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Episode 123: Big Bill Energy: Tax Tips, Roth Moves, and What the IRS Isn’t Telling You

Accounting and Accountability

Release Date: 08/22/2025

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
  • Update on the One Big Beautiful Bill (OBBB): The firm is actively educating clients on this fast-tracked legislation, which passed with drafting errors that may require technical corrections.

  • Nonprofit Retirement Plan Credit: A new bipartisan bill proposes extending up to $5,000 in startup retirement plan tax credits to nonprofit organizations, similar to what's already available to for-profits.

  • Roth IRA Conversions & RMDs: Listeners get clarity on converting pre-tax retirement funds into Roth IRAs, including the rule that Required Minimum Distributions (RMDs) must be taken before a Roth conversion is allowed.

  • Taxability of Legal Settlements: The episode breaks down when lawsuit settlements are taxable, including distinctions between physical vs. emotional damages and the implications of gross settlements (taxed before attorney fees).

  • Penalty Relief Through Reasonable Cause: Entrepreneurs learn how to pursue IRS penalty abatement by showing reasonable cause, acting in good faith, and behaving like a prudent taxpayer.

  • Potential End of IRS Paper Refund Checks: The podcast closes with an update on the White House’s push to eliminate paper refund checks—a change that likely won’t happen by the proposed September 30th deadline.

Room for All: How CAMP Rehoboth Builds Community That Lasts

In this episode, Kim Leisey, Executive Director of CAMP Rehoboth, joins Keith Kahn to share how the organization is evolving while staying true to its mission of inclusion, advocacy, and connection in Southern Delaware. From volunteer programs to partnerships with local businesses, Kim lays out a blueprint for meaningful nonprofit impact.

Key Takeaways:

  • Rooted in Purpose: CAMP Rehoboth began as a safe space for the LGBTQ+ community and continues to welcome all who align with its mission.

  • Smart Partnerships: Kim focuses on “intersections”—connecting with businesses and organizations through shared goals.

  • Scaling With Heart: Even as events grow, CAMP Rehoboth prioritizes emotional safety, connection, and community-building.

  • Mission-First Leadership: The team avoids “mission creep,” sticks to core values, and leans on transparent governance.

  • Volunteers with Purpose: People are matched to meaningful roles that use their skills and deepen their connection.

  • Businesses Wanted (Beyond the Check): Kim encourages business owners to engage—through board service, volunteering, and partnership—not just donations.