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

ContractZen vs Diligent

One of twelve models named ContractZen first on the direct prompt; zero named Diligent. ContractZen was named by nine of the twelve models and Diligent by eight and ContractZen carries 12 labels and Diligent 11, so the shares are not directly comparable.

ContractZen

accepted challenger

Named in one category this edition.

Diligent

criticized challenger

Named in two categories this edition.

First-choice share13%3%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate0%64%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#4#8A position in a field of 12; printed, not drawn.
Labels1211A 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.Diligent Entities was named alongside these two in eight of the twelve direct answers. Athennian vs ContractZen · Athennian vs Diligent · 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
Direct10
Paraphrase414 against Diligent
Comparative00
Budget-constrained001 against Diligent
Scale-constrained001 against Diligent
Negative001 against Diligent
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.

Across every category in the September 2026 Edition, ContractZen and Diligent were named in the same answer seven times, of the 28 answers naming ContractZen and the 74 naming Diligent. In those answers Diligent took the first choice zero times and ContractZen three.

Every model, every framing

The seventy-two answers behind the chart above, one cell each: where ContractZen and Diligent 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 first choice named as an alternative argued againstblank: not namedEach cell is one answer, ContractZen on the left and Diligent on the right.

The direct prompt

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

ContractZen first, Diligent not the choice

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

Neither was named

11 of 12 modelsThe answer made no first choice from these two in this category.
Claude Haiku 4.5Commenda alternatives: Athennian, CT Corporation Entity Management, Diligent Entities
GPT-5.4 miniDiligent Entities alternatives: Harbor Compliance
Gemini 3.5 FlashAthennian alternatives: EntityKeeper, Filejet, MinuteBox
Perplexity SonarCommenda alternatives: Computershare GEMS, Fides
Grok 4.1 FastAthennian alternatives: Carta, Diligent Entities, Pulley
DeepSeek V4 FlashAthennian alternatives: CSC Entity Management, CT Corporation Entity Management, Commenda, Diligent Entities, EntityKeeper
Llama 4 MaverickOcorian alternatives: Coverpin, F6S
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

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 sixteen points.
ContractZen16%#2 of 12
Diligent0%#12 of 12
The full small business standing →
Mid-marketThe figures above
ContractZen leads by eleven points.
ContractZen13%#4 of 12
Diligent3%#8 of 12
The full mid-market standing →
Enterprise
ContractZen is not named for this buyer.
Diligent9%#– 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

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

“Legacy Systems (e.g., Diligent, CSC Entity Management): Often highly robust ... but can feel clunky, require heavy training, have longer implementation times, and carry higher price tags.” Gemini 3.5 Flash · scale prompt · soft negative
“Many legacy systems (like Diligent, Mitratech, or CSC) are designed for large multinationals, hide their pricing ... often start at tens of thousands of dollars per year.” Gemini 3.5 Flash · budget prompt · soft negative
“## Top Recommendation: Diligent” GLM 4.7 FlashX · paraphrase 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.