Finance AI Index
Index Equity and corporate Entity management › ContractZen vs Diligent Entities
Entity management · September 2026 Edition

ContractZen vs Diligent Entities

One of twelve models named ContractZen first on the direct prompt; one named Diligent Entities. ContractZen was named by nine of the twelve models and Diligent Entities by twelve and ContractZen carries 12 labels and Diligent Entities 31, so the shares are not directly comparable.

ContractZen

accepted challenger

Named in one category this edition.

Diligent Entities

criticized challenger

Named in one category this edition.

First-choice share13%3%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate0%29%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#4#6A position in a field of 12; printed, not drawn.
Labels1231A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, ContractZen reading right to left. Rank and label count are printed, not drawn.Commenda was named alongside these two in eight of the twelve direct answers. Athennian vs ContractZen · Athennian vs Diligent Entities · EntityKeeper vs ContractZen

Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all twelve models, for a mid-market B2B company; rank is within the category; every quote names the model and the prompt it came from. Both figures come from the entity management page.

By framing

How many of the twelve models made each the first choice, per way of asking, and how many argued against it.
ContractZenFirst choices, of twelve modelsDiligent Entities
Direct111 against Diligent Entities
Paraphrase401 against Diligent Entities
Comparative021 against Diligent Entities
Budget-constrained004 against Diligent Entities
Scale-constrained00
Negative002 against Diligent Entities
Bars are first choices, 0 to 12 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to twelve.

Every model, every framing

The seventy-two answers behind the chart above, one cell each: where ContractZen and Diligent Entities stood in it.
ModelDirectParaphraseComparativeBudget-constrainedScale-constrainedNegative
Claude Haiku 4.5
GPT-5.4 mini
Gemini 3.5 Flash
Perplexity Sonar
Grok 4.1 Fast
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2
GLM 4.7 FlashX
MiniMax M2.5
ContractZen Diligent Entities first choice named as an alternative argued againstblank: not namedEach cell is one answer, ContractZen on the left and Diligent Entities on the right.

The direct prompt

The plain question, one answer per model, grouped by where ContractZen and Diligent Entities stood in it.

ContractZen first, Diligent Entities not the choice

1 of 12 modelsDiligent Entities was named in the answer but not as the choice, or not at all.
Mistral SmallContractZen alternatives: Commenda, GateWay Entities

Diligent Entities first, ContractZen not the choice

1 of 12 modelsContractZen was named in the answer but not as the choice, or not at all.
GPT-5.4 miniDiligent Entities alternatives: Harbor Compliance

Neither was the first choice, one was named

7 of 12 modelsThe answer put something else first and named one of the two as an alternative.
Claude Haiku 4.5Commenda alternatives: Athennian, CT Corporation Entity Management, Diligent Entities
Grok 4.1 FastAthennian alternatives: Carta, Diligent Entities, Pulley
DeepSeek V4 FlashAthennian alternatives: CSC Entity Management, CT Corporation Entity Management, Commenda, Diligent Entities, EntityKeeper
Qwen 3.7 FlashCommenda alternatives: Diligent Entities, LegalX
Kimi K2Filejet alternatives: Athennian, Commenda, Diligent Entities
GLM 4.7 FlashXAthennian alternatives: CSC Entity Management, Commenda, Diligent Entities, EntityKeeper
MiniMax M2.5Commenda alternatives: Athennian, Diligent Entities, GateWay Entities

Neither was named

3 of 12 modelsThe answer made no first choice from these two in this category.
Gemini 3.5 FlashAthennian alternatives: EntityKeeper, Filejet, MinuteBox
Perplexity SonarCommenda alternatives: Computershare GEMS, Fides
Llama 4 MaverickOcorian alternatives: Coverpin, F6S

Bold names in an answer are the products the judge labeled a first choice; a model naming several gives each of them that label. The full answer text for every row is in the record.

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment and they are never added together. The figures above are the mid-market standing, which is the one the category orders by.
Small business
ContractZen leads by fourteen points.
ContractZen16%#2 of 12
Diligent Entities2%#8 of 12
The full small business standing →
Mid-marketThe figures above
ContractZen leads by eleven points.
ContractZen13%#4 of 12
Diligent Entities3%#6 of 12
The full mid-market standing →
Enterprise
ContractZen is not named for this buyer.
Diligent Entities30%#1 of 8
ContractZennot named
The full enterprise standing →

What the models said about ContractZen

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Three of four in this category shown.

“I'd recommend ContractZen as the top corporate governance and entity management tool” Grok 4.1 Fast · paraphrase prompt · first choice
“I recommend ContractZen as a strong corporate governance and entity management tool” Mistral Small · paraphrase prompt · first choice
“ContractZen is the best overall choice for most mid-market B2B companies.” Mistral Small · direct prompt · first choice

What the models said about Diligent Entities

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.

“What to Avoid: Diligent Entities and similar enterprise solutions - typically start at $15,000-$50,000/year” Kimi K2 · budget prompt · hard negative
“Avoid Enterprise Tools: Athennian, Diligent Entities, etc., start at $15K+/year—overkill and too pricey” Grok 4.1 Fast · budget prompt · hard negative
“Avoid enterprise platforms like Diligent Entities or Athennian if budget-constrained” DeepSeek V4 Flash · budget prompt · hard negative
“Diligent Entities is the industry standard for enterprise governance.” GLM 4.7 FlashX · comparative prompt · first choice
“Best overall for legal entity management: Diligent Entities” GPT-5.4 mini · direct prompt · first choice
“the enterprise standard for multinationals” DeepSeek V4 Flash · comparative prompt · first choice
Also compared

Comparisons are drawn for the top eight products in each category, each against each. The output is the models' output; nothing here is a recommendation by the index.