Head-to-head · Planned Giving Software
Trust & Will vs Gifted Legacies
Trust & Will leads on 1 check, Gifted Legacies on 1, and 1 is even. Who comes out ahead on the 3 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.
Our verdict
- Highest scoreTrust & Will · 8.2/10
- Free planonly Trust & Will
- Most featuresGifted Legacies · 1 of 3
Trust & Will scores higher on our rubric for planned giving software: 8.2 against 6.9 out of 10; our editors rank them #2 and #6.
Trust & Will offers free plan; Gifted Legacies doesn't publish it. Gifted Legacies offers bequest documentation; Trust & Will doesn't publish it.
Trust & Will is the better fit for individuals seeking guided estate planning with attorney. Gifted Legacies is the better fit for teams managing legacy gifts from inquiry to completion.
- Trust & Will fits best
Individuals seeking guided estate planning with attorney
- Gifted Legacies fits best
Teams managing legacy gifts from inquiry to completion
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Side by side
| Feature | Trust & Will 8.2/10 Visit ↗ | Gifted Legacies 6.9/10 Visit ↗ |
|---|---|---|
| At a glance | ||
| Editor score | 8.2 | 6.9 |
| Ranking | #2 in Planned Giving Software | #6 in Planned Giving Software |
| Best for | Individuals seeking guided estate planning with attorney | Teams managing legacy gifts from inquiry to completion |
| Pricing model | Free plan + paid | Paid |
| Starting price | Not published | Not published |
| Free plan | ✓ (best) | Not published |
| Free trial | — | — |
| Deployment | Cloud | Cloud |
| Platforms | Web | Web |
| Support | Email, Live chat, Phone, Tickets, Community, Docs | Email, Phone |
| Built for | Solo, Small business | Small business, Mid-market, Enterprise |
| Features Trust & Will 0/3 · Gifted Legacies 1/3 | ||
| Bequest documentation | Not published | ✓ (best) |
| Gift calculators | Not published | — |
| Gift administration | Not published | Not published |
| Specs | ||
| Gift types supported | Not published | Not published |
| CRM integrations | Not published | Not published |
| Our review | ||
| Pros |
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| Cons |
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| Our verdict | Trust & Will is a web-based estate-planning service for U.S. individuals and families. It guides users through state-specific wills and revocable living trusts, with related healthcare and power-of-attorney documents in its core plans.… Read the review → |
Gifted Legacies is a cloud-based legacy management system from Westwood Forster for charities and other organisations managing legacy gifts. It brings marketing, communications with pledgers and administration from probate to completion… Read the review → |
Strengths and trade-offs
Trust & Will — where it wins
- State-specific wills and trusts with healthcare documents included
- One-time plans cover wills, trusts, powers of attorney, and directives
- Optional attorney access, Digital Safe storage, and document shipping
Where it doesn't
- Trust plans are unavailable in Louisiana
- Services are limited to U.S. residents
- Designed for individuals and families, not nonprofit gift management
Gifted Legacies — where it wins
- Combines legacy marketing with segmented promotional mailings.
- Automates communications, notifications, tasks and reminders.
- Tracks legators, executors, gift values and probate-to-completion administration.
Where it doesn't
- Pricing requires contacting the vendor for a demo.
- Runs on the web as a cloud deployment.
- Gift calculators are not included.
- Trust & Will8.2/10 · Free plan · paid from $199
Guided, state-specific estate planning with optional attorney support.
Visit Trust & WillFull verdict → - Gifted Legacies6.9/10 · Pricing on request
A cloud-based system for managing legacy gifts from inquiry through administration.
Request a demoFull verdict →
More comparisons
- FreeWill vs Gifted Legacies
- Trust & Will vs Foundation Source Planned Giving
- Trust & Will vs PG Calc Bequest Manager
- Trust & Will vs PG Calc GiftWrap
- Trust & Will vs FirstClass
- Trust & Will vs Giving Docs
- Foundation Source Planned Giving vs Gifted Legacies
- PG Calc Bequest Manager vs Gifted Legacies
All planned giving software comparisons → · Full ranking →
Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026
Last updated · How we research and update

