7 Common Trust Administration Issues

Serving as trustee is meaningful work—and work is the key word. Trust administration issues can surface in the first weeks, then recur at tax time and whenever distributions are requested. The good news? Most trust administration issues are predictable. With a few systems and clear communication, they’re manageable.

7 Trust Administration Issues That Appear Over and Over

1) Cash Flow in the Early Days

Common Issue: The trust owns a house and an investment account but no checking account. Property taxes and insurance come due before the brokerage transfer finishes.

Common Actions: Opening a dedicated trust checking account as soon as you have an EIN. Moving a modest cash reserve there to cover near-term bills and small beneficiary needs. This can prevent forced sales and late fees—two avoidable trust administration issues.

2) Incomplete Inventory and Titling Gaps

Common Issue: The trust lists “all financial accounts,” but a separate brokerage opened years ago was never retitled. Statements still arrive in the grantor’s name, delaying access after they pass.

Common Actions: Building a line-by-line inventory and verifying each asset’s title. Keeping a “strays” list for items that require follow-up. Missing titles are classic trust administration issues that slow everything else.

3) Record-Keeping That Won’t Pass Muster

Common Issue: A well-meaning trustee pays expenses from personal funds, then reimburses themselves in bulk months later. Beneficiaries question what was paid and why.

Common Actions: Using the trust account exclusively. Saving invoices, confirmations, and notes for every transaction. Creating a simple ledger with date, purpose, payee, and category. Clean books can quiet many trust administration issues, including disputes and year-end headaches.

4) Distribution Decisions Under “HEMS”

Common Issue: A beneficiary requests a spring-break trip as an “education expense.” Another asks for private coaching for a new business. You’re stuck between generosity and the trust’s language.

Common Actions: Translating the Health, Education, Maintenance, and Support standard into a short policy you apply consistently. Asking for written requests stating purpose and amount. Decisions tied to policy—not personalities—can reduce trust administration issues and hard feelings.

5) Co-Trustee Friction and Conflicts of Interest

Common Issue: Two siblings serve together. One lives near a rental property and wants to keep it; the other prefers to sell. They deadlock and stop responding to each other. (This is one reason why choosing trustees wisely is so important.)

Common Actions: Scheduling a brief standing meeting with an agenda, decisions, and follow-ups. For valuation fights, using a neutral appraiser and agreeing in advance on how to act on the number. When trustees are also beneficiaries, memorializing recusals on decisions where conflicts arise. Structure can shrink trust administration issues into solvable tasks.

6) Taxes, Calendars, and K-1s

Common Issue: No one applies for the EIN or tracks due dates. The Form 1041 and beneficiary K-1s go out late, complicating everyone’s filings.

Common Actions: Creating a deadline calendar on day one: EIN, property tax cycles, insurance renewals, 65-day distribution window, federal and state returns. Sharing the calendar with beneficiaries so tax timing isn’t a surprise. Many trust administration issues are really calendar issues.

7) Digital Assets and Access

Common Issue: The trust owns cryptocurrency and family photo archives in cloud storage. The trustee can’t access either because two-factor codes go to a phone no one can unlock the phone.

Common Actions: Adding digital assets to the inventory with access instructions and recovery keys kept securely. Noting platforms that honor fiduciary access laws so requests go to the right place. Treating digital property like real property can help avoid modern trust administration issues.

Bonus: Communication Is a Superpower

Common Issue: Beneficiaries email every few days asking for updates. Tension rises, then assumptions fill the gaps.

Common Actions: Sending a monthly one-page update: cash on hand, tasks completed, what’s next, and target dates. Attaching a simple income/expense snapshot. Regular, simple reporting can prevent the most human trust administration issues: worry and rumor.

Organization, Consistency, and Transparency

Trustees don’t need to be perfect (even those suddenly transitioning from successor trustee to trustee). However, they do need to be organized, consistent, and transparent (to avoid trustee liability, for one thing). Anticipating these trust administration issues can mean you’ll spend less time putting out fires and more time carrying out the trust’s purpose—calmly, fairly, and on schedule. 

Towards that end, here’s a quick checklist for you:

1. Opening a trust bank account and fund a reserve.
2. Building and verifying a complete asset inventory.
3. Centralizing records and logging every transaction.
4. Writing a short HEMS distribution policy.
5. Setting a recurring co-trustee meeting with minutes.
6. Creating and sharing a tax/filing calendar.
7. Adding digital assets with clear access steps.
8. Sending monthly beneficiary updates.