Checklist 2.0 | The Principal Gift Checklist
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Principal Gift Strategies LLC

Principal Gift Checklist 2.0

A much deeper dive.

50 questions. Multiple different lenses.

Built from original research and 20 years of field experience.

The alum loves your school, but you've never met the non-alum spouse.

And a child was denied admission three years ago.

They’re deep in a pledge — but they’ve just had a liquidity event.

Can we ask again?

See what 50 questions can do.

The Full Diagnostic — 26 of 50

Was a child, grandchild, or close family member of the donor ever denied admission?

YesNoNot applicable

The Full Diagnostic — 43 of 50

Does the primary donor have a family foundation that they will be giving through?

YesNoNot applicable

The Full Diagnostic — 19 of 50

Is this new wealth creation?

New wealthLegacy wealth

Principal gifts fall short because we make it so easy for the donor to say no.

Our research wasn’t double-checked, so we went too high — and blew them out of the water.

We didn’t have quite the right people in the room.

The donor didn’t expect an ask, so they invited their niece.

We missed the moment, and flew home.

Or maybe, we went for it anyway.

And our $5M ask became a $1M gift.

Over five years.

Meaning we can’t go back.

Welcome to Checklist 2.0

It remembers what others forget.

Every evaluation produces a six-page report that pressure-tests the opportunity from multiple angles.

It looks at the strength of the relationship, institutional readiness, timing, strategy, and the path to the ask.

It shows what’s strong, what’s missing, and what needs attention before you move.

It even tells when you are asking too low.

Evaluate for your institution

Bring a real $5M+ prospect.

If you’re considering Checklist 2.0 for your institution, request a private demo. We’ll run a real opportunity through Checklist 2.0 together and see what it catches.

Request a Private Demo

Institutional licensing includes full access to Checklist 2.0 and quarterly office hours with Ben Porter. Licenses start at $9,500/year.

Prefer to start by email? inquiries@principalgift.com

Request a Private Demo

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I’ll review your request and be in touch. Prefer email? inquiries@principalgift.com

Thanks. Your request has been submitted. I’ll review it and be in touch. You can also email inquiries@principalgift.com.
Operated by Principal Gift Strategies LLC under a license with Ben Porter and the Council for Advancement and Support of Education.
The Principal Gift Checklist: How to Cultivate and De-Risk Gifts of $5M–$100M+ © 2019 Council for Advancement and Support of Education. All rights reserved. The checklist questions and scorecard are used under license.
New website content, 2026 study data and findings, customized analysis, software, report design, and separately identified frameworks © 2026 Principal Gift Strategies LLC. All rights reserved.