Tumbleweed Plan

Tumbleweed Plan Navigating Aging, Caregiving & Legacy Planning Find links to our SANDWICHED PODCAST series at linktr.ee/tumbleweedplan.

Tumbleweed is a purpose-driven B2B SaaS platform designed to support the Sandwich Generation — the 1 in 4 adults juggling careers, caregiving, and their own families. Founded by caregivers, for caregivers, we understand firsthand the emotional, logistical, and financial challenges families face.

Myth: "Estate planning is only for people with a lot of money."This belief stops more families from planning than almost...
04/07/2026

Myth: "Estate planning is only for people with a lot of money."

This belief stops more families from planning than almost anything else — and it's simply not true.

Reality: Estate planning isn't about what you own. It's about who gets to make decisions when you can't.

Without even a basic plan, here's what can happen: your family may have no legal authority to manage your accounts, no clarity on your medical wishes, and no roadmap for what you'd want. That creates confusion and conflict during an already overwhelming time — regardless of your net worth.

A basic plan doesn't have to be complicated. It covers things like:
• Who speaks for you if you become incapacitated (a healthcare proxy or power of attorney)
• Where your documents and accounts are stored
• What you'd want for your care
• Who takes care of your children, pets, or dependents

You don't need to be wealthy to have people who love you. And those people deserve clarity.

Start with one question: if something happened to you tomorrow, would the people in your life know what to do? That's where planning begins. 💛

Did you know?According to AARP's 2025 Caregiving in the U.S. report, 59 million Americans provide care to another adult ...
04/04/2026

Did you know?

According to AARP's 2025 Caregiving in the U.S. report, 59 million Americans provide care to another adult family member — more than a 40% increase over just a decade ago.

And a 2025 Guardian Life report found that nearly half (43%) of full-time workers are juggling caregiving responsibilities alongside their jobs — a 13% jump since 2019.

Caregiver burnout isn't a personal failing. It's the natural result of carrying something enormous without enough infrastructure to support it.

For many people, the challenge isn't the caregiving itself — it's doing it in isolation, without a plan, without the right resources, and without anyone asking how you're holding up.

If that's where you are right now: you're not alone, and you don't have to figure it out by yourself.

Clarity around care planning, the right tools, and a little support can make a real difference — not just for the person you're caring for, but for you. 💛

Myth: "You should be over it by now."This is one of the loneliest things a grieving person can hear — even when they're ...
04/02/2026

Myth: "You should be over it by now."

This is one of the loneliest things a grieving person can hear — even when they're saying it to themselves.

Grief doesn't move on a schedule. It doesn't follow neat stages, and it doesn't mean something is wrong with you if you're still feeling it months or years later.

Reality: There is no timeline for grief. There's only your timeline.

Grief can look like exhaustion, not tears. It can show up as anger that comes out sideways. It can feel like relief — and then guilt about the relief. It can disappear for weeks and return in an instant when a song plays in a grocery store.

That's not a setback. That's grief doing what grief does.

If someone in your life — or a voice in your own head — is telling you that you should be over it by now: you don't have to agree.

You're not behind. You're just human. 💛

What does it really mean to be "sandwiched beyond the traditional definition"?Denise Brown — founder of Caring Our Way a...
03/30/2026

What does it really mean to be "sandwiched beyond the traditional definition"?

Denise Brown — founder of Caring Our Way and creator of Caregiving.com — knows firsthand. She cared for both parents while running a business, navigating decision fatigue, and managing her family's emotional needs alongside her own.

In this episode, Denise and host Paul H. Richardson Jr. explore:
💬 Why finding support is far more complicated than people assume
💬 How caregiving left little room for self-care — until it was gone
💬 The power of community and the courage to begin again

🎧 Listen now: https://sandwiched.podbean.com/e/denise-brown_sandwiched/

In this episode of Sandwiched, host Paul H. Richardson Jr. talks with Denise Brown, founder of Caring Our Way and creator of Caregiving.com, about what it truly means to be “sandwiched beyond the traditional definition.” Denise shares her experience caring for both parents while running a busine...

Wayne Freeman Chong's caregiving journey started at just 21 — helping his grandmother. What followed was a lifetime of l...
03/20/2026

Wayne Freeman Chong's caregiving journey started at just 21 — helping his grandmother. What followed was a lifetime of lessons in empathy, guilt, forgiveness, and grace.

In this episode of Sandwiched, Wayne opens up about:
💬 A heated moment that changed his life forever
💬 Feeling torn between duty, love, and impossible decisions
💬 How guilt and love can coexist — and how grace transforms both

From his grandmother's quiet forgiveness to his mother's cancer battle, Wayne's story is a raw, honest look at what it means to be sandwiched between generations.

🎧 Listen now: https://sandwiched.podbean.com/e/wayne-freeman-chong/

In this deeply reflective episode of Sandwiched, host Paul H. Richardson Jr. talks with Wayne Freeman Chong, whose caregiving journey began when he was just twenty-one. What started as helping his grandmother soon became a lifelong lesson in empathy, forgiveness, and emotional strength. Wayne shares...

Myth: “I have to be strong all the time.”Reality: Strength includes pausing, resting, and letting someone else hold part...
03/18/2026

Myth: “I have to be strong all the time.”

Reality: Strength includes pausing, resting, and letting someone else hold part of the load.

If you need a tiny reset:
- Put one hand on your chest
- Take 5 slow breaths
- Text one person: “Today is a lot.”

You’re allowed to be human.

If your family is navigating serious illness, knowing these terms can reduce fear and confusion.Save this carousel for l...
03/14/2026

If your family is navigating serious illness, knowing these terms can reduce fear and confusion.

Save this carousel for later.

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Asking for help is hard. Asking clearly is even harder — especially when you're exhausted.Here's a script you can copy, ...
03/11/2026

Asking for help is hard. Asking clearly is even harder — especially when you're exhausted.

Here's a script you can copy, paste, and send today:

> "I'm feeling stretched thin right now. I need help. Here are 2 things that would make a real difference this week:
> 1) _
> 2) _
> Can you take one of these on, or let me know what you can do?"

Why does this work?
✅ It's honest without being heavy
✅ It gives people a clear way to say yes
✅ It removes the guesswork that drains relationships

You don't need to do it all alone — you just need the right words to let people in.

When a health crisis hits, the last thing you want is to scramble for insurance cards, medication lists, or legal paperw...
03/10/2026

When a health crisis hits, the last thing you want is to scramble for insurance cards, medication lists, or legal paperwork.

Our latest article walks you through building a Documentation Center — one reliable place for everything someone would need in an emergency.

Inside, you'll find:
✅ How to create a current medication list
✅ Which legal documents to keep accessible
✅ A simple contact sheet that saves time when it matters most
✅ Tips for digital backups and regular reviews

Small steps now can make a huge difference later.

🔗 Read the full article on Substack: https://loom.ly/GBPNfeE

When a health crisis hits, the last thing you want is to rummage for insurance cards, a medication list, or legal paperwork while you are sitting in an emergency room.

Hospice is widely misunderstood, and misunderstanding adds fear.This carousel answers a few common myths in plain langua...
03/07/2026

Hospice is widely misunderstood, and misunderstanding adds fear.

This carousel answers a few common myths in plain language so families can feel less alone and ask better questions.

Save it for later, or share it with someone who needs clarity.

Myth: "If I ask for help, I'm failing as a caregiver."This is one of the most common — and most damaging — beliefs in ca...
03/05/2026

Myth: "If I ask for help, I'm failing as a caregiver."

This is one of the most common — and most damaging — beliefs in caregiving. It sounds like:
• "I should be able to handle this on my own."
• "Nobody else can do it the way it needs to be done."
• "If I ask, people will think I can't cope."

But here's the truth most caregivers don't hear enough:

Reality: Asking for help is one of the strongest caregiving skills you can develop.

Research consistently shows that caregivers who build a support network — even a small one — experience lower rates of burnout, depression, and chronic illness. Delegating isn't a sign of weakness. It's how you make sure the care you provide is sustainable, not just survivable.

The hard part isn't that people don't want to help. It's that most people don't know how to help unless you tell them. Vague offers like "Let me know if you need anything" fade fast. But a specific, time-bound ask? That's something someone can actually say yes to.

Try one of these today:
🕐 Time-bound: "Can you sit with them for 45 minutes on Saturday so I can take a shower and reset?"
💊 Task-specific: "Can you handle the pharmacy pickup this week? Here's the info."
💬 Emotional: "Can you text me on Tuesday just to check in? It helps more than you know."

You don't have to ask for everything at once. Start with one ask. One moment of relief. One person who shows up.

Care was never meant to be carried alone. And asking for help doesn't mean you're failing — it means you're making sure this journey doesn't break you. 💛

Micro-step: make access easier.Create simple labels (digital folders or a paper divider) so your key information can be ...
03/03/2026

Micro-step: make access easier.

Create simple labels (digital folders or a paper divider) so your key information can be found fast.

Start with one item today.

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Des Moines, IA

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