Entity management · October 2026 Edition
ContractZen vs Diligent Entities
One of fourteen models named ContractZen first on the direct prompt; three named Diligent Entities. ContractZen was named by nine of the fourteen models and Diligent Entities by fourteen and ContractZen carries 11 labels and Diligent Entities 56, so the shares are not directly comparable.
ContractZen
accepted challengerNamed in one category this edition.
Named in one category this edition.
First-choice share8%8%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate9%46%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#2#3A position in a field of 11; printed, not drawn.
Labels1156A 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.Athennian was named alongside these two in eleven of the fourteen direct answers. Athennian vs ContractZen · Athennian vs Diligent Entities · ContractZen vs EntityKeeper
Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all fourteen 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 fourteen models made each the first choice, per way of asking, and how many argued against it.
ContractZenFirst choices, of fourteen modelsDiligent Entities
Direct136 against Diligent Entities
Paraphrase115 against Diligent Entities
Comparative03
Budget-constrained201 against ContractZen · 7 against Diligent Entities
Scale-constrained00
Negative018 against Diligent Entities
Bars are first choices, 0 to 14 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to fourteen.
Every model, every framing
The eighty-four answers behind the chart above, one cell each: where ContractZen and Diligent Entities stood in it.
| Model | DirectCO | ParaphraseCO | ComparativeCO | Budget-constrainedCO | Scale-constrainedCO | NegativeCO |
|---|---|---|---|---|---|---|
| Claude Haiku 4.5 | | | ||||
| GPT-5.4 mini | | CO | | | ||
| Gemini 3.5 Flash | CO | | | CO | | |
| Perplexity Sonar | | CO | | CO | | |
| Grok 4.1 Fast | | | | | ||
| Mistral Small | | | ||||
| DeepSeek V4 Flash | | | | | | |
| Llama 4 Maverick | CO | | ||||
| Qwen 3.7 Flash | | CO | | |||
| Kimi K2 | | | | | ||
| GLM 4.7 FlashX | | | | CO | | |
| MiniMax M2.5 | | | | |||
| GPT-6 Luna | | | ||||
| Muse Glimmer 30B | | | CO | |
CO ContractZen Diligent EntitiesCO first choiceCO named as an alternativeCO argued againstblank: not namedEach cell is one answer, ContractZen on the left and Diligent Entities on the right.
Diligent EntitiesCO first choiceCO named as an alternativeCO 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 14 modelsDiligent Entities was named in the answer but not as the choice, or not at all.Llama 4 MaverickCommenda, ContractZen alternatives: NEWTON
Diligent Entities first, ContractZen not the choice
3 of 14 modelsContractZen was named in the answer but not as the choice, or not at all.GPT-5.4 miniDiligent Entities alternatives: Athennian, CSC Entity Management
Perplexity SonarDiligent Entities alternatives: Commenda, GateWay Entities
MiniMax M2.5Athennian, Diligent Entities alternatives: Eqvista, Harbor Compliance
Neither was the first choice, one was named
3 of 14 modelsThe answer put something else first and named one of the two as an alternative.Gemini 3.5 FlashAthennian alternatives: ContractZen, Diliforce, EntityKeeper, MinuteBox
Mistral SmallAthennian, Filejet alternatives: Commenda, Diligent Entities, Discern
GLM 4.7 FlashXAthennian alternatives: Diligent Entities, EntityKeeper, Filejet
Neither was named
7 of 14 modelsThe answer made no first choice from these two in this category.Claude Haiku 4.5Athennian, Commenda alternatives: Klea
Grok 4.1 FastAthennian alternatives: Commenda, EntityKeeper, Filejet
DeepSeek V4 FlashAthennian alternatives: Commenda, EntityKeeper, Filejet
Qwen 3.7 FlashLegally alternatives: Diligent Boards, Docuum, Onspring
Kimi K2Athennian alternatives: Filejet, NEWTON
GPT-6 LunaAthennian alternatives: CSC Entity Management, EntityKeeper
Muse Glimmer 30BAthennian alternatives: CSC Entity Management, CT Corporation Entity Management, Commenda, Discern
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 ten points.
ContractZen10%#– of 8
Diligent Entities0%#8 of 8Mid-marketThe figures above
Level: the same share of first choices.
ContractZen8%#2 of 11
Diligent Entities8%#3 of 11Enterprise
The order flips: Diligent Entities leads at enterprise.
Diligent Entities50%#1 of 9ContractZen0%#– of 9
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. Four of five in this category shown.
“has a 30-day free trial, but the result frames it more around built-in meeting management than low-cost entity management specifically” Perplexity Sonar · budget prompt · soft negative
“ContractZen if you need a broader entity management focus with board, contract, and document workflow in one platform” Perplexity Sonar · paraphrase prompt · first choice
“Best All-In-One Budget Option ... ContractZen is one of the most cost-effective governance systems on the market” Gemini 3.5 Flash · budget prompt · first choice
“such as Commenda or ContractZen. These software solutions are designed for mid-market organizations and SMBs” Llama 4 Maverick · 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 — While powerful, it's typically over-engineered and overpriced for mid-market” Kimi K2 · paraphrase prompt · hard negative
“"What to Avoid: Diligent Entities and similar enterprise solutions - typically start at $15,000-$50,000/year"” Muse Glimmer 30B · negative prompt · hard negative
“Avoid pricier options like Diligent Entities or CSC (enterprise-level, $100s+ per entity/month)” Grok 4.1 Fast · budget prompt · hard negative
“Best for: Large enterprises... Market-leading security protocols... 150+ entities or complex global structures: Diligent Entities or CSC provide enterprise-grade capabilities” Kimi K2 · comparative prompt · first choice
“If you're a large multinational with 150+ entities across many jurisdictions → Diligent Entities or CSC provide the deepest enterprise governance” DeepSeek V4 Flash · comparative prompt · first choice
“Diligent Entities and CSC Entity Management are frequently recommended due to their scalability” Mistral Small · paraphrase prompt · first choice
Also compared
Athennian vs ContractZenAthennian vs Diligent EntitiesContractZen vs EntityKeeperContractZen vs FilejetContractZen vs CommendaContractZen vs MinuteBoxContractZen vs DiscernDiligent Entities vs EntityKeeperDiligent Entities vs FilejetDiligent Entities vs CommendaDiligent Entities vs MinuteBoxDiligent Entities vs DiscernAll twenty-eight head-to-head pages and the full entity management standing
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.