Sometimes the hardest part isn't having the conversation—it's knowing how to start it.
Whether you're discussing family heirlooms with aging parents, planning for your pet's future care, or navigating end-of-life wishes with a loved one, finding the right words can feel overwhelming. That's why we've gathered all of our Conversation Starter Guides in one place.
This issue is your complete toolkit—thoughtfully crafted prompts and questions designed to open meaningful dialogues across every important area of life planning. No fluff, no fillers, just the conversations that matter most, made easier to begin. Download what you need, when you need it, and take the first step toward the clarity and connection you've been putting off.
Charitable Giving Conversation Starter Guide.pdf
110.30 KB • PDF File
Finding Your Financial Advisor A Conversation Guide.pdf
5.05 MB • PDF File
The GenX Beginners Guide to Talking About Finances Final.pdf
1.77 MB • PDF File
Financial Documentation Conversation Guide_Financial Documentation.pdf
93.37 KB • PDF File
Conversation Starters_ Talking About Advance Directives.pdf
104.29 KB • PDF File
Medical Power of Attorney Discussion Guide.pdf
104.19 KB • PDF File
Family Conversation Guide_ Discussing Mental Health Directives.pdf
86.25 KB • PDF File
Reconciliation Conversation Starters.pdf
62.22 KB • PDF File
Life Purpose Conversation Worksheet.pdf
75.46 KB • PDF File
Conversation Starters to Help with Meaningful Closure.pdf
125.10 KB • PDF File
Spiritual Support Conversation Starter Guide.pdf
102.51 KB • PDF File
Conversation Starter Guide_ Digital Password Management.pdf
312.05 KB • PDF File
Questions to Ask When Looking for an Estate Executor.pdf
97.59 KB • PDF File
Organ Donation Decision Guide.pdf
100.10 KB • PDF File
Family Conversation Starter Guide.pdf
101.76 KB • PDF File
Family History Interview Questions.pdf
86.89 KB • PDF File
Unspoken Expectations - Conversation Starters for Baby Boomers.pdf
453.75 KB • PDF File
Unspoken Expectations - Conversation Starters for GenX Adults.pdf
527.37 KB • PDF File
Baby Boomer Conversation Starter Guide.pdf
135.82 KB • PDF File
GenX Conversation Starter Guide.pdf
196.23 KB • PDF File
Difficult Conversations Guide.pdf
140.48 KB • PDF File
The Relationship Repair Conversation Starter Guide.pdf
117.04 KB • PDF File
Still terrified to “Start the Conversation?”
Let a PARDON the QUESTION Deck do the dirty work for you.
Each deck has 70 carefully crafted questions. Gift the deck and walk away.
People are curious; they’ll open the deck of cards at their leisure, and based on our research, there will be questions that get people thinking. When people start thinking, the conversations will happen naturally.
Get your PTQ Deck(s) Here:
