Perpetual Gifting

Give your grandchildren
20 years of birthday surprises.

We select and deliver thoughtful, personalized gifts on every birthday and holiday — each with a message that sounds just like you.

Damon Schechter

Founded by Damon Schechter
Creator of Shipwire · Olam Capital

Questions? Call (650) 239-6745

Your principal is always protected. Cancel anytime — remaining funds return to your estate.

Child joyfully opening a birthday gift

The moment every grandparent carries

Your granddaughter will have a 16th birthday. A graduation. A first apartment. A wedding day.

You plan to be there for all of it.

But you've watched friends lose parents too early. You've been to the funerals where grandchildren give eulogies about someone they barely remember.

The cards stopped coming. The packages stopped. The feeling of being known by someone who chose gifts just for you — gone.

You love your grandchildren. And you want them to feel it long after you can show them yourself.

How It Works

1

Tell Us About Your Family

Share your grandchildren's names, birthdays, and what they love. That's all we need to get started.

2

Set Aside Funds Once

Make a one-time deposit. We use the interest to buy gifts. Your money stays protected — and comes back to your family when the gifting period ends.

3

We Handle Everything

We pick the perfect gift, wrap it, and deliver it on time — every birthday, every holiday — with a card written in your words.

Love, Grandma card on a beautifully wrapped gift

Why families choose this

Imagine your granddaughter opening a birthday present from you on her 16th birthday — hand-picked, wrapped with a note that sounds just like you — because you planned it years ago.

Start My Gift Vault →

Why I Built This

Damon Schechter with his father Fred

When my father passed, I realized the hardest part wasn't the grief — it was knowing his presence in our lives would slowly fade. As the founder of Shipwire, I'd spent my career building systems that deliver the right thing to the right person at the right time. But when it came to my own family, there was no system.

That's why I'm building Perpetual Gifting — so no family has to lose that connection.

— Damon Schechter, Founder

Founder of Shipwire (acquired by Ingram Micro) · Author, Delivering the Goods · YPO Member

Questions You Might Have

How much does it cost?
Plans start at $10,000 for one grandchild over 20 years — that's about $40 per birthday or holiday. We only spend the interest on gifts. Your original deposit comes back to your family at the end.
Is my money safe?
Yes. Your funds sit in an FDIC-insured account. We never touch your deposit — only the interest it earns. You can cancel anytime and get your remaining balance back.
Who picks the gifts?
Our team does, based on what you tell us about each grandchild. A real person reviews every gift before it ships. You set the budget and style — and you can change your preferences anytime.
What if my grandchild's interests change?
They will — and that's fine. Family members can update preferences anytime. A 5-year-old who loves dinosaurs gets something completely different when she's 15.
Can I start right away, while I'm still here?
Yes — most families do. You set it up, enjoy watching the gifts arrive, and it keeps going after you're gone. You stay in control for as long as you like.

The next birthday is coming.
You can handle it — or we can.

Join families already planning gifts their grandchildren will open for years to come.

Start My Gift Vault →

Or call us: (650) 239-6745