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8 Questions to Ask Before Choosing an Estate Planning Attorney | Repair The Roof Podcast
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Thinking about estate planning? Ted Gudorf lays out exactly why your choice of attorney can make or break your plan. In this must-hear conversation, he shares eight pointed questions you need to ask every estate planning lawyer—from how they charge to how much experience they have. He also explains why setting up a trust is essential and why ongoing legal support isn’t optional—it’s critical.
8 Critical Questions to Ask Before Hiring an Estate Planning Attorney
Ensure your family’s future is ironclad—ask these eight questions before you commit.
When it comes to safeguarding your legacy, a single misstep can cost you—and your loved ones—tens of thousands of dollars and years of needless stress. You deserve an estate plan that not only stands up in court but works flawlessly when you need it most. Below are the eight questions that separate attorneys who merely draft documents from those who engineer bulletproof strategies. Ask them, and you’ll gain clarity, confidence, and control over your family’s future.
Key Takeaways
- Choosing the right estate planning attorney is critical.
- Ask the right questions before hiring an attorney.
- Board certified attorneys have exceptional knowledge.
- Understanding attorney fees is crucial for your budget.
- The estate planning process should feel like a partnership.
- Improper asset alignment is a common failure.
- Estate planning is an ongoing process, not a one-time event.
- Plan for long-term care needs in your estate plan.
- Experience in estate planning is invaluable.
- Trusts are essential for protecting your family.
1. Are They Board Certified in Estate Planning?
Board certification isn’t just a trophy—it’s proof of specialized expertise. Certified attorneys have:
- Completed a rigorous peer-review process
- Passed detailed written examinations
- Maintained ongoing education and liability coverage
Only about 5% of attorneys achieve this status nationwide.¹ When your family’s well-being is on the line, you want that level of credentialing.
Why it matters: A board-certified attorney spots pitfalls generalists miss and keeps your plan airtight.
2. Do They Offer Transparent, Flat-Fee Pricing?
Hourly billing can leave you anxious every time you pick up the phone. Flat-fee structures, by contrast, provide:
- A single, upfront cost (no surprises)
- Unlimited calls, emails, and meetings for a defined period
- Completion of your plan within a clear timeline (often 90 days)
At firms offering flat fees, clients report 30% more engagement—because they ask questions without fear of mounting bills.²
Why it matters: Transparency breeds trust. You stay informed and empowered, rather than intimidated.
3. What Is Their Process—From First Meeting to Final Documents?
A repeatable, proven process ensures consistency and prevents oversights. Look for attorneys who:
- Begin by listening to your goals (and concerns you haven’t considered)
- Map out a step-by-step timeline you can follow
- Provide check-ins at each milestone
Firms with formalized processes reduce errors by up to 70%.³
Why it matters: You should never feel lost. A clear roadmap keeps you—and your attorney—on the same page.
4. How Do They Ensure Your Trust Is Properly Funded?
Drafting a trust is only half the battle. Proper funding—transferring assets into the trust—makes it work. Top firms will:
- Guide you through each asset transfer
- Provide workshops or workbooks on funding strategies
- Offer ongoing support as you acquire new assets
Without funding, a trust is like a safe without valuables.
Why it matters: Only funded trusts deliver on their promise when the unexpected happens.
5. Do They Offer Ongoing Plan Reviews?
Your life evolves—and so should your estate plan. An attorney who treats planning as a one-and-done task leaves you exposed to:
- Tax law changes
- New assets (or liabilities)
- Shifts in family dynamics
Look for firms that include annual or biennial reviews and leverage membership programs for continuous care.
Why it matters: Regular check-ups keep your plan effective, reducing the risk of costly gaps.
6. Can They Handle Long-Term Care Planning?
Nearly 70% of people over age 65 will need some form of long-term care.⁴ If your attorney focuses only on post-mortem planning, they may overlook:
- Medicaid qualification strategies
- VA benefits for veterans
- Asset protection in nursing homes
Integrated practices that cover elder law and asset preservation protect your life savings—and your peace of mind.
Why it matters: Planning for care today shields your family from financial ruin tomorrow.
7. How Deep Is Their Experience?
Years in practice are one thing; volume and focus are another. Ask:
- How many estate plans have they crafted? (Look for firms with 1,000+ plans)
- What percentage of their practice is dedicated to trusts and probate?
- How many unique scenarios have they navigated—special needs, blended families, real estate?
Experience breeds foresight. Attorneys who’ve seen it all anticipate challenges before they arise.
Why it matters: Depth of experience translates to fewer surprises—and faster, more cost-effective solutions.
8. Do They Have Expertise with Estates Like Yours?
Estate planning isn’t one-size-fits-all. Your needs—whether $750K in assets or $10M+—demand tailored strategies. Inquire:
- How many similar cases have they handled?
- What tax planning tools do they employ for larger estates?
- Have they structured supplemental needs or asset-protection trusts?
Matching your attorney’s caseload to your circumstances ensures you benefit from best practices and specialized insights.
Why it matters: Align expertise with complexity to maximize protection and minimize exposure.
Estate planning is too important to leave to chance. By asking these eight questions, you’ll partner with an attorney who brings proven credentials, transparent pricing, and tailored strategies to the table. Your family’s legacy deserves nothing less.




