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Head-to-head · Estate Planning Software

Trust & Will vs Vanilla

  • Updated Sep 2026
  • Both researched from official sources
  • 7 checks side by side
Higher score Trust & Will #2 in Estate Planning Software 9.0/10 Free plan · paid from $199 Free plan✓ 5 of 5 features Visit Trust & Will
Vanilla #8 in Estate Planning Software 7.0/10 Pricing on request ✓ 5 of 5 features Visit Vanilla

Trust & Will leads on 1 check, Vanilla on 0, and 6 are even. Who comes out ahead on the 7 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 · 9.0/10
  • Free planonly Trust & Will

Trust & Will scores higher on our rubric for estate planning software: 9.0 against 7.0 out of 10; our editors rank them #2 and #8.

Trust & Will offers free plan; Vanilla doesn't.

Trust & Will is the better fit for consumers wanting broad guided planning. Vanilla is the better fit for advisors needing modeling and integrations.

  • Trust & Will fits best

    Consumers wanting broad guided planning

  • Vanilla fits best

    Advisors needing modeling and integrations

Advertiser disclosure: iTechGuides is reader-supported. We may earn a commission when you click some links. How we rank.

Side by side

Feature Trust & Will 9.0/10 Visit ↗ Vanilla 7.0/10 Visit ↗
At a glance
Editor score 9.0 7.0
Ranking #2 in Estate Planning Software #8 in Estate Planning Software
Best for Consumers wanting broad guided planning Advisors needing modeling and integrations
Pricing model Free plan + paid Paid
Starting price Not published Not published
Free plan ✓ (best) —
Free trial — —
Deployment Cloud Cloud
Platforms Web Web
Support Email, Live chat, Phone, Tickets, Community, Docs Email, Docs
Compliance SOC 2, HIPAA SOC 2, SSO/SAML, 2FA
Built for Solo, Small business Small business, Mid-market, Enterprise
Features Trust & Will 5/5 · Vanilla 5/5
Trust support ✓ ✓
Power of attorney ✓ ✓
Beneficiary planning ✓ ✓
Attorney review ✓ ✓
Document storage ✓ ✓
Specs
Planning scope Full_estate_plan Full_estate_plan
State coverage 50 states 50 states
Our review
Pros
  • State-specific wills, trusts, healthcare directives, and POA documents
  • Free access plus one-time will and trust plans
  • Optional attorney support, AI assistance, and digital document storage
  • Creates wills, trusts, powers of attorney, and healthcare directives
  • Models GRAT, SLAT, and IDGT strategies with estate projections
  • Connects with eMoney, Black Diamond, Orion, Addepar, Plaid, and Salesforce
Cons
  • Trust documents are not available in Louisiana
  • Services are limited to U.S. residents
  • Ongoing updates and storage require the annual membership
  • Pricing requires contacting sales
  • Web-only platform
  • Advanced planning features are concentrated in higher tiers
Our verdict

Trust & Will is an online estate-planning service for U.S. individuals and families. Its guided workflows cover wills, revocable living trusts, powers of attorney, HIPAA authorizations, healthcare directives, beneficiary planning, and…

Read the review →

Vanilla is an estate planning platform for financial advisors, RIAs, wealth management firms, family offices, and trust companies. It brings document creation, visual estate diagrams, client-ready reports, scenario modeling, tax…

Read the review →
  1. Trust & WillEstate Planning Software 9.0Free plan · paid from $199
  2. VanillaEstate Planning Software 7.0Pricing on request

Strengths and trade-offs

  • Trust & Will — where it wins

    • State-specific wills, trusts, healthcare directives, and POA documents
    • Free access plus one-time will and trust plans
    • Optional attorney support, AI assistance, and digital document storage

    Where it doesn't

    • Trust documents are not available in Louisiana
    • Services are limited to U.S. residents
    • Ongoing updates and storage require the annual membership
  • Vanilla — where it wins

    • Creates wills, trusts, powers of attorney, and healthcare directives
    • Models GRAT, SLAT, and IDGT strategies with estate projections
    • Connects with eMoney, Black Diamond, Orion, Addepar, Plaid, and Salesforce

    Where it doesn't

    • Pricing requires contacting sales
    • Web-only platform
    • Advanced planning features are concentrated in higher tiers
  • Trust & Will9.0/10 · Free plan · paid from $199

    A broad guided estate-planning service with free access and paid will and trust plans.

    Visit Trust & WillFull verdict →
  • Vanilla7.0/10 · Pricing on request

    A full estate planning workspace with strong modeling, documents, and integrations.

    Visit VanillaFull verdict →

More comparisons

Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026

Last updated · How we research and update