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.

Try this opener if you don’t know how to start — it gives you a calm, caring way to bring up planning without sounding s...
01/10/2026

Try this opener if you don’t know how to start — it gives you a calm, caring way to bring up planning without sounding scary or dramatic.

When to use it
- When you want to talk with a partner, parent, or adult child about “what if” topics.
- When you’ve been putting it off because you don’t want to stress anyone out.
- When you want the conversation to feel like care, not control.

The simple opener (script)
“I’ve been thinking about what matters to me if something unexpected happens. I’d like to make things easier for you. Could we talk for 20 minutes this week?”

Why this works
- It starts with your feelings, not their mistakes.
- It frames planning as a gift: less confusion, fewer hard decisions later.
- It asks for a short, specific time (20 minutes) which feels doable.

How to say it gently
- Send it as a text first if an in-person talk feels heavy.
- Swap in your own words: “I want to make things easier for you” → “I want to take some pressure off you.”
- If they’re hesitant: “We don’t have to decide everything. Just one small first step.”

If you want a simple next step
End the 20 minutes by agreeing on one thing to capture (for example: who to call, where key documents are, or what matters most in a tough situation).

Need more gentle wording and tips? The Gentle Approach.
Read more here >> https://loom.ly/QCjN4ts

Ever hear the myth that legacy planning is “only for older people”? You’re not alone — and this carousel is here to gent...
01/08/2026

Ever hear the myth that legacy planning is “only for older people”? You’re not alone — and this carousel is here to gently reframe it.

Read more here >> https://loom.ly/QCjN4ts

Life doesn’t wait for a milestone birthday. A sudden illness, an accident, or an unexpected change can force families into decisions they never talked through.

If we wait, it often shows up as:
- Rushed choices
- Misunderstandings about roles and responsibilities
- More tension, guilt, and second‑guessing

If we start earlier, even in small ways, it can lead to:
- Calmer decisions when emotions are high
- Clearer roles (so no one is guessing)
- Fewer surprises for the whole family

Save this and share it with someone you care about.

If you want a gentle way to begin, start with just one question this week. The Gentle Approach: How to Initiate Difficult Financial Conversations with Aging Parents can help you open the door without turning it into a heavy, overwhelming talk.

Read more here >> https://loom.ly/QCjN4ts

Planning for the future doesn’t have to be scary or overwhelming.A good legacy plan is just a few clear steps, taken one...
01/06/2026

Planning for the future doesn’t have to be scary or overwhelming.

A good legacy plan is just a few clear steps, taken one at a time:
- Gather key documents
- Name trusted decision-makers
- Write down what matters most to you

If you’ve been avoiding it because it feels like “too much,” start small.

Read the simple checklist here: Legacy Planning Guide 101: https://tumbleweededucation.substack.com/p/legacy-planning-guide-101-you-roadmap

Planning for the future isn’t just about paperwork—it’s about creating clarity during uncertain times and ensuring your wishes are honored when it matters most.

Featured Sandwiched episode: Caring Across Generations: Diane “Gram” Aden on Aging, Loss, and What We Owe Each Other.Pau...
01/05/2026

Featured Sandwiched episode: Caring Across Generations: Diane “Gram” Aden on Aging, Loss, and What We Owe Each Other.

Paul H. Richardson Jr. is joined by Diane Aden (“Gram”) for an intergenerational conversation about how caregiving threads through an entire life. Diane reflects on loss, distance caregiving through Alzheimer’s and cancer, and the realities of making decisions when safety, memory, and dignity are on the line.

She also shares hard-won insights on in-home caregiving, hospice and long-term care, financial tradeoffs, and why end-of-life conversations and organizing legal and medical wishes matter before a crisis.

Listen on PodBean: https://loom.ly/0YHl3hY


Sandwiched is a podcast powered by Tumbleweed, created for and by the Sandwich Generation—the 1 in 4 adults balancing kids, careers, pets, and caring for our aging population. Hosted by Paul H. Richardson Jr., a lifetime caregiver and Founder and CEO of Tumbleweed, the show shares honest stories of caregiving, grief, resilience, and legacy.

Available on: PodBean, Apple Podcasts, Spotify, and Amazon Music.

🎉 Happy New Year, 2026! 🎉Here’s to fresh starts, big dreams, and endless possibilities. 🌟 Thank you for being part of th...
01/01/2026

🎉 Happy New Year, 2026! 🎉

Here’s to fresh starts, big dreams, and endless possibilities. 🌟 Thank you for being part of the Tumbleweed journey—we can’t wait to see what amazing things this year brings!

Cheers to a year filled with growth, joy, and success. 🥂 Let’s make it unforgettable!

#2026

🌟 Setting Healthy Boundaries: Preventing Burnout 🌟Feeling overwhelmed? It might be time to reassess your boundaries. Thi...
12/30/2025

🌟 Setting Healthy Boundaries: Preventing Burnout 🌟

Feeling overwhelmed? It might be time to reassess your boundaries. This insightful article from Tumbleweed dives into how setting clear, healthy boundaries can protect your energy, improve relationships, and help prevent burnout.

💡 Learn practical tips to prioritize your well-being and create balance in your life.

👉 Read the full article here: https://loom.ly/7HoDtVQ

How to Share Caregiving Duties Without Constant Conflict

Monday Motivational Quote
12/29/2025

Monday Motivational Quote

Merry Christmas from Tumbleweed! 🎄✨Wishing you and your loved ones a joyful holiday season filled with warmth, laughter,...
12/25/2025

Merry Christmas from Tumbleweed! 🎄✨

Wishing you and your loved ones a joyful holiday season filled with warmth, laughter, and cherished moments. Thank you for being part of our journey this year. Here's to peace, love, and new adventures in 2026!

Stay safe, stay cozy, and enjoy the magic of the season. ❤️

This week's Tumbleweed Tip: Building Support 👥 Connect with other caregivers 🤝 Share responsibilities 💌 Accept help offe...
12/25/2025

This week's Tumbleweed Tip: Building Support

👥 Connect with other caregivers
🤝 Share responsibilities
💌 Accept help offered

Connect with us at https://linktr.ee/tumbleweedplan.

🌟 Honoring Their Story: The Power of Personalization 🌟Every individual has a unique story. This Tumbleweed article explo...
12/23/2025

🌟 Honoring Their Story: The Power of Personalization 🌟

Every individual has a unique story. This Tumbleweed article explores how personalizing experiences can create deeper connections and meaningful impact.

Learn how honoring someone’s story can transform relationships and foster understanding.

📖 Read more: https://loom.ly/_Poz3Gk

How to Plan a Personalized Funeral or Celebration of Life

Address

Des Moines, IA

Alerts

Be the first to know and let us send you an email when Tumbleweed Plan posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Share

Share on Facebook Share on Twitter Share on LinkedIn
Share on Pinterest Share on Reddit Share via Email
Share on WhatsApp Share on Instagram Share on Telegram