Section 5
Family Estate Readiness Workshop — facilitation kit
90-minute workshop format. Run it for your sphere (free) or as open enrollment ($497 per family). Recommended cadence: one workshop per quarter. The kit below is the full event — slide outline, speaker notes, participant handout, follow-up sequence.
Workshop arc — 90 minutes total
SEGMENT 1 — OPENING (0:00 – 0:10)
Welcome + housekeeping
The $50 vase story (sets emotional anchor)
Three things we'll cover today
SEGMENT 2 — THE THREE DOCUMENTS (0:10 – 0:30)
Will — what it actually does (not what lawyers say it does)
Durable Power of Attorney — when it's already too late
Healthcare Directive — the one-page summary at the front
ACTIVITY: Participants fill out the “What I have / What I'm
missing” worksheet. (Handout, 5 min, individual)
SEGMENT 3 — THE CONVERSATION (0:30 – 0:50)
Why families avoid it
Three scripts that work — read each one aloud
What to cover (house, healthcare, finances, personal property)
Handling emotional reactions (crying, anger, shutdown)
ACTIVITY: Pair exercise. Two participants face each other.
One plays "aging parent," one plays "adult child." Use Script 1
verbatim. Swap. (10 min total)
SEGMENT 4 — THE HOUSE (0:50 – 1:10)
The four options (sell / keep / rent / buy-out)
Step-up basis explained
Sibling co-ownership — the long-term failure pattern
When to involve a realtor before you list
ACTIVITY: Decision-tree worksheet on a hypothetical house.
(Handout, 8 min, small groups of 3)
SEGMENT 5 — THE EXECUTOR (1:10 – 1:25)
The 72-hour list
Common mistakes (commingling, distributing too early, ignoring
creditor period)
When to hire vs DIY
SEGMENT 6 — CLOSE + Q&A (1:25 – 1:30)
Recap: what to do this week
Your offer (free 20-min consult, ongoing access to portal,
workshop kit takeaways)
Schedule one-on-ones
Speaker notes — the opening story (verbatim)
[STAND. DON'T HIDE BEHIND THE LECTERN. PAUSE FOR A BEAT.]
"Before I tell you what we're going to do for the next 90 minutes,
I want to tell you a quick story.
A few years ago I sat down with three siblings. They hadn't spoken
in six weeks. Their mother had died two months earlier. The
funeral was hard. The reading of the will was harder. And then —
exactly the kind of thing nobody warned them about — they started
fighting.
About a vase.
A ceramic vase. Worth maybe fifty dollars at an estate sale. It
wasn't mentioned in the will. The mother had told one daughter,
years ago, 'this is for you.' She had also told the son's wife,
two years later, 'this is for you.' The third sibling didn't even
want the vase, but he wanted the principle.
Six weeks of silence. Two cancelled Thanksgivings. One Easter that
didn't happen.
All over a fifty-dollar vase.
[PAUSE]
That fight was never about the vase. It was about a conversation
that never happened. The mother loved all three of her children.
She just never wrote down — or said out loud, to all three at the
same time — what she wanted the vase to mean.
The next 90 minutes are going to give you the conversation skills,
the documents, the checklists, and the family scripts to make sure
that never happens in your family.
Let's start."
Participant handout — “What I have / What I'm missing” (1 page)
FAMILY ESTATE READINESS — Quick Audit
Check what you have. Circle what you're missing. Don't worry about
getting it perfect — this is just so you know where you stand.
DOCUMENTS YOU CAN PHYSICALLY LOCATE
☐ Current Last Will & Testament (original, not a copy)
☐ Durable Power of Attorney
☐ Healthcare Power of Attorney
☐ Living Will / Advance Healthcare Directive
☐ Revocable Living Trust (if applicable)
☐ Property deeds for every real estate parcel
☐ Vehicle titles
☐ Safe-deposit box location and key
☐ List of every financial account with the institution name
☐ Life insurance policies with current beneficiary info
☐ Birth certificate, social security card, marriage certificate
CONVERSATIONS YOU'VE HAD
☐ You've told your executor that you named them
☐ Your executor knows where the documents are
☐ Your spouse knows where the documents are
☐ Your children know where the documents are
☐ Your wishes for the family home are in writing
☐ Your healthcare wishes are in writing AND told to family
☐ Your digital legacy contact is set (Apple, Google, Facebook)
DIGITAL ASSETS
☐ Password manager set up
☐ Master password written down somewhere physical
☐ Apple Legacy Contact configured
☐ Google Inactive Account Manager configured
☐ Facebook Memorial Contact set
☐ A list of subscriptions that auto-renew
PROFESSIONALS YOU'VE TALKED TO
☐ Estate-planning attorney (in the last 5 years)
☐ CPA who knows your situation
☐ Financial advisor
☐ Realtor who knows the family property
ACTION ITEMS BEFORE YOU LEAVE HERE
Pick three boxes you didn't check. Write them on the back of this
handout. Schedule a 30-minute time block this week to do them.
Post-workshop follow-up sequence (3 emails)
EMAIL 1 — same day, within 4 hours
Subject: Thanks for being at today's workshop
Hi [First name],
Thank you for spending the time today. I know estate-planning
workshops are not anybody's idea of a good Wednesday night.
A few links from the session that participants always ask for:
• The 47-point checklist
[yourname.planyourpassing.org/resources/checklist]
• The 72-hour guide (what to do in the first three days after a loss)
[yourname.planyourpassing.org/resources/first-24-hours]
• The conversation scripts (three scripts that work)
[yourname.planyourpassing.org/scenarios/planning-ahead]
• The four-options decision tree (inherited property)
[yourname.planyourpassing.org/scenarios/inherited-real-estate]
If you'd like to schedule the free 20-minute follow-up call I
mentioned, my calendar is here: [your scheduling link or
phone number].
Three boxes you wrote down at the end? That's the assignment for
this week. Just three. Done.
— [Your Name]
EMAIL 2 — 3 days later
Subject: The three boxes you wrote down
Hi [First name],
Quick check-in.
The exercise at the end of last week's workshop was: pick three
boxes you didn't check, write them down, do them this week.
How are you doing on those three?
If you've done them — high five. Write the next three.
If you haven't — reply with the three. Sometimes the act of telling
ONE person is what unlocks doing them. I'll keep the email confidential.
— [Your Name]
EMAIL 3 — 10 days later
Subject: One small thing this week
Hi [First name],
If the only thing you do this week is one of these, you're ahead
of 90% of families:
1. Call your executor and tell them you named them as executor.
2. Update one beneficiary form (401k, IRA, life insurance).
3. Take a phone photo of your will and put it in a private cloud
folder. Tell ONE person where the folder is.
Each one takes under 15 minutes. Pick the easiest. Do it. Reply
and tell me which one — I'll cheer you on.
— [Your Name]
PS — If you've got a specific family situation you'd like to think
through with someone, I do free 20-minute calls for workshop
attendees. [Your scheduling link or phone].
Section 2
Four social media post templates
One per major platform. Each is sized to that platform's rhythm. Run them as a 4-week drip (one per week) or as a single launch announcement across all four the same day.