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Index › Equity and corporate › Virtual data rooms › Firmex vs Datasite Diligence
Virtual data rooms · October 2026 Edition

Firmex vs Datasite Diligence

Five of fourteen models named Firmex first on the direct prompt; zero named Datasite Diligence. Both were named by all fourteen models and Firmex carries 52 labels and Datasite Diligence 53, so the shares are not directly comparable.

Firmex

accepted challenger

Named in one category this edition.

Datasite Diligence

criticized challenger

Named in one category this edition.

First-choice share16%3%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate4%47%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#2#8A position in a field of 15; printed, not drawn.
Labels5253A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Firmex reading right to left. Rank and label count are printed, not drawn.iDeals was named alongside these two in eleven of the fourteen direct answers. iDeals vs Firmex · iDeals vs Datasite Diligence · Firmex vs Peony Data Room

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 virtual data rooms page.

By framing

How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
FirmexFirst choices, of fourteen modelsDatasite Diligence
Direct505 against Datasite Diligence
Paraphrase215 against Datasite Diligence
Comparative08
Budget-constrained001 against Firmex · 6 against Datasite Diligence
Scale-constrained313 against Datasite Diligence
Negative111 against Firmex · 6 against Datasite Diligence
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.

Across every category in the October 2026 Edition, Firmex and Datasite Diligence were named in the same answer ninety-one times, of the 118 answers naming Firmex and the 156 naming Datasite Diligence. In those answers Datasite Diligence took the first choice twenty-nine times and Firmex fourteen.

Every model, every framing

The eighty-four answers behind the chart above, one cell each: where Firmex and Datasite Diligence 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
GPT-6 Luna
Muse Glimmer 30B
Firmex Datasite Diligence first choice named as an alternative argued againstblank: not namedEach cell is one answer, Firmex on the left and Datasite Diligence on the right.

The direct prompt

The plain question, one answer per model, grouped by where Firmex and Datasite Diligence stood in it.

Firmex first, Datasite Diligence an alternative

5 of 14 modelsDatasite Diligence was named in the answer but not as the choice, or not at all.
Perplexity SonarFirmex alternatives: Datasite Diligence, Papermark, SecureDocs, iDeals
Grok 4.1 FastFirmex, iDeals alternatives: FirmRoom, SecureDocs, ShareVault
Mistral SmallFirmex, iDeals alternatives: FirmRoom
Qwen 3.7 FlashFirmRoom, Firmex alternatives: iDeals
GPT-6 LunaFirmex alternatives: Datasite Diligence, DealRoom, Intralinks, iDeals

Neither was the first choice, one was named

8 of 14 modelsThe answer put something else first and named one of the two as an alternative.
Claude Haiku 4.5iDeals alternatives: CapLinked, Firmex
GPT-5.4 miniiDeals Virtual Data Room alternatives: Clinked, Datasite Diligence, Firmex, SecureDocs
Gemini 3.5 FlashiDeals alternatives: CapLinked, DealRoom, Firmex, ShareVault
DeepSeek V4 FlashiDeals alternatives: Firmex, SecureDocs
Kimi K2iDeals alternatives: DealRoom, FirmRoom, Firmex
GLM 4.7 FlashXiDeals Virtual Data Room alternatives: Clinked, DealRoom, Firmex
MiniMax M2.5iDeals alternatives: FirmRoom, Firmex
Muse Glimmer 30BiDeals alternatives: DealRoom, FirmRoom, Firmex

Neither was named

1 of 14 modelsThe answer made no first choice from these two in this category.
Llama 4 Maverickno first choice

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
Firmex leads by seven points.
Firmex7%#3 of 17
Datasite Diligence0%#16 of 17
The full small business standing →
Mid-marketThe figures above
Firmex leads by thirteen points.
Firmex16%#2 of 15
Datasite Diligence3%#8 of 15
The full mid-market standing →
Enterprise
The order flips: Datasite Diligence leads at enterprise.
Datasite Diligence46%#1 of 10
Firmex7%#4 of 10
The full enterprise standing →

What the models said about Firmex

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

“Quote-only pricing (Firmex): Hidden fees and unpredictable costs” Kimi K2 · budget prompt · hard negative
“the enterprise provider Datasite owns both Firmex and Ansarada” Gemini 3.5 Flash · negative prompt · soft negative
“The mid-market leaders (iDeals, FirmEx, FirmRoom, SecureDocs, Papermark) offer strong security and features at flat-rate pricing” DeepSeek V4 Flash · scale prompt · first choice
“Firmex and iDeals are the top recommendations due to their strong feature sets, scalability, and mid-market focus” Mistral Small · direct prompt · first choice
“Start with Firmex if you do multiple deals a year, or FirmRoom if you value simplicity and flat-rate pricing.” Qwen 3.7 Flash · direct prompt · first choice

What the models said about Datasite Diligence

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 ... Enterprise providers like Datasite or Intralinks: $5,000–$50,000+ per deal” Kimi K2 · budget prompt · hard negative
“Avoid legacy per-page pricing (Intralinks, Datasite) unless doing large cross-border deals.” Kimi K2 · direct prompt · hard negative
“Avoid legacy providers like Datasite and Intralinks” DeepSeek V4 Flash · budget prompt · hard negative
“Built around M&A workflows, with AI-assisted document search and review, redaction, Q&A, and deal tools. A strong candidate when handling a large room or many bidders.” GPT-6 Luna · comparative prompt · first choice
“Choose Intralinks/Datasite if: You're working on a large M&A deal where your counterparty (investment bank) mandates it” Kimi K2 · comparative prompt · first choice
“Best for large enterprise M&A and complex, high-value transactions... considered the enterprise standard for M&A” Mistral Small · 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.