Perpetual Gifting

Your love, delivered forever.

Prepay once. We send personalized birthday and holiday gifts to your grandchildren for 20 years — even after you're gone. Selected with care. Wrapped with a message in your voice.

Structured as a South Dakota Dynasty Trust.
Assets held by a regulated, FDIC-insured custodian.
No hidden fees. No selling your data.
Founded by Damon Schechter — built and sold Shipwire, author of Delivering the Goods.

How It Works

1

Tell Us About Your Family

Share who you'd like to receive gifts — grandchildren, children, friends. Tell us their birthdays, interests, and what matters to them.

2

Fund a Tax-Efficient Gift Trust

Make a one-time contribution to a tax-efficient dynasty trust. Your funds grow tax-free, the interest pays for gifts, and the principal returns to your heirs.

3

We Handle Everything

Our team selects thoughtful, personalized gifts for every birthday and holiday. Each one arrives with a message in your voice.

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."

Join the Waitlist

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 the logistics. 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. No way to ensure my dad's love kept reaching us after he was gone.

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 is my money protected?
Your gift fund is held in a professionally managed trust with a licensed custodian. The principal is protected and the interest funds your gifts. At the end of the gifting period, any remaining principal returns to your estate.
How much does it cost?
It depends on how many recipients and how long you'd like gifts to continue. Your contribution is held in a trust — the interest pays for gifts, and the principal returns to your estate. Join the waitlist and we'll walk you through options that fit your family.
Who selects the gifts?
Our team combines your preferences with AI-powered personalization to select gifts your recipients will love. Each gift is reviewed by a human before it ships. You can set guidelines for budget, style, and interests.
Can I start sending gifts while I'm alive?
Absolutely. Many families start immediately — enjoying the delight of perfectly selected gifts — and the service continues seamlessly after they're gone.
What if my grandchild's interests change over time?
Our AI continuously adapts. Family members can update preferences anytime, and our selection gets smarter with each gift delivered. A 5-year-old who loves dinosaurs will get age-appropriate gifts when she's 15.