top of page
Search

Think your Trust & Estate Plan is bulletproof? Top 10 list of poor real-time documentation blow-ups!






 


To lock in estate tax benefits and prevent costly IRS challenges, clients must document key events as they happen.

MAKEITDEDUCTIBLE.ai makes this effortless—just send a quick text, and it generates IRS-compliant documentation instantly.


🚨 HIGH RISK – Immediate Documentation Required


1. Gifts Over Annual Exclusion ($18,000 per recipient in 2024) & Taxable Transfers📲 Text to MAKEITDEDUCTIBLE.ai:"Gifted $30,000 to Sarah from personal funds on 3/15/2025. Split between me and spouse under gift-splitting rules. No gift tax return needed."

💡 Why? Prevents IRS reclassification as a taxable gift, ensuring proper tax treatment.


2. Changes in Beneficiary Designations (Trusts, IRAs, Life Insurance, etc.)📲 Text to MAKEITDEDUCTIBLE.ai:"Updated IRA beneficiary from estate to my children (50/50 split) on 5/20/2025. Verified form submission with Fidelity."

💡 Why? Ensures correct estate tax treatment and prevents disputes over asset distribution.


3. Creation or Modification of Trusts (GRATs, ILITs, SLATs, etc.)📲 Text to MAKEITDEDUCTIBLE.ai:"Transferred $500,000 in publicly traded stocks to Family Irrevocable Trust on 4/2/2025. Stocks valued at FMV on transfer date. Trustee acknowledgment received."

💡 Why? Ensures trust funding is properly documented to avoid IRS estate inclusion.


4. Sale or Transfer of Business Interests (Including Family Limited Partnerships - FLPs)📲 Text to MAKEITDEDUCTIBLE.ai:"Gifted 10% ownership in Family LLC to each of my two children (6/10/2025). LLC appraised at $5M. Filed gift tax return with valuation discount."

💡 Why? Protects valuation discounts from IRS scrutiny and ensures tax efficiency.


5. Large Charitable Contributions & Private Foundation Transfers📲 Text to MAKEITDEDUCTIBLE.ai:"Donated $250,000 in Apple stock to Donor-Advised Fund (7/1/2025). FMV on donation date: $270,000. Received acknowledgment letter from Schwab Charitable."

💡 Why? Ensures compliance with IRS charitable deduction rules and prevents audit risk.


⚠️ MEDIUM RISK – Document Within 30 Days

6. Use of Family Loans & Intra-Family Transactions📲 Text to MAKEITDEDUCTIBLE.ai:"Loaned $100,000 to my son for home purchase (9/12/2025). 3.5% interest rate, 10-year term, repayment begins 1/1/2026. Signed promissory note attached."

💡 Why? Ensures loan isn’t reclassified as a taxable gift by the IRS.


7. Purchase or Sale of Real Estate Held in Estate or Trust📲 Text to MAKEITDEDUCTIBLE.ai:"Transferred vacation home to Revocable Trust on 8/5/2025. Recorded deed transfer and updated insurance."

💡 Why? Documents proper ownership to protect step-up in basis for heirs.


8. Change in Residency or Domicile (Moving States or Countries)📲 Text to MAKEITDEDUCTIBLE.ai:"Officially changed domicile from California to Florida on 11/3/2025. Updated voter registration, driver’s license, and homestead exemption."

💡 Why? Ensures estate isn’t subject to unintended state estate taxes.


🟢 LOWER RISK – Document at Year-End for IRS Readiness

9. Annual Review of Estate Plan & Trust Assets📲 Text to MAKEITDEDUCTIBLE.ai:"Completed annual estate plan review on 12/1/2025. Verified all assets are correctly titled and trust is fully funded."

💡 Why? Ensures no gaps in estate planning that could lead to unnecessary taxes or probate.


10. Review of Generation-Skipping Transfers (GST) & Dynasty Trusts📲 Text to MAKEITDEDUCTIBLE.ai:"Transferred $250,000 to Dynasty Trust for future generations on 12/10/2025. Verified GST-exempt status and trust compliance."

💡 Why? Prevents unintended tax consequences and locks in multi-generational wealth strategies.


📲 How to Use MAKEITDEDUCTIBLE.ai for Estate Tax Documentation

Whenever a major estate planning event occurs, simply text MAKEITDEDUCTIBLE.ai with:✅ Event Description (e.g., “Gifted $50K to Sarah from Trust ABC”)✅ Date of Transaction✅ Relevant Documents (if applicable)

MAKEITDEDUCTIBLE.ai will generate and store IRS-compliant documentation automatically.

🔹 Final Takeaway: Lock In Estate Tax Savings, Reduce IRS Risk

An estate plan is only as strong as the documentation behind it. Without real-time tracking, key transactions can be misclassified, disputed, or result in unexpected taxes.

This checklist ensures that every estate tax event is properly recorded—securing wealth for future generations and minimizing IRS risk.

✔ Start automating estate tax documentation with MAKEITDEDUCTIBLE.ai✔ go to makeitdeductible to see how we protect your wealth

 
 
 

Recent Posts

See All

Comments


MakeItDeductible.ai, a BETR™ Model

The Gold Standard for Tax Deductibility Documentation

"No one else creates documentation to link your Business Purpose, your Event, and the Tax Code in Real Time (contemporaneously)—that’s the MakeItDeductible BETR™ model."

Contact Us:

Message us with your business information at 770-313-3821

to get a free tax report!

  • Instagram
  • Facebook
  • LinkedIn
bottom of page