So many of us in the sandwich generation can see our parents’ challenges—mobility issues, memory lapses, financial disorganization—yet struggle to help our parents move beyond the problem to actually finding a solution. In this episode, I share my guest appearance on The Legacy of Love Podcast with Sara Ecklein, where we explore how to guide aging parents through estate and life planning in ways that are compassionate, collaborative, and empowering.

Key Insights You’ll Learn

• Problem-aware vs. solution-aware: Parents may know they’re struggling (with mobility, memory, or paperwork), but that doesn’t mean they know what to do next. The key is moving the conversation toward solutions without judgment.
• Collaboration works better than control: Instead of showing up like a project manager with a to-do list, try approaching parents with shared planning tools, like filling out medical information sheets together, to model what good planning looks like.
• Professionals can help: Sometimes parents resist advice from their children but accept it from a professional. An outsider can validate concerns, ask new questions, and take pressure off the family dynamic.
• Capacity is a spectrum: Even with diminished capacity, parents may still be able to do an estate plan if they understand what they own and who they want to leave it to. If capacity is gone, assets pass by intestate succession (state law), and guardianship may be required.
• The parent is the client, not the adult child: Even when kids initiate the process, confidentiality belongs to the parent as the client. Professionals must set and keep these boundaries.
• Self-compassion matters: Being “problem aware” without solutions isn’t necessarily denial; it’s part of being scared and overwhelmed. Just as parents need help moving toward solutions, so do their adult children.

Resources and Links

• Parent Prep Plan: Learn how Jill guides parents step-by-step through the planning process so you don’t have to carry the burden alone: Parent Prep Plan — Death Readiness
• Related podcast episodes:
• Episode 17: How Powers of Attorney Work, When to Use Them, and When It’s Too Late to Get One
• Episode 28: How to Protect Your Aging Parents and Avoid Probate Court

Learn more about Sara Ecklein:

• Sara’s podcast: The Legacy of Love
• Company:Trust and Honor
• Email: info@trustandhonor.co
• Address: 1484 Pollard Road / Suite 124 Los Gatos, CA 95032
• Phone: 669-280-0110

Connect with Jill:

• Website: DeathReadiness.com
• Email: jill@deathreadiness.com
• Learn more about Jill’s services
• Subscribe to the Death Readiness Dispatch!
• Submit a question for Tuesday Triage

This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.

Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.

Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.