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Index Planning and analysis Board › Datarails vs Diligent
Board and investor reporting · September 2026 Edition

Datarails vs Diligent

One of twelve models named Datarails first on the direct prompt; one named Diligent. Datarails was named by nine of the twelve models and Diligent by nine and Datarails carries 12 labels and Diligent 17, so the shares are not directly comparable.

Datarails

accepted challenger

Named in ten categories this edition.

Diligent

criticized challenger

Named in two categories this edition.

First-choice share2%2%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate0%71%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#5#6A position in a field of 14; printed, not drawn.
Labels1217A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Datarails reading right to left. Rank and label count are printed, not drawn.OnBoard was named alongside these two in nine of the twelve direct answers. OnBoard vs Datarails · OnBoard vs Diligent · Boardable vs Datarails

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 board and investor reporting page.

By framing

How many of the twelve models made each the first choice, per way of asking, and how many argued against it.
DatarailsFirst choices, of twelve modelsDiligent
Direct111 against Diligent
Paraphrase00
Comparative01
Budget-constrained006 against Diligent
Scale-constrained003 against Diligent
Negative002 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.

Every model, every framing

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

The direct prompt

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

Datarails first, Diligent not the choice

1 of 12 modelsDiligent was named in the answer but not as the choice, or not at all.
Kimi K2Datarails alternatives: Cube, Planful

Diligent first, Datarails not the choice

1 of 12 modelsDatarails was named in the answer but not as the choice, or not at all.
Qwen 3.7 FlashDiligent alternatives: Enboarder, Fello, OnBoard

Neither was the first choice, one was named

4 of 12 modelsThe answer put something else first and named one of the two as an alternative.
Gemini 3.5 FlashMosaic, OnBoard alternatives: Board Intelligence, Cube, Datarails, Govenda, Jirav
Mistral SmallNasdaq Boardvantage alternatives: BoardEffect, Datarails, Fairview
Llama 4 MaverickNasdaq Boardvantage alternatives: Datarails, Fairview
MiniMax M2.5OnBoard alternatives: BoardEffect, Datarails, Planful

Neither was named

6 of 12 modelsThe answer made no first choice from these two in this category.
Claude Haiku 4.5OnBoard alternatives: Aprio Board Portal, Board Intelligence, HighRadius
GPT-5.4 miniOnBoard alternatives: Board Intelligence, BoardPro, Diligent Boards, Nasdaq Boardvantage
Perplexity SonarOnBoard alternatives: Board Intelligence, BoardEffect, Nasdaq Boardvantage
Grok 4.1 FastOnBoard alternatives: AppDeck Board Portal, BoardPro, iBabs
DeepSeek V4 FlashOnBoard alternatives: AppDeck Board Portal, Fairview
GLM 4.7 FlashXAprio Board Portal, OnBoard alternatives: AppDeck Board Portal, BoardEffect, Govenda, Nasdaq Boardvantage

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
Level: the same share of first choices.
Datarails0%#– of 10
Diligent0%#10 of 10
The full small business standing →
Mid-marketThe figures above
Level: the same share of first choices.
Datarails2%#5 of 14
Diligent2%#6 of 14
The full mid-market standing →
Enterprise
Diligent leads by two points.
Diligent2%#6 of 9
Datarails0%#– of 9
The full enterprise standing →

What the models said about Datarails

No label in this category carried a quote.

What the models said about Diligent

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

“Diligent ($15K\u201330K+/yr) and Board Intelligence are enterprise standard but far out of budget. Skip these” DeepSeek V4 Flash · budget prompt · hard negative
“I would avoid Diligent, BoardEffect, and Boardvantage if budget is the main constraint” Perplexity Sonar · budget prompt · hard negative
“Large public company: Diligent or Nasdaq Boardvantage (robust compliance, audit trails)” MiniMax M2.5 · comparative prompt · first choice
“Diligent is widely considered the gold standard.” Qwen 3.7 Flash · direct prompt · first choice
“Diligent is the titan of the industry. It is highly secure and customizable but can be very expensive and complex to implement.” Gemini 3.5 Flash · comparative prompt · alternative
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.