CountingWorks PRO Marketing Team
deepdive.
Welcome to DeepDive, the podcast where artificial intelligence and industry-leading expertise come together to take you deep into strategies for success in the tax and accounting industry. Each episode dives into important issues and trends, sharing insights about real tax and accounting pros, along with the latest from our CountingWorks Pro blog—all powered by AI for a listening experience you have to hear to believe. Whether you’re looking to stay on top of industry news or just want to make sense of complex topics, DeepDive is here to keep you on the cutting edge.
Be sure to visit the podcast's website and support the creator: www.buzzsprout.com
Author
CountingWorks PRO Marketing Team
Category
Podcast website
Latest episode
Oct 28, 2026
Where to listen?
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Episodes
Prediction Markets Are Becoming a Tax Issue - Here's Why That Matters 12.08.2026 4:52
Prediction market taxation is evolving. Learn how new state laws, federal oversight, and changing tax rules could affect investors and future reporting.
Treasury Signals Increased Scrutiny of Sophisticated Tax Investment Strategies: What High-Net-Worth Investors Should Know 07.08.2026 4:24
Treasury is reviewing sophisticated tax-aware investment strategies. Learn what high-net-worth investors should know before implementing complex tax planning.
Unlocking the HSA: A Rare Triple Tax Break for Medical and Retirement Planning 07.08.2026 5:17
A Health Savings Account, or HSA, is one of the most tax-efficient accounts in the Internal Revenue Code. Its basic purpose is simple: to help people with high-deductible health plans save for current and future medical costs with favorable tax treatment. For many taxpayers, it can also serve as a long-term wealth-building tool and even a supplemental retirement account.
The IRS Is Updating Its Voluntary Disclosure Program for Cryptocurrency: What Crypto Investors Need to Know 06.08.2026 4:39
The IRS is updating its Voluntary Disclosure Program for cryptocurrency. Learn what it means if you have unreported crypto transactions.
Succession Planning for Business Owners; Protecting Your Company, Your Family and the Tax Outcome 04.08.2026 5:00
Business succession planning is the process of preparing for the future transfer of a business so that the company can continue operating smoothly while also meeting the owner’s personal, family, and financial goals.
Maximizing Educational Savings: A Comprehensive Guide to Section 529 Plans 31.07.2026 5:30
Learn how 529 plans can help you save for education with tax advantages, flexible contribution options, and strategies for unused funds.
Before You Buy the Equipment, Seek Advice 29.07.2026 4:30
Thinking about buying business equipment? Learn why tax planning before you purchase can improve cash flow, financing, and long-term results.
Important Change For Premium Tax Credit Repayments In 2026; What Taxpayers Need Know Now 28.07.2026 5:14
Learn how the 2026 premium tax credit repayment changes could increase your tax bill and what steps you can take now to avoid surprises.
Hiring, Layoffs, and Contractors: Payroll Tax Mistakes That Get Expensive Fast 25.07.2026 5:41
Workforce changes can create payroll tax nexus, contractor, trust fund tax, reimbursement, and benefits issues. Learn what to review now.
Domicile: What It Means, Why It Matters, and How to Protect Your Tax Position 23.07.2026 4:30
Moving or living in two states? Learn how domicile affects state taxes, residency, and audits, plus steps to protect your tax position.
No Direct Deposit? Your IRS Refund Could Be Delayed for More Than Two Months 22.07.2026 4:07
Received an IRS CP53E notice? Learn why taxpayers who choose paper refund checks may wait more than two months and what you can do to avoid delays.
Free Retirement Money? Here’s How to Get It 21.07.2026 4:51
If you’re saving for retirement and have a modest income, the Saver’s Credit in 2026 or the Saver Match can help you fund your retirement plan.
Trump Accounts and Gift Tax Returns: How IRS Guidance Changed the Rules for Family Contributions 21.07.2026 4:39
IRS Revenue Procedure 2026-25 clarifies when family contributions to Trump accounts qualify for the annual gift tax exclusion and when a gift tax return may still be required. Learn what parents and grandparents need to know.
Reasonable Compensation Is Not a One-Time Decision 20.07.2026 4:40
Reasonable compensation should evolve as your business grows. Learn why S corporation owners should review salary, distributions, and tax planning regularly.
If You Owe the IRS Money, Here’s What You Should Know About the Statute of Limitations on Collection 16.07.2026 4:24
The IRS has a maximum of ten years from the date of assessment to collect tax debts from taxpayers. This period is a crucial timeframe for anyone dealing with tax liabilities, as it essentially defines the duration the IRS can actively pursue debts. Understanding when this clock starts, potential extensions, and precautionary measures can empower taxpayers to navigate their financial obligations m...
Booming or Slowing Down? Why Your 2026 Tax Strategy May Need a Reset 16.07.2026 4:01
The economy is uneven, and your 2026 tax strategy should reflect your reality. Learn how growing and slowing businesses can adjust tax planning, cash flow, and expenses.
Choosing Between an S Corporation and a C Corporation: It’s About More Than Tax Rates 15.07.2026 4:38
Choosing between an S corporation and C corporation involves more than tax rates. Learn the key factors that can impact growth and profits.
IRS to Provide Automatic Penalty Relief to Normally Compliant Taxpayers 14.07.2026 4:19
The IRS has announced that it will begin automatically forgiving certain penalties for taxpayers who have not had a similar penalty in the past three years, rather than requiring them or their tax preparer to request relief for them.
IRS Announces Mid-Year Optional Vehicle Mileage Rate Increase 14.07.2026 5:52
With gas prices soaring it has been expected the IRS would increase the mileage rate that business owners can deduct for vehicle use instead of keeping a record of actual expenses. Sure enough, the IRS recently announced a 3.5-cent increase in the optional mileage rate for business-use vehicles and a 3 cent increase for medical and moving expenses, effective for the last half of 2026.
Mid-Year Tax Planning Is Not a Luxury. It’s Where Real Planning Happens. 13.07.2026 5:03
A mid-year tax review helps business owners improve cash flow, reduce surprises, and make smarter decisions before year-end.
Maximize Pay, Minimize Taxes: A Guide to Fringe Benefits for Employers and Employees 09.07.2026 5:20
Employers of all sizes can assemble a portfolio of fringe benefits that materially increase employees’ total compensation while delivering tax advantages to both the business and employees.
The Hidden Homeownership Tax: Why Mortgage Shopping Can Be a Smart Financial Move 09.07.2026 4:43
Many homeowners overpay by not shopping for mortgages. Learn how rates, refinancing, taxes, and cash flow can affect your finances.
What Taxpayers Need to Know About Tokenized Securities and 2026 Tax Reporting 08.07.2026 4:14
A new Form 1099-DA is being initiated in 2026 for tokenized‑security dispositions. Be ready to supply records if the broker’s basis or other data are missing.
Trump Accounts and Scam Alerts - How to Protect Your Child's Savings 06.07.2026 5:06
Learn how to identify Trump Account scams, spot warning signs, verify communications, and protect your child's savings from fraudsters.
Understanding Social Security: Why Planning Matters More Than Ever 06.07.2026 5:01
Social Security is about more than choosing when to claim benefits. Learn how taxes, Medicare, spousal benefits, and retirement income planning work together to shape your retirement.
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