxpayers Should Fix Before It Costs Them show art Episode 138: Tax Traps and Smart Moves: What Taxpayers Should Fix Before It Costs Them

Accounting and Accountability

In this episode: A practical look at proposed IRS reform and why better customer service, clearer appeals rights, and stronger taxpayer advocacy matter to everyday taxpayers and business owners. A timely reminder about April tax deadlines, including the difference between an extension to file and an extension to pay. What taxpayers should know about the IRS shift away from paper checks, and how that could affect refunds, estimates, and tax payments. A candid discussion about what happens when you owe the IRS, including payment plan options, costly mistakes, and why tax planning matters more...

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Episode 137: The Tax Breaks You’re Probably Missing, and the Tech That’s Changing Everything show art Episode 137: The Tax Breaks You’re Probably Missing, and the Tech That’s Changing Everything

Accounting and Accountability

In this episode: A little-known tax opportunity involving long-term care costs that can significantly reduce taxable income if handled correctly Why medical expense deductions aren’t as straightforward as people think, and how thresholds and documentation come into play The real story behind deducting vehicles for business use, including where people tend to overestimate what they can write off How newer depreciation rules and limits impact big purchases, especially vehicles and equipment Key deadlines and elections business owners often miss, and how those timing decisions can...

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Episode 136: March Madness for Taxes: Deadlines, Deductions, and Costly Mistakes to Avoid show art Episode 136: March Madness for Taxes: Deadlines, Deductions, and Costly Mistakes to Avoid

Accounting and Accountability

In this episode: Why tax season gets significantly more intense in March, and why accountants push for earlier deadlines to ensure returns are accurate and thoroughly reviewed. How accounting firms stay engaged in their communities even during the busiest time of year, including charitable initiatives and local philanthropy. A lesser-known tax rule affecting investments in physical gold and silver, and why these assets are taxed differently than many other investments. Planning strategies involving IRAs, including how charitable distributions can reduce taxable income while supporting...

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Episode 135: Before You File: The Tax Law Changes High Earners Can’t Afford to Miss show art Episode 135: Before You File: The Tax Law Changes High Earners Can’t Afford to Miss

Accounting and Accountability

In this episode: What the expanded SALT deduction really means, and how income limits and payment timing can impact your 2025–2029 strategy. New charitable contribution limits in 2026 and smart planning moves high earners should consider now. How itemized deductions and education credits are shifting, including common (and costly) mistakes to avoid Real IRS court cases entrepreneurs can learn from: innocent spouse relief, attorney fee limits, and conservation easement scrutiny. Why setting up an IRS online account matters and what IRS budget cuts and new whistleblower rules signal...

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Episode 134:  Senior Tax Breaks, Farm Gains, and the IRS Shake‑Up show art Episode 134: Senior Tax Breaks, Farm Gains, and the IRS Shake‑Up

Accounting and Accountability

In this episode:  Detailed insight into the new $6,000 Senior Deduction for taxpayers age 65+, including income phaseouts and confusion around Social Security taxability. A look at the proposed depreciation of primary residences, a radical idea never seriously floated in prior administrations. Update on student loan garnishments: 2025 refunds will not be seized for defaults, offering temporary relief to millions. Confirmation that military housing dividend checks ($1,776) are non-taxable. New installment option for taxes on the sale of qualified farmland to other farmers, under...

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Episode 133: IRS Shutdowns, E‑Filing Mandates, and Refund Changes show art Episode 133: IRS Shutdowns, E‑Filing Mandates, and Refund Changes

Accounting and Accountability

In this episode:  IRS electronic filing systems are closed until January 26, delaying returns and refunds. Some state tax forms won’t be ready for filing until late February. IRS staffing shortages are causing longer response times across the board. Paper filing and paper checks are being phased out in favor of electronic methods. New deductions and credits under recent legislation may increase refund amounts. Employers must follow updated guidance when reporting 2025 overtime on W-2s. Identity theft during tax season is increasing; IRS Identity Protection PINs can help. ...

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Episode 132: Catch-Ups, Cutoffs & Contribution Caps: 2026 Retirement & Tax Gamechangers show art Episode 132: Catch-Ups, Cutoffs & Contribution Caps: 2026 Retirement & Tax Gamechangers

Accounting and Accountability

In this episode:  Why “goals” beat New Year’s resolutions (and how business owners can take that mindset into tax season). A rundown of 2026 tax law changes that matter most for business owners—especially those involving deductions, 1099s, and retirement contributions. Proactive security and document exchange tips during tax season (and why SafeSend might be your new best friend). Key updates for employers: 1099 filing thresholds are changing, and new fringe benefit rules might affect your planning. Why HSAs and Roth 401(k) catch-ups are worth a closer look this year. ...

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Episode 131: Don’t Leave Money on the Table: New Deductions, Donor Hacks & The Truth About Trump Accounts show art Episode 131: Don’t Leave Money on the Table: New Deductions, Donor Hacks & The Truth About Trump Accounts

Accounting and Accountability

In this episode:  What Trump Accounts are, who qualifies, and why parents of young kids should pay attention in 2026. How the “no tax on tips/overtime” headlines are misleading and what employers need to prepare for now. Why hobby losses are red flags for the IRS, especially for side gigs that never turn a profit. A timely breakdown of gift tax rules, including how to move money to family members tax-free and when you do have to file something. Creative ways to give to charity, including donor-advised funds and how businesses can deduct donations as advertising.

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Episode 130: Tax Planning Before the Clock Runs Out: Strategies, Credits, and Compliance show art Episode 130: Tax Planning Before the Clock Runs Out: Strategies, Credits, and Compliance

Accounting and Accountability

In this episode, we explore some of the most important tax updates and strategies that business owners should have on their radar. Topics include: A game-changing update that makes a popular capital gains deferral tool available for the long term A new IRS process that could save compliant taxpayers time and frustration when dealing with penalties A significant tax credit for businesses that invest in employee childcare and support services How the IRS is finally adding clarity to error notices, and why it matters for your bottom line What’s coming soon to simplify cryptocurrency...

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Podcast 129: $500K Tax-Free Gains, SALT Cap Surprises & Strategy That Sticks show art Podcast 129: $500K Tax-Free Gains, SALT Cap Surprises & Strategy That Sticks

Accounting and Accountability

In this episode: Why outdated beliefs about avoiding taxes on home sales can be costly, and the real rules you need to follow today. A surprising stat on how much of the country’s income taxes are paid by just the top 1%. Key updates to Social Security thresholds, earnings limits, and the wage base for 2026. Smart year-end tax strategies that look beyond just 2025.  A heads-up on the expanded SALT cap and how it might make itemizing deductions worth another look. A creative way to turn your home into a source of tax-free income for up to 14 days. The new age for RMDs, why...

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More Episodes

In this episode:

  • The benefits of long-term capital gains tax rates and how to qualify

  • The impact of the 3.8% Net Investment Income Tax (often called the “Obamacare tax”)

  • The key differences between long-term and short-term capital gains

  • New increases to the standard deduction for 2025

  • A proposed tax-advantaged “Trump Account” for children under age 8, including contribution limits and withdrawal rules

  • The House-passed bill’s broader context, including its 100+ tax provisions still awaiting Senate approval

  • Why it's important to wait for legislation to be finalized before planning around it

In this episode, our guest, Debora Gorman, dives into Maryland’s sweeping tax changes for 2025, aimed at closing a $3.3 billion budget gap—while giving entrepreneurs a crash course in how these changes will hit their bottom lines. If you own or operate a business in Maryland (or sell into it), this is your cheat sheet to staying compliant and tax-savvy in the face of some major shifts.

What You’ll Learn:

  • New High-Income Tax Brackets:
    Maryland has introduced two new tax tiers for top earners—up to 6.5% for individuals making over $1 million and joint filers over $1.2 million. Business owners should reassess employee withholdings and estimated tax payments now.

  • Capital Gains Surtax:
    A new 2% surtax applies to net capital gains for individuals with federal AGI over $350,000. Some exceptions apply (think retirement accounts and primary residences under $1.5M), but high-income entrepreneurs will want to revisit their investment strategies and tax planning.

  • Standard Deduction Boosts:
    Maryland has raised its standard deduction significantly. It could tip the scales for some taxpayers, especially small business owners juggling itemized deductions. Gorman urges entrepreneurs to run both scenarios before filing.

  • New 3% Sales Tax on Digital & IT Services:
    Starting July 1, 2025, certain digital subscriptions and tech services will be taxed. This includes cloud storage, custom software, and IT consulting under specific NAICS codes. If you’re selling these services, you’ll need to start collecting and remitting the tax. If you’re buying, plan for increased costs.

  • Out-of-State Sellers Beware:
    If your company sells into Maryland and hits $100K in revenue or 200 transactions/year, you’re likely on the hook for sales tax collection—even without a physical presence.

  • Custom Software No Longer Exempt:
    With the expansion of what’s taxable, the custom software exemption is gone. If it’s tied to taxable IT services, it’s now subject to the 3% rate.

  • Help Is Available:
    Gorman highlights resources like MarylandTaxConnect.gov and the Comptroller’s legislative updates page, which includes step-by-step videos, withholding calculators, and FAQs. Bonus: There’s no underpayment penalty for 2025 if your miscalculation is due to the new rates.

This episode delivers exactly what every entrepreneur needs: clarity, direction, and tools to stay ahead of the changes—without the legalese. Stay sharp and compliant, Maryland business owners. July’s coming fast.